[ CAS No. 1872262-64-0 ] {[proInfo.proName]}

Name: 1872262-64-0|1,3-Dioxoisoindolin-2-yl cyclobutanecarboxylate|97%
Brand: Ambeed
SKU: A1496203
Rating: 94 (35 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 1872262-64-0

Structure of 1872262-64-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 1872262-64-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1872262-64-0 ]

SDS Specification

Alternatived Products of [ 1872262-64-0 ]

Product Details of [ 1872262-64-0 ]

CAS No. :	1872262-64-0	MDL No. :
Formula :	C₁₃H₁₁NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	LHNCFRQUPDDSEO-UHFFFAOYSA-N
M.W :	245.23	Pubchem ID :	154719775
Synonyms :

Calculated chemistry of [ 1872262-64-0 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.31
Num. rotatable bonds :	3
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	65.12
TPSA :	63.68 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.39 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.73
Log Po/w (XLOGP3) :	1.98
Log Po/w (WLOGP) :	1.16
Log Po/w (MLOGP) :	2.17
Log Po/w (SILICOS-IT) :	1.54
Consensus Log Po/w :	1.72

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.66
Solubility :	0.541 mg/ml ; 0.00221 mol/l
Class :	Soluble
Log S (Ali) :	-2.94
Solubility :	0.28 mg/ml ; 0.00114 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.64
Solubility :	0.567 mg/ml ; 0.00231 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.21

Safety of [ 1872262-64-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1872262-64-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1872262-64-0 ]

[ 1872262-64-0 ] Synthesis Path-Downstream 1~50

1
[ 1872262-64-0 ]
[ 2639815-93-1 ]
[ 1928766-64-6 ]

Yield	Reaction Conditions	Operation in experiment
75%	With (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran; N,N-dimethyl-formamide at 25℃;

Reference： [1]Qin, Tian; Cornella, Josep; Li, Chao; Malins, Lara R.; Edwards, Jacob T.; Kawamura, Shuhei; Maxwell, Brad D.; Eastgate, Martin D.; Baran, Phil S. [Science, 2016, vol. 352, # 6287, p. 801 - 805]

2
[ 524-38-9 ]
[ 3721-95-7 ]
[ 1872262-64-0 ]

Yield	Reaction Conditions	Operation in experiment
98%	With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;
90%	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 25℃;
89%	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃; for 5h;

88%	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
87%	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
78%	With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;
74%	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane Inert atmosphere; Schlenk technique;
68%	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 25℃; Schlenk technique; Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 5 - 10h;	2.1 Preparation of redox active esters General procedure: The corresponding carboxylic acids (10 mmol, 1 equiv), N-hydroxyphthalimide (11 mmol, 1.1 equiv), and 4-dimethylaminopyridine (0.1 mmol, 10 mol%) were mixed in a flask with a magnetic stirring bar, 30 mL CH2Cl2 was added. Then a solution of N, N-dicyclohexylcarbodiimide (11 mmol, 1.1 equiv) in CH2Cl2 (10 mL) was added slowly at room temperature. The reaction mixture was maintained at room temperature with stirring for 5-10h. The white precipitate was filtered off and the solution was concentrated on a rotary evaporator. The residue was purified by flash column chromatography to give corresponding redox active esters.
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃;
	Stage #1: Cyclobutanecarboxylic acid With N,N-dimethyl-4-aminopyridine In dichloromethane at 20℃; for 0.166667h; Stage #2: 2-hydroxyisoindoline-1,3-dione In dichloromethane at 20℃;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 25℃;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide at 20℃;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide at 20℃; for 6h;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃; for 5h;
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	4. Preparation of N-hydroxyphthalimide ester^[4] General procedure: In a 250 mL round bottom flask equipped with magnetic stir bar was added N-hydroxyphthalimide (1.63 g, 10 mmol, 1.0 equiv.), 4-dimethylaminopyridine (DMAP) (61mg, 0.5 mmol), dicyclohexylcarbodiimide (2.47 g, 12 mmol, 1.2 equiv.), CH2Cl2 (10 mL) and carboxylic acid (12 mmol, 1.2 equiv.). The mixture was stirred at room temperature for 0.5-3 h, during which time the reaction mixture became cloudy and a white solid precipitated from the solution. The white solid was removed via vacuum filtration and the filtrate was removed under reduced pressure. The crude product was purified by chromatography on a silica gel column (0 → 20% ethyl acetate/hexane).
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	4. Preparation of N-hydroxyphthalimide ester^[4] General procedure: In a 250 mL round bottom flask equipped with magnetic stir bar was added N-hydroxyphthalimide (1.63 g, 10 mmol, 1.0 equiv.), 4-dimethylaminopyridine (DMAP) (61mg, 0.5 mmol), dicyclohexylcarbodiimide (2.47 g, 12 mmol, 1.2 equiv.), CH2Cl2 (10 mL) and carboxylic acid (12 mmol, 1.2 equiv.). The mixture was stirred at room temperature for 0.5-3 h, during which time the reaction mixture became cloudy and a white solid precipitated from the solution. The white solid was removed via vacuum filtration and the filtrate was removed under reduced pressure. The crude product was purified by chromatography on a silica gel column (0 → 20% ethyl acetate/hexane).
	With N,N-dimethyl-4-aminopyridine; diisopropyl-carbodiimide In dichloromethane at 20℃;	General procedure for the synthesis of NHPI esters General procedure: A round-bottom flask was charged with N-hydroxyphthalimide (NHPI, 815 mg, 5.0 mmol, 1.0 equiv), carboxylic acid (5.0 mmol, 1.0 equiv, if solid), and DMAP (61 mg, 0.5 mmol, 0.1 equiv). Dry dichloromethane (25 mL, 0.2 M) was added, and the mixture was stirred vigorously. Carboxylic acid (1.0 equiv) was added via syringe (if liquid). DIC (780 µL, 5.0 mmol, 1.0 equiv) was added dropwise via syringe, and the mixture was allowed to stir until the carboxylic acid was consumed (determined by TLC). Typical reaction times were between 1 h and 12 h. The mixture was filtered over celite and rinsed with additional CH2Cl2. The solvent was removed under reduced pressure, and purification by column chromatography afforded corresponding activated esters 2 (NHPI esters). All of the NHPI esters have been previously reported.
	With N,N-dimethyl-4-aminopyridine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	General Procedure for Preparation of Redox Active Esters General procedure: The corresponding alkyl carboxylic acid (10mmol, 1.0eq.), N-hydroxyphthalimide (11mmol, 1.1eq.), and 4-dimethylaminopyridine (1.0mmol, 10mol%) were mixed in a flask with a magnetic stirring bar. Dry CH2Cl2(40 mL) was added. Then a solution of N, N -dicyclohexylcarbodiimide (11.0mmol, 1.1eq.) in CH2Cl2 (15 mL) was added slowly at room temperature. The reaction mixturewas monitoredby TLC at room temperature. After completed, white precipitate was filtered off and the solution was concentrated undervacuum. Corresponding redox active esters were purified by column chromatographyon silica gel (CH2Cl2 or petroleum ether/ethyl acetate as eluent).
	Stage #1: 2-hydroxyisoindoline-1,3-dione With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 20℃; Stage #2: Cyclobutanecarboxylic acid In dichloromethane at 20℃;

Reference： [1]Mills, L. Reginald; Zhou, Cuihan; Fung, Emily; Rousseaux, Sophie A. L. [Organic Letters, 2019, vol. 21, # 21, p. 8805 - 8809]
[2]Chan, Chun-Ming; Xing, Qi; Chow, Yip-Chi; Hung, Sing-Fung; Yu, Wing-Yiu [Organic Letters, 2019, vol. 21, # 19, p. 8037 - 8043]
[3]Chen, Xiaoping; Luo, Xiaosheng; Peng, Xiao; Guo, Jiaojiao; Zai, Jiantao; Wang, Ping [Chemistry - A European Journal, 2020, vol. 26, # 15, p. 3226 - 3230]
[4]Zheng, Chao; Wang, Yuting; Xu, Yangrui; Chen, Zhen; Chen, Guangying; Liang, Steven H. [Organic Letters, 2018, vol. 20, # 16, p. 4824 - 4827]
[5]Zhang, Mingjun; Yu, Mo; Wang, Ziwen; Liu, Yuxiu; Wang, Qingmin [Organic Letters, 2022, vol. 24, # 22, p. 3932 - 3937]
[6]Li, Hui; Breen, Christopher P.; Seo, Hyowon; Jamison, Timothy F.; Fang, Yuan-Qing; Bio, Matthew M. [Organic Letters, 2018, vol. 20, # 5, p. 1338 - 1341]
[7]Liu, Lixin; Pan, Neng; Sheng, Wei; Su, Lebin; Liu, Long; Dong, Jianyu; Zhou, Yongbo; Yin, Shuang-Feng [Advanced Synthesis and Catalysis, 2019, vol. 361, # 17, p. 4126 - 4132]
[8]Lu, Xiao-Yu; Gao, Ang; Ge, Meng-Yuan; Xia, Ze-Jie; Liu, Qi-Le; Tao, Ting-Hua; Sun, Xiao-Mei [Journal of Organic Chemistry, 2022, vol. 87, # 7, p. 4654 - 4669]
[9]Toriyama, Fumihiko; Cornella, Josep; Wimmer, Laurin; Chen, Tie-Gen; Dixon, Darryl D.; Creech, Gardner; Baran, Phil S. [Journal of the American Chemical Society, 2016, vol. 138, # 35, p. 11132 - 11135]
[10]Wang, Guang-Zu; Shang, Rui; Fu, Yao [Organic Letters, 2018, vol. 20, # 3, p. 888 - 891]
[11]Mao, Runze; Balon, Jonathan; Hu, Xile [Angewandte Chemie - International Edition, 2018, vol. 57, # 30, p. 9501 - 9504][Angew. Chem., 2018, vol. 130, # 30, p. 9645 - 9648,4] Mao, Runze; Balon, Jonathan; Hu, Xile [Angewandte Chemie - International Edition, 2018, vol. 57, # 41, p. 13624 - 13628][Angew. Chem., 2018, vol. 130, p. 13812 - 13816,5]
[12]Gao, Liuzhou; Wang, Guoqiang; Cao, Jia; Yuan, Dandan; Xu, Cheng; Guo, Xuewen; Li, Shuhua [Chemical Communications, 2018, vol. 54, # 82, p. 11534 - 11537]
[13]Lu, Xiao-Yu; Li, Jing-Song; Hong, Mei-Lan; Wang, Jin-Yu; Ma, Wen-Jing [Tetrahedron, 2018, vol. 74, # 49, p. 6979 - 6984]
[14]Liu, Lixin; Dong, Jianyu; Yan, Yani; Yin, Shuang-Feng; Han, Li-Biao; Zhou, Yongbo [Chemical Communications, 2019, vol. 55, # 2, p. 233 - 236]
[15]Lyu, Xue-Li; Huang, Shi-Sheng; Song, Hong-Jian; Liu, Yu-Xiu; Wang, Qing-Min [Organic Letters, 2019, vol. 21, # 14, p. 5728 - 5732]
[16]Wang, Jiang; Cary, Brian P.; Beyer, Peyton D.; Gellman, Samuel H.; Weix, Daniel J. [Angewandte Chemie - International Edition, 2019, vol. 58, # 35, p. 12081 - 12085][Angew. Chem., 2019, vol. 131, # 35, p. 12209 - 12213]
[17]Lian, Fei; Xu, Kun; Meng, Wei; Zhang, Haonan; Tan, Zhoumei; Zeng, Chengchu [Chemical Communications, 2019, vol. 55, # 97, p. 14685 - 14688]
[18]Cao, Tianpeng; Liao, Saihu; Nie, Xingliang; Xu, Ruting; Xu, Tianxiao; Yang, Mingcheng [Organic Letters, 2020, vol. 22, # 9, p. 3692 - 3696]
[19]Barzanò, Guido; Mao, Runze; Garreau, Marion; Waser, Jerome; Hu, Xile [Organic Letters, 2020, vol. 22, # 14, p. 5412 - 5416]
[20]Chen, Huan; Wang, Ping; Wang, Siyao; Yin, Hongli; Zhang, Qiang; Zheng, Mengjie; Zhou, Qingqing [Journal of the American Chemical Society, 2020, vol. 142, # 33, p. 14201 - 14209]
[21]Chandrachud, Preeti P.; Wojtas, Lukasz; Lopchuk, Justin M. [Journal of the American Chemical Society, 2020, vol. 142, # 52, p. 21743 - 21750]
[22]Jin, Songyang; Geng, Xinxin; Li, Yujun; Zheng, Ke [European Journal of Organic Chemistry, 2021, vol. 2021, # 6, p. 969 - 972]
[23]Delgado, José A. C.; Correia, José T. M.; Pissinati, Emanuele F.; Paixão, Márcio W. [Organic Letters, 2021, vol. 23, # 13, p. 5251 - 5255] Chen, Yukun; Li, Weirong; Luo, Yixin; Qi, Xiaotian; Xi, Xiaoxiang; Xu, Minghao; Yuan, Weiming; Zhao, Hongping; Zheng, Songlin [Angewandte Chemie - International Edition, 2022, vol. 61, # 3][Angew. Chem., 2022, vol. 134, # 3]
[24]Guo, Yu; Luo, Ying; Mu, Shiqiang; Xu, Jian; Song, Qiuling [Organic Letters, 2021, vol. 23, # 17, p. 6729 - 6734]
[25]Lin, Shuangjie; Chen, Yuqing; Yan, Huaipu; Liu, Yonghong; Sun, Yuchen; Hao, Erjun; Shi, Caizhe; Zhang, Dandan; Zhu, Nan; Shi, Lei [Organic Letters, 2021, vol. 23, # 20, p. 8077 - 8081]
[26]Cai, Yi-Ping; Nie, Fang-Yuan; Song, Qin-Hua [Journal of Organic Chemistry, 2022, vol. 87, # 2, p. 1262 - 1271]
[27]Cai, Xingxing; Cheng, Dongping; Ding, Siyu; Fu, Jiahui; Li, Jinghua; Liu, Yihuo; Xu, Xiaoliang [Tetrahedron Letters, 2022, vol. 95]
[28]Cai, Xingxing; Cheng, Dongping; Ding, Siyu; Fu, Jiahui; Li, Jinghua; Liu, Yihuo; Xu, Xiaoliang [Tetrahedron Letters, 2022, vol. 95]
[29]Dong, Jianyu; Gan, Xinyang; Geng, Furong; Wu, Shaofeng; Zhou, Yongbo [Tetrahedron Letters, 2022, vol. 96]
[30]Fan, Xu; Liu, Hui; Ma, Shidi; Wang, Feng; Yang, Jinhui; Li, Dianjun [Tetrahedron, 2022, vol. 117-118]
[31]Wang, Jin; Song, Qingyuan; He, Xing; Ma, Chunhua; Jiang, Yuqin; Fan, Jing [New Journal of Chemistry, 2022, vol. 46, # 34, p. 16436 - 16439]

3
potassium hydrogen difluoride [ No CAS ]
[ 13675-18-8 ]
1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate [ No CAS ]
[ 1065010-88-9 ]

Yield	Reaction Conditions	Operation in experiment
40%	Stage #1: tetrahydroxydiboron; 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In N,N-dimethyl-formamide for 12h; Inert atmosphere; Schlenk technique; Irradiation; Stage #2: potassium hydrogen difluoride In methanol; water at 0℃; for 3h; Inert atmosphere; Schlenk technique;

Reference： [1]Hu, Dawei; Wang, Linghua; Li, Pengfei [Organic Letters, 2017, vol. 19, # 10, p. 2770 - 2773]

4
[ 1872262-64-0 ]
[ 1839537-88-0 ]

Yield	Reaction Conditions	Operation in experiment
68%	With 2.9-dimethyl-1,10-phenanthroline; copper(l) cyanide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;

Reference： [1]Zhao, Wei; Wurz, Ryan P.; Peters, Jonas C.; Fu, Gregory C. [Journal of the American Chemical Society, 2017, vol. 139, # 35, p. 12153 - 12156]

5
[ 1872262-64-0 ]
[ 830-09-1 ]
[ 2135458-79-4 ]

Yield	Reaction Conditions	Operation in experiment
87%	With 1,4-diaza-bicyclo[2.2.2]octane; tris(bipyridine)ruthenium(II) dichloride hexahydrate In N,N-dimethyl acetamide at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; stereoselective reaction;

Reference： [1]Xu, Kun; Tan, Zhoumei; Zhang, Haonan; Liu, Juanli; Zhang, Sheng; Wang, Zhiqiang [Chemical Communications, 2017, vol. 53, # 77, p. 10719 - 10722]

6
[ 5747-06-8 ]
[ 1872262-64-0 ]
[ 2137877-51-9 ]

Yield	Reaction Conditions	Operation in experiment
66%	With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; water; toluene-4-sulfonic acid In acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;

Reference： [1]Sha, Wanxing; Ni, Shengyang; Han, Jianlin; Pan, Yi [Organic Letters, 2017, vol. 19, # 21, p. 5900 - 5903]

7
[ 1872262-64-0 ]
[ 2170101-68-3 ]
[ 2170101-56-9 ]

Yield	Reaction Conditions	Operation in experiment
55%	With pyridine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In water; acetonitrile at 20℃; Schlenk technique; Irradiation; chemoselective reaction;

Reference： [1]Zhao, Yu; Chen, Jia-Rong; Xiao, Wen-Jing [Organic Letters, 2018, vol. 20, # 1, p. 224 - 227]

8
[ 637-69-4 ]
[ 1872262-64-0 ]
[ 2135458-79-4 ]

Yield	Reaction Conditions	Operation in experiment
78%	With bis-triphenylphosphine-palladium(II) chloride; water; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl acetamide at 25℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation; stereoselective reaction;

Reference： [1]Wang, Guang-Zu; Shang, Rui; Fu, Yao [Organic Letters, 2018, vol. 20, # 3, p. 888 - 891]

9
[ 1120-90-7 ]
[ 1872262-64-0 ]
[ 2375960-71-5 ]

Yield	Reaction Conditions	Operation in experiment
57%	With nickel(II) bromide dimethoxyethane; tert-butylammonium hexafluorophosphate(V); triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 20℃; Electrolysis;

Reference： [1]Li, Hui; Breen, Christopher P.; Seo, Hyowon; Jamison, Timothy F.; Fang, Yuan-Qing; Bio, Matthew M. [Organic Letters, 2018, vol. 20, # 5, p. 1338 - 1341]

10
[ 3340-78-1 ]
[ 1872262-64-0 ]
[ 2153499-23-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	With erythrosine B; titanium(IV) oxide In 2,2,2-trifluoroethanol at 40℃; for 14h; Irradiation; Inert atmosphere; Sealed tube;

Reference： [1]Ren, Li; Cong, Huan [Organic Letters, 2018, vol. 20, # 11, p. 3225 - 3228]

11
[ 2564-83-2 ]
[ 1872262-64-0 ]
[ 2241846-10-4 ]

Yield	Reaction Conditions	Operation in experiment
72%	With tris(bipyridine)ruthenium(II) dichloride hexahydrate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In N,N-dimethyl-formamide at 20℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;

Reference： [1]Zheng, Chao; Wang, Yuting; Xu, Yangrui; Chen, Zhen; Chen, Guangying; Liang, Steven H. [Organic Letters, 2018, vol. 20, # 16, p. 4824 - 4827]

12
[ 1872262-64-0 ]
[ 90-05-1 ]
[ 2247293-70-3 ]

Yield	Reaction Conditions	Operation in experiment
78%	With copper(I) trifluoromethanesulfonate benzene; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 20h; Irradiation; Sealed tube;

Reference： [1]Mao, Runze; Balon, Jonathan; Hu, Xile [Angewandte Chemie - International Edition, 2018, vol. 57, # 41, p. 13624 - 13628][Angew. Chem., 2018, vol. 130, p. 13812 - 13816,5]

13
[ 673-32-5 ]
[ 1872262-64-0 ]
[ 2251811-43-3 ]

Yield	Reaction Conditions	Operation in experiment
63%	With 1,1,3,3-Tetramethyldisiloxane; nickel(II) chloride2-methoxyethyl ether; calcium acetate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 40℃; for 4h; Schlenk technique; Inert atmosphere; regioselective reaction;	4.2 General procedure General procedure: In air, NiBr2.diglyme (12mol%), Ca(OAc)2 (3 equiv.), dtbbpy (15mol%) and alkyl NHPI ester (0.2mmol) were added to a Schlenk tube equipped with a stir bar. The vessel was evacuated and filled with argon (three cycles). 1mL DMAc was added in turn under argon atmosphere, then alkyne and (Me2SiH)2O (180μL) was added. The reaction was stirred at the 40°C for 4h. Then the reaction was diluted with EtOAc, filtered through silica gel with copious washings. The residue was concentrated, and purified by column chromatography.

Reference： [1]Lu, Xiao-Yu; Li, Jing-Song; Hong, Mei-Lan; Wang, Jin-Yu; Ma, Wen-Jing [Tetrahedron, 2018, vol. 74, # 49, p. 6979 - 6984]

14
[ 1601477-35-3 ]
[ 1872262-64-0 ]
[ 2260814-15-9 ]

Yield	Reaction Conditions	Operation in experiment
94%	With nickel(II) bromide 2-methoxyethyl ether complex; zinc; 2,6-bis(4,5-dihydrooxazol-2-yl)pyridine In dimethyl sulfoxide at 20℃; for 16h;

Reference： [1]Lu, Xi; Wang, Xiao-Xu; Gong, Tian-Jun; Pi, Jing-Jing; He, Shi-Jiang; Fu, Yao [Chemical Science, 2019, vol. 10, # 3, p. 809 - 814]

15
[ 13735-81-4 ]
[ 1872262-64-0 ]
[ 140451-91-8 ]

Yield	Reaction Conditions	Operation in experiment
57%	With triphenylphosphine; sodium iodide In acetonitrile at 20℃; for 15h; Irradiation;

Reference： [1]Fu, Ming-Chen; Shang, Rui; Zhao, Bin; Wang, Bing; Fu, Yao [Science, 2019, vol. 363, # 6434, p. 1429 - 1434]

16
[ 119-65-3 ]
[ 1872262-64-0 ]
[ 1279123-29-3 ]

Yield	Reaction Conditions	Operation in experiment
82%	With trifluoroacetic acid at 20℃; for 24h; Inert atmosphere; Irradiation;
61%	With tetrakis(actonitrile)copper(I) hexafluorophosphate; 2.9-dimethyl-1,10-phenanthroline; zinc trifluoromethanesulfonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl acetamide for 24h; Inert atmosphere; Irradiation;

Reference： [1]Bu, Xiubin; Tian, Miao; Wang, Yichen; Wang, Yichun; Yang, Xiaobo [Catalysis science and technology, 2021, vol. 11, # 12, p. 4272 - 4279]
[2]Lyu, Xue-Li; Huang, Shi-Sheng; Song, Hong-Jian; Liu, Yu-Xiu; Wang, Qing-Min [Organic Letters, 2019, vol. 21, # 14, p. 5728 - 5732]

17
1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate [ No CAS ]
[ 91-64-5 ]
3-cyclobutyl-2H-chromen-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With 1,4-diaza-bicyclo[2.2.2]octane; tris(2,2′-bipyridine)ruthenium(II) dichloride hexahydrate In N,N-dimethyl acetamide at 20℃; for 2h; Schlenk technique; Sealed tube; Irradiation; regioselective reaction;
53%	With N,N,N,N,-tetramethylethylenediamine; triphenylphosphine; sodium iodide In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; Irradiation; Sealed tube; regioselective reaction;	Typical procedure General procedure: coumarin (1a, 0.2 mmol), cyclohexyl N-hydroxyphthalimide ester (2a, 0.24 mmol), NaI (1.5 equiv.), PPh3 (20 mmol %), TMEDA (2.0 equiv.), DMF (1.0 mL) were placed in 10 mL Schlenk tube under N2 atmosphere, then stirred under 20 W blue light for 3 h and monitored by GC or GC-MS or TLC. After completion of the reaction, the reaction mixture was diluted with EtOAc and washed with H2O. The organic layer was dried with anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel and eluted with petroleum ether/ethyl acetate to afford the pure products.

Reference： [1]Liu, Lixin; Pan, Neng; Sheng, Wei; Su, Lebin; Liu, Long; Dong, Jianyu; Zhou, Yongbo; Yin, Shuang-Feng [Advanced Synthesis and Catalysis, 2019, vol. 361, # 17, p. 4126 - 4132]
[2]Dong, Jianyu; Gan, Xinyang; Geng, Furong; Wu, Shaofeng; Zhou, Yongbo [Tetrahedron Letters, 2022, vol. 96]

18
[ 1872262-64-0 ]
[ 121134-54-1 ]
[ 2378122-84-8 ]

Yield	Reaction Conditions	Operation in experiment
53%	With nickel(II) bromide diethylene glycol dimethyl ether; pyridine-2-yl-N-cyanoamidine; zinc(II) iodide; zinc In tetrahydrofuran at 40℃; for 10h; Inert atmosphere; Sealed tube;

Reference： [1]Jin, Youxiang; Yang, Haobo; Wang, Chuan [Organic Letters, 2019, vol. 21, # 18, p. 7602 - 7608]

19
[ 1872262-64-0 ]
[ 1079-66-9 ]
[ 2377415-09-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc In N,N-dimethyl-formamide at 20℃; for 12h;

Reference： [1]Jin, Shengfei; Haug, Graham C.; Nguyen, Vu T.; Flores-Hansen, Carsten; Arman, Hadi D.; Larionov, Oleg V. [ACS Catalysis, 2019, vol. 9, # 11, p. 9764 - 9774]

20
[ CAS Unavailable ]
[ 1872262-64-0 ]
[ 16523-54-9 ]
[ 2377415-35-3 ]

Yield	Reaction Conditions	Operation in experiment
52%	Stage #1: 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate; chlorodicyclohexylphosphane With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc In N,N-dimethyl-formamide at 20℃; for 12h; Stage #2: borane-THF In tetrahydrofuran

Reference： [1]Jin, Shengfei; Haug, Graham C.; Nguyen, Vu T.; Flores-Hansen, Carsten; Arman, Hadi D.; Larionov, Oleg V. [ACS Catalysis, 2019, vol. 9, # 11, p. 9764 - 9774]

21
[ CAS Unavailable ]
[ 40244-90-4 ]
[ 1872262-64-0 ]
[ 2377415-37-5 ]

Yield	Reaction Conditions	Operation in experiment
61%	Stage #1: Chlorodiisopropylphosphane; 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc In N,N-dimethyl-formamide at 20℃; for 12h; Stage #2: borane-THF In tetrahydrofuran

Reference： [1]Jin, Shengfei; Haug, Graham C.; Nguyen, Vu T.; Flores-Hansen, Carsten; Arman, Hadi D.; Larionov, Oleg V. [ACS Catalysis, 2019, vol. 9, # 11, p. 9764 - 9774]

22
[ 15973-65-6 ]
[ 1872262-64-0 ]
[ 2008362-20-5 ]

Yield	Reaction Conditions	Operation in experiment
37%	With NiCl₂(1,10-phenanthroline); triethylamine; zinc(II) chloride In N,N-dimethyl-formamide at 120℃; for 1h; Inert atmosphere; Sealed tube;

Reference： [1]Mills, L. Reginald; Zhou, Cuihan; Fung, Emily; Rousseaux, Sophie A. L. [Organic Letters, 2019, vol. 21, # 21, p. 8805 - 8809]

23
[ 1872262-64-0 ]
[ 758692-47-6 ]
[ 2387419-06-7 ]

Yield	Reaction Conditions	Operation in experiment
63%	With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; rose bengal; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 6h; Glovebox; Irradiation;

Reference： [1]Chan, Chun-Ming; Xing, Qi; Chow, Yip-Chi; Hung, Sing-Fung; Yu, Wing-Yiu [Organic Letters, 2019, vol. 21, # 19, p. 8037 - 8043]

24
[ 1196-57-2 ]
1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate [ No CAS ]
3-cyclobutylquinoxaline-2(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With nickel(II) chloride hexahydrate; lithium perchlorate; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 60℃; for 3h; Sealed tube; Inert atmosphere; Electrochemical reaction;
90%	With nickel(II) chloride hexahydrate; lithium perchlorate; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide at 60℃; for 3.5h; Sealed tube; Inert atmosphere; Electrochemical reaction;	6 Example 6: Synthesis of 3-cyclobutylquinoxaline-2(1H)-one by electrochemical method In a 10ml single-chamber electrolytic cell, add the raw materials 2-quinoxalinone (0.3mmol), redox active ester (0.6mmol), LiClO4 (1.0mmol), NiCl2.6H2O (0.6mmol), 4,4'- Di-tert-butyl-2,2'-bipyridine (0.6 mmol). Seal the device and inject argon into the tube (three times). Then, under an argon atmosphere, N,N-dimethylacetamide (DMA, 4.0 mL) and triethylamine (0.25 mL) were added via a syringe and stoppered with a rubber stopper, and an argon-filled balloon was inserted into the bottle. The mixture was first reacted under magnetic stirring at 60°C for 30 minutes, and then electrolyzed at a current density of 8 mA/cm2 for 3 hours. After the reaction was completed, the mixture was quenched with water and extracted with ethyl acetate (3×10 ml). The organic phase is concentrated on a rotary evaporator. The desired product was purified by column chromatography on a silica gel (petroleum ether: ethyl acetate) system and separated by column chromatography to obtain 3-cyclobutylquinoxalin-2(1H)-one. Yield: 90%.

Reference： [1]Lian, Fei; Xu, Kun; Meng, Wei; Zhang, Haonan; Tan, Zhoumei; Zeng, Chengchu [Chemical Communications, 2019, vol. 55, # 97, p. 14685 - 14688]
[2]Current Patent Assignee: BEIJING UNIVERSITY OF TECHNOLOGY - CN110983368, 2021, B Location in patent: Paragraph 0006; 0043-0046

25
[ 6479-18-1 ]
[ 1872262-64-0 ]
[ 1057222-09-9 ]

Yield	Reaction Conditions	Operation in experiment
81%	With triethylamine at 20℃; for 24h; Inert atmosphere; Irradiation;
27%	With tris[2-phenylpyridinato-C₂,N]iridium(III); trifluoroacetic acid In dimethyl sulfoxide at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; regioselective reaction;

Reference： [1]Bu, Xiubin; Tian, Miao; Wang, Yichen; Wang, Yichun; Yang, Xiaobo [Catalysis science and technology, 2021, vol. 11, # 12, p. 4272 - 4279]
[2]Zhang, Hongdou; Xu, Jun; Zhou, Min; Zhao, Jianming; Zhang, Pengfei; Li, Wanmei [Organic and Biomolecular Chemistry, 2019, vol. 17, # 48, p. 10201 - 10208]

26
[ 1872262-64-0 ]
[ 2227150-87-8 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
86%	With zinc In tetrahydrofuran at 60℃; for 18h;

Reference： [1]Jiang, Wei-Tao; Yang, Shuo; Xu, Meng-Yu; Xie, Xiu-Ying; Xiao, Bin [Chemical Science, 2020, vol. 11, # 2, p. 488 - 493]

27
[ 51934-41-9 ]
[ 1872262-64-0 ]
[ 936249-90-0 ]

Yield	Reaction Conditions	Operation in experiment
94%	With chloro-trimethyl-silane; (1,2-dimethoxyethane)dichloronickel(II); pyridine-2-carboxamidine hydrochloride; 1-Bromo-2-chloroethane; zinc In tetrahydrofuran; N,N-dimethyl acetamide at 30℃; Inert atmosphere; Flow reactor;

Reference： [1]Watanabe, Eiichi; Chen, Yiding; May, Oliver; Ley, Steven V. [Chemistry - A European Journal, 2020, vol. 26, # 1, p. 186 - 191]

28
[ 98-91-9 ]
[ 1872262-64-0 ]
[ 2415777-19-2 ]

Yield	Reaction Conditions	Operation in experiment
52%	With [2,2]bipyridinyl; tris(bipyridine)ruthenium(II) dichloride hexahydrate; triethylamine; triphenylphosphine; copper(I) bromide In acetonitrile at 20℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; Molecular sieve; Irradiation;

Reference： [1]Cao, Tianpeng; Liao, Saihu; Nie, Xingliang; Xu, Ruting; Xu, Tianxiao; Yang, Mingcheng [Organic Letters, 2020, vol. 22, # 9, p. 3692 - 3696]

29
[ 1872262-64-0 ]
[ 766-97-2 ]
[ 2088142-45-2 ]

Yield	Reaction Conditions	Operation in experiment
59%	With copper acetylacetonate; triethylamine; copper(l) chloride In tetrahydrofuran at 25℃; for 16h; Irradiation; Inert atmosphere;

Reference： [1]Liang, Yong; Lu, Shuo; Mao, Yu; Ni, Shengyang; Pan, Yi; Wang, Yi; Yu, Lei; Zhao, Wenxuan [Chemical Science, 2020, vol. 11, # 19, p. 4939 - 4947]

30
[ 2216-92-4 ]
[ 1872262-64-0 ]
[ 1499123-38-4 ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrahexylammonium iodide In N,N-dimethyl acetamide at 20℃; for 24h; Irradiation; Schlenk technique; Inert atmosphere;	22 Example 1. Preparation of ethyl 2-cyclohexyl-2-(phenylamino)acetate (1) General procedure: In a 10mL Schlenk reaction tube (Beijing Xinweier Glass Instrument Co., Ltd., F891410 reaction tube,Capacity 10mL,Add tetrahexylammonium iodide (20mol%, 14mg) to the grinding mouth 14/20),NHPI cyclohexylcarboxylate(0.3 mmol) and N-phenylglycine ethyl ester (0.2 mmol).Completely replace the air in the tube with argon three times,Then add 1 mL of N,N-dimethylacetamide under an argon atmosphere.The reaction system was continuously stirred for 24 hours under the irradiation of 40W purple LED (427nm) lamp at room temperature (IKA magnetic stirrer,RCT basic type,(The stirring speed is 500 rpm).After the reaction,Quench the reaction with H2O,The reaction solution was extracted with ethyl acetate (3*10mL),Then the combined organic phase was concentrated by rotary evaporation (Buchi Rotary Evaporator R-3, Swiss Buchi Co., Ltd.).The concentrated residue was chromatographed on a chromatographic column (Beijing Xinweier Glass Instrument Co., Ltd., C383040C with sand plate storage ball chromatography column, 35/20, effective length: 500ml) to obtain the product.(The product is a colorless liquid,A total of 44.3 mg, yield 85%, eluent ethyl acetate: petroleum ether = 1:10)

Reference： [1]Current Patent Assignee: USTC (in: CAS); CHINESE ACADEMY OF SCIENCES - CN111269133, 2020, A Location in patent: Paragraph 0039-0046; 0200-0207; 0272-0276; 0278; 0282-0283

31
[ 943-89-5 ]
[ 1872262-64-0 ]
[ 2135458-79-4 ]

Yield	Reaction Conditions	Operation in experiment
78%	With triphenylphosphine; sodium iodide In N,N-dimethyl acetamide at 25℃; for 10h; Schlenk technique; Inert atmosphere; Irradiation; stereoselective reaction;

Reference： [1]Li, Jin-Heng; Li, Yang; Lv, Gui-Fen; Wang, Hong-Yu; Zhong, Long-Jin [Organic and biomolecular chemistry, 2020, vol. 18, # 29, p. 5589 - 5593]

32
[ 1872262-64-0 ]
[ 2341845-18-7 ]
[ 2451645-41-1 ]

Yield	Reaction Conditions	Operation in experiment
93%	With tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium carbonate In dichloromethane at 20℃; for 13h; Inert atmosphere; Irradiation;

Reference： [1]Wang, Jiancheng; Shao, Ziyan; Tan, Kai; Tang, Rui; Zhou, Qingli; Xu, Min; Li, Ya-Min; Shen, Yuehai [Journal of Organic Chemistry, 2020, vol. 85, # 15, p. 9944 - 9954]

33
[ 1872262-64-0 ]
[ 2464910-58-3 ]
[ 2464911-39-3 ]

Yield	Reaction Conditions	Operation in experiment
98%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 18h; Irradiation; Inert atmosphere; Sealed tube; diastereoselective reaction;

Reference： [1]Chen, Huan; Wang, Ping; Wang, Siyao; Yin, Hongli; Zhang, Qiang; Zheng, Mengjie; Zhou, Qingqing [Journal of the American Chemical Society, 2020, vol. 142, # 33, p. 14201 - 14209]

34
[ 1872262-64-0 ]
[ 521981-79-3 ]
[ 2452464-24-1 ]

Yield	Reaction Conditions	Operation in experiment
85%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 18h; Irradiation; Inert atmosphere; Sealed tube; diastereoselective reaction;

Reference： [1]Chen, Huan; Wang, Ping; Wang, Siyao; Yin, Hongli; Zhang, Qiang; Zheng, Mengjie; Zhou, Qingqing [Journal of the American Chemical Society, 2020, vol. 142, # 33, p. 14201 - 14209]

35
[ 1499166-63-0 ]
[ 1872262-64-0 ]
[ 2561461-55-8 ]

Yield	Reaction Conditions	Operation in experiment
4.8%	With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1]bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; trifluoroacetic acid In dimethyl sulfoxide at 25℃; for 16h; Irradiation;	Intermediate 198. 6-Chloro-8-cyclobutylpyrido[3,2-d]pyrimidin-4-amine. A flask was charged with 6-chloropyrido[3,2-d]pyrimidin-4-amine (1.40 g, 7.75 mmol), 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate (2.852 g, 11.63 mmol), and DMSO (25 mL). The mixture was sparged with Ar for 5 min and then treated with [4,4- bis(1,1-dimethylethyl)-2,2-bipyridine-N1,N1]bis[3,5-difluoro-2-[5-(trifluoromethyl)-2- pyridinyl-N]phenyl-C]Iridium(III) hexafluorophosphate (435 mg, 0.39 mmol). The mixture was sparged with Ar for another 5 min, and treated with TFA (2.30 mL, 31.0 mmol). The resultant mixture was stirred via blue LED (405 nm) irradiation at 25 °C for 16 h. The mixture was then poured into H2O (100 mL) and stirred at rt for 0.5 h. The suspension was filtered, and the filtrate cake washed with H2O (50 mL). The filtrate was neutralized with saturated aqueous NaHCO3 to pH = 7-8. The resulting precipitate was collected by filtration and purified by preparative reverse phase HPLC (Welch Xtimate C18100 x 40 mm, 3 mm column (eluent: 8% to 30% (v/v) CH3CN and H2O with 0.075% TFA) to afford 6-chloro-8-cyclobutylpyrido[3,2-d]pyrimidin-4-amine (130 mg, 4.8%) as a white solid.1H NMR (400 MHz, DMSO-d6) d 8.92 - 8.57 (m, 2H), 8.51 (s, 1H), 7.83 (s, 1H), 4.23 - 4.04 (m, 1H), 2.41 - 2.32 (m, 2H), 2.28 - 2.12 (m, 2H), 2.11 - 1.95 (m, 1H), 1.88 - 1.71 (m, 1H).

Reference： [1]Current Patent Assignee: JOHNSON & JOHNSON INC - WO2020/239999, 2020, A1 Location in patent: Page/Page column 306

36
1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate [ No CAS ]
[ 73899-14-6 ]
C₁₂H₁₃F₃N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester; eosin-Y In 1,2-dimethoxyethane at 20℃; for 24h; Inert atmosphere; Irradiation; Schlenk technique;	2.3 Decarboxylative amination for the synthesis ofdiaziridines General procedure: Under argon, to an oven-dried Schlenk tube (10 mL)equipped with a stir bar, was added NHPI redox-active ester(0.2 mmol, 1 equiv.) and Eosin Y-Na2 (6.9 mg, 0.01 mmol,0.05 equiv.), and HE (101.2 mg, 0.4 mmol, 2 equiv.), followedby the addition of dry 1,2-dimethoxyethane (DME)(2 mL), and TPD (44.7 mg, 0.24 mmol, 1.2 equiv.). The reaction reactionmixture was then degassed by three freeze-pump-thawcycles. The Schlenk tube was then backfilled with argon. Thereaction mixture was stirred at room temperature for 24 hunder the irradiation of 24 W blue photo-reactor. The crudeproduct was purified by column chromatography with silicagel by gradient elution with 0%-10% ethyl acetate or dichloromethanein hexanes
50%	With chloro-trimethyl-silane; iron(III)-acetylacetonate; o-phenylenebis(diphenylphosphine); zinc In N,N-dimethyl-formamide at 60℃; for 16h; Inert atmosphere; Darkness;

Reference： [1]Shu, Xianli; Xu, Ruting; Liao, Saihu [Science China Chemistry, 2021, vol. 64, # 10, p. 1756 - 1762]
[2]Chandrachud, Preeti P.; Wojtas, Lukasz; Lopchuk, Justin M. [Journal of the American Chemical Society, 2020, vol. 142, # 52, p. 21743 - 21750]

37
[ 9003-53-6 ]
[ 100-48-1 ]
[ 1872262-64-0 ]
[ 2651971-38-7 ]

Yield	Reaction Conditions	Operation in experiment
67%	With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In tert-butyl methyl ether at 20℃; Inert atmosphere; Irradiation; chemoselective reaction;

Reference： [1]Yu, Jing-Miao; Zhu, Li-Wen; Hong, Xiao-Yuan; Gao, Huan; Chen, Ting-Ting [Organic and Biomolecular Chemistry, 2021, vol. 19, # 25, p. 5642 - 5648]

38
[ 1872262-64-0 ]
[ 908582-99-0 ]
[ 2284572-63-8 ]

Yield	Reaction Conditions	Operation in experiment
56%	With 7H-benz<c>thioxanthen-7-one In N,N-dimethyl acetamide; acetonitrile at 20℃; for 18h; Irradiation; Inert atmosphere;
53%	With N,N,N,N,-tetramethylethylenediamine; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 4h; Irradiation;

Reference： [1]Zhao, Bin; Hammond, Gerald B.; Xu, Bo [Journal of Organic Chemistry, 2021, vol. 86, # 18, p. 12851 - 12861]
[2]Li, Hao-Cong; Sun, Kai; Li, Xiang; Wang, Si-Yang; Chen, Xiao-Lan; He, Shuai-Qi; Qu, Ling-Bo; Yu, Bing [Journal of Organic Chemistry, 2021, vol. 86, # 13, p. 9055 - 9066]

39
1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate [ No CAS ]
[ 73899-14-6 ]
C₁₂H₁₂F₃N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With N-ethyl-N,N-diisopropylamine; eosin-Y In <i>tert</i>-butyl alcohol at 40℃; for 24h; Inert atmosphere; Irradiation; Schlenk technique;	2.2 Decarboxylative amination for the synthesis of imines General procedure: Under argon, to an oven-dried Schlenk tube (10 mL)equipped with a stir bar, was added NHPI redox-active ester(0.2 mmol, 1 equiv.) and Eosin Y-Na2 (6.9 mg, 0.01 mmol,0.05 equiv.), followed by the addition of dry t-BuOH (2 mL),N,N-diisopropylethylamine (DIPEA, 28 μL, 0.17 mmol,0.85 equiv.) and TPD (37.2 mg, 0.2 mmol, 1 equiv.). Thereaction mixture was then degassed by three freeze-pumpthawcycles. The Schlenk tube was then backfilled with argon.The reaction mixture was vigorously stirred at 40 °C for24 h under the irradiation of green light emitting diode(LED) strips (approximately 4 cm away from the lightsources, ca. 40 °C). The crude product was purified by columnchromatography (with pre-neutralized silica gel, in orderto minimize the product loss) with silica gel by gradientelution with 0%-20% ethyl acetate or dichloromethane in hexanes

Reference： [1]Shu, Xianli; Xu, Ruting; Liao, Saihu [Science China Chemistry, 2021, vol. 64, # 10, p. 1756 - 1762]

40
[ 7677-24-9 ]
[ 1872262-64-0 ]
[ 2684281-19-2 ]
[ 2684280-94-0 ]

Yield	Reaction Conditions	Operation in experiment
82%	With [2,2]bipyridinyl; tetrakis(actonitrile)copper(I) hexafluorophosphate; C₃₃H₂₁IrN₃ In N,N-dimethyl acetamide at 20℃; for 12h; Inert atmosphere; Irradiation;

Reference： [1]Chen, Ya; Lu, Yixin; Wang, Junjie [Chemical Science, 2021, vol. 12, # 34, p. 11316 - 11321]

41
[ 2465-65-8 ]
[ 1872262-64-0 ]
[ 2696358-55-9 ]

Yield	Reaction Conditions	Operation in experiment
79%	With potassium hydrogen difluoride; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;

Reference： [1]Guo, Yu; Luo, Ying; Mu, Shiqiang; Xu, Jian; Song, Qiuling [Organic Letters, 2021, vol. 23, # 17, p. 6729 - 6734]

42
[ 1872262-64-0 ]
[ 138280-17-8 ]
[ 2690286-38-3 ]

Yield	Reaction Conditions	Operation in experiment
80%	Stage #1: tert-butyl quinolin-8-ylglycinate With copper(II) bis(trifluoromethanesulfonate); (S)-2,2'-bis<bis(3,5-dimethylphenyl)phosphino>-1,1'-binaphthyl In N,N-dimethyl-formamide at 20℃; for 0.666667h; Inert atmosphere; Stage #2: 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at -10℃; for 60h; Inert atmosphere; Irradiation; enantioselective reaction;

Reference： [1]Qi, Rupeng; Wang, Chao; Huo, Yumei; Chai, Hongli; Wang, Hongying; Ma, Zijian; Liu, Liangyu; Wang, Rui; Xu, Zhaoqing [Journal of the American Chemical Society, 2021, vol. 143, # 32, p. 12777 - 12783]

43
[ 1872262-64-0 ]
[ 2690286-81-6 ]
[ 2690286-63-4 ]

Yield	Reaction Conditions	Operation in experiment
84%	Stage #1: tert-butyl (5-methoxyquinolin-8-yl)glycinate With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; copper(II) bis(trifluoromethanesulfonate) In N,N-dimethyl-formamide at 20℃; for 0.666667h; Inert atmosphere; Stage #2: 1,3-dioxoisoindolin-2-yl cyclobutanecarboxylate With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at -10℃; for 60h; Inert atmosphere; Irradiation; enantioselective reaction;

44
[ 1121-60-4 ]
[ 1872262-64-0 ]
[ 515154-32-2 ]

Yield	Reaction Conditions	Operation in experiment
76%	With triethylamine In dimethyl sulfoxide at 20℃; for 14h; Inert atmosphere; Schlenk technique; Irradiation;

Reference： [1]Cai, Yi-Ping; Nie, Fang-Yuan; Song, Qin-Hua [Journal of Organic Chemistry, 2022, vol. 87, # 2, p. 1262 - 1271]

45
[ 901763-80-2 ]
[ 1872262-64-0 ]
[ 1226420-92-3 ]

Yield	Reaction Conditions	Operation in experiment
73%	With nickel(II) bromide dimethoxyethane; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 2,4,5,6‐tetra‐9H‐carbazol‐9‐yl‐1,3‐benzenedicarbonitrile; 4,4'-bis(carbomethoxy)-2,2'-bipyridine In N,N-dimethyl acetamide at 25 - 30℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

Reference： [1]Chen, Yukun; Li, Weirong; Luo, Yixin; Qi, Xiaotian; Xi, Xiaoxiang; Xu, Minghao; Yuan, Weiming; Zhao, Hongping; Zheng, Songlin [Angewandte Chemie - International Edition, 2022, vol. 61, # 3][Angew. Chem., 2022, vol. 134, # 3]

46
[ 1872262-64-0 ]
[ 111875-47-9 ]
[ 2765253-30-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;	2. General Procedure for Synthesis of 3 General procedure: A 25 mL Schlenk tube was equipped with a stirring bar, acryloylbenzamide 1 (0.5 mmol), NHPI ester 2 (1.25 mmol, 2.5 equiv.), DIPEA (1.0 mmol, 2 equiv.) and Ir[dF(CF3)ppy2](dtbbpy)PF6 (0.025 mmol, 5 mol%). The mixture was degassed by using standard Schlenk techniques with an oil pump. The mixed solvent of NMP (2 mL) were injected into the reaction tube. Then, the reaction mixture was placed at a distance of about 2 cm from a 5 W blue LED and stirred at room temperature. After 12 hours, the reaction mixture was quenched with H2O (25 mL). The aqueous layer was extracted with ethyl acetate (3×30 mL). The organic phases were combined and washed with water (3×10 mL). The combined organic layers were washed with saturated brine (25 mL) and dried over Na2SO4. The organic solution was concentrated under reduced pressure and purification was done by column chromatography on silica gel (200-300 mesh) with petroleum ether/ethyl acetate as the eluent to give the pure product 3.
75%	With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;	2. General Procedure for Synthesis of 3 General procedure: A 25 mL Schlenk tube was equipped with a stirring bar, acryloylbenzamide 1 (0.5 mmol), NHPI ester 2 (1.25 mmol, 2.5 equiv.), DIPEA (1.0 mmol, 2 equiv.) and Ir[dF(CF3)ppy2](dtbbpy)PF6 (0.025 mmol, 5 mol%). The mixture was degassed by using standard Schlenk techniques with an oil pump. The mixed solvent of NMP (2 mL) were injected into the reaction tube. Then, the reaction mixture was placed at a distance of about 2 cm from a 5 W blue LED and stirred at room temperature. After 12 hours, the reaction mixture was quenched with H2O (25 mL). The aqueous layer was extracted with ethyl acetate (3×30 mL). The organic phases were combined and washed with water (3×10 mL). The combined organic layers were washed with saturated brine (25 mL) and dried over Na2SO4. The organic solution was concentrated under reduced pressure and purification was done by column chromatography on silica gel (200-300 mesh) with petroleum ether/ethyl acetate as the eluent to give the pure product 3.

Reference： [1]Cai, Xingxing; Cheng, Dongping; Ding, Siyu; Fu, Jiahui; Li, Jinghua; Liu, Yihuo; Xu, Xiaoliang [Tetrahedron Letters, 2022, vol. 95]
[2]Cai, Xingxing; Cheng, Dongping; Ding, Siyu; Fu, Jiahui; Li, Jinghua; Liu, Yihuo; Xu, Xiaoliang [Tetrahedron Letters, 2022, vol. 95]

47
[ 530-48-3 ]
[ 81532-35-6 ]
[ 1872262-64-0 ]
[ 2764774-39-0 ]

Yield	Reaction Conditions	Operation in experiment
84%	With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; Irradiation; regioselective reaction;

Reference： [1]Chen, Wen; Cong, Jielun; Duan, Shengzu; Li, Minyan; Walsh, Patrick J.; Wang, Lingling; Yang, Xiaodong; Zhang, Hongbin; Zi, Yujin [Chemical Science, 2022, vol. 13, # 13, p. 3740 - 3747]

48
[ 3192-10-7 ]
[ 1872262-64-0 ]
[ 1878930-24-5 ]

Yield	Reaction Conditions	Operation in experiment
80%	With Hantzsch ester; eosin Y disodium salt In acetonitrile at 20℃; for 4h; Inert atmosphere; Irradiation; Sealed tube;

Reference： [1]Zhang, Mingjun; Yu, Mo; Wang, Ziwen; Liu, Yuxiu; Wang, Qingmin [Organic Letters, 2022, vol. 24, # 22, p. 3932 - 3937]

49
[ 15796-89-1 ]
[ 1872262-64-0 ]
[ 2251765-35-0 ]

Yield	Reaction Conditions	Operation in experiment
76%	With cyclohexyldiphenylphosphine; caesium iodide In propan-2-one at 20℃; for 36h; Inert atmosphere; Irradiation;	General procedure for the reactions of 3 General procedure: To a 10 mL flame-dried quartz tube was charged with N-methyl-N-acrylamides 1 (0.2 mmol, 1.0 equiv.), redox-active esters 2 (0.5 mmol, 2.5 equiv.), CsI (0.3 mmol, 78 mg,1.5 equiv.), PPh2Cy (0.3 mmol,80 mg,1.5 equiv.) and acetone (2 mL). The mixture was evacuated and backfilled with argon three times. The reaction mixture was stirred under irradiation with blue LEDs (455 nm, distance app. 3.0 cm from the bulb) under room temperature. After 36 h, the mixture was quenched with 5mL water, then extracted with ethyl acetate (3 x 10 mL). The organic layers were combined and concentrated under vacuo. The product was purified via flash column chromatography on silica gel (petroleum ether/ethyl acetate=35:1~5:1).

Reference： [1]Fan, Xu; Liu, Hui; Ma, Shidi; Wang, Feng; Yang, Jinhui; Li, Dianjun [Tetrahedron, 2022, vol. 117-118]

50
[ 3682-71-1 ]
[ 1872262-64-0 ]
[ 2642143-67-5 ]

Yield	Reaction Conditions	Operation in experiment
67%	With triphenylphosphine; sodium iodide In (methylsulfinyl)methane at 25℃; for 12h; Irradiation; Inert atmosphere;
67%	With triphenylphosphine; sodium iodide In (methylsulfinyl)methane at 20℃; for 12h; Inert atmosphere; Irradiation;	15 Example 15 2-Phenyl-2H-indazole (0.2 mmol), 1,3-dioxisoindol-2-ylcyclobutyl ester (3.0 equiv) and NaI (150 mol) were added to the 10 mL reaction tube containing the magnetron in turn. %) and PPh3(20 mol%), followed by nitrogen replacement three times, followed by the addition of the solvent DMSO (2 mL).Under nitrogen protection, under the irradiation of blue LED lamp, the reaction was carried out at room temperature for 12 hours. After the reaction, the reaction solution was extracted with ethyl acetate, and the organic phases were combined and dried with anhydrous sodium sulfate. The target product was obtained by separation.The yield of the target product was 67% based on 100% molar amount of 2-phenyl-2H-indazole.

Reference： [1]Wang, Jin; Song, Qingyuan; He, Xing; Ma, Chunhua; Jiang, Yuqin; Fan, Jing [New Journal of Chemistry, 2022, vol. 46, # 34, p. 16436 - 16439]
[2]Current Patent Assignee: HENAN NORMAL UNIVERSITY - CN114989089, 2022, A Location in patent: Paragraph 0106-0111

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 1872262-64-0 ]

Carboxylic Acids

[ 2188159-10-4 ]

1,3-Dioxoisoindolin-2-yl 3-oxocyclobutane-1-carboxylate

Similarity: 0.99

[ 1872262-63-9 ]

1,3-Dioxoisoindolin-2-yl 2-ethylhexanoate

Similarity: 0.99

[ 2170681-06-6 ]

1,3-Dioxoisoindolin-2-yl 2-methylpentanoate

Similarity: 0.99

[ 2245137-17-9 ]

1,3-Dioxoisoindolin-2-yl 2-ethylbutanoate

Similarity: 0.99

[ 2387417-86-7 ]

1,3-Dioxoisoindolin-2-yl 2-propylpentanoate

Similarity: 0.99

Related Parent Nucleus of
[ 1872262-64-0 ]

Indoles

[ 2188159-10-4 ]

1,3-Dioxoisoindolin-2-yl 3-oxocyclobutane-1-carboxylate

Similarity: 0.99

[ 1872262-63-9 ]

1,3-Dioxoisoindolin-2-yl 2-ethylhexanoate

Similarity: 0.99

[ 2170681-06-6 ]

1,3-Dioxoisoindolin-2-yl 2-methylpentanoate

Similarity: 0.99

[ 2245137-17-9 ]

1,3-Dioxoisoindolin-2-yl 2-ethylbutanoate

Similarity: 0.99

[ 2387417-86-7 ]

1,3-Dioxoisoindolin-2-yl 2-propylpentanoate

Similarity: 0.99

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1872262-64-0 ] {[proInfo.proName]}

Quality Control of [ 1872262-64-0 ]

Related Doc. of [ 1872262-64-0 ]

Product Details of [ 1872262-64-0 ]

Calculated chemistry of [ 1872262-64-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1872262-64-0 ]

Application In Synthesis of [ 1872262-64-0 ]

[ 1872262-64-0 ] Synthesis Path-Downstream 1~50

Related Functional Groups of [ 1872262-64-0 ]

Carboxylic Acids

Related Parent Nucleus of [ 1872262-64-0 ]

Indoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1872262-64-0 ]

Related Parent Nucleus of
[ 1872262-64-0 ]