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[ CAS No. 21938-47-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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2D 3D

Chemical Structure| 21938-47-6

Chemical Structure| 21938-47-6

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Quality Control of [ 21938-47-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 21938-47-6 ]

Product Details of [ 21938-47-6 ]

CAS No. :	21938-47-6	MDL No. :	MFCD00052265
Formula :	C₆H₇Cl₃N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RHNATWVYOKUFLK-UHFFFAOYSA-N
M.W :	213.49	Pubchem ID :	12276572
Synonyms :

Calculated chemistry of [ 21938-47-6 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	2.0
Molar Refractivity :	50.63
TPSA :	38.05 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.41 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	3.09
Log Po/w (WLOGP) :	2.89
Log Po/w (MLOGP) :	2.88
Log Po/w (SILICOS-IT) :	1.64
Consensus Log Po/w :	2.1

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.45
Solubility :	0.0761 mg/ml ; 0.000356 mol/l
Class :	Soluble
Log S (Ali) :	-3.56
Solubility :	0.0592 mg/ml ; 0.000277 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.32
Solubility :	0.102 mg/ml ; 0.00048 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.77

Safety of [ 21938-47-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 21938-47-6 ]

* 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 [ 21938-47-6 ]

[ 21938-47-6 ] Synthesis Path-Downstream 1~54

1
[ 434-45-7 ]
[ 21938-47-6 ]
[ 77635-91-7 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

2
[ 90-96-0 ]
[ 21938-47-6 ]
[ 77635-58-6 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

3
[ 1443-80-7 ]
[ 21938-47-6 ]
[ 77635-76-8 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

4
[ 17408-14-9 ]
[ 21938-47-6 ]
[ 77635-64-4 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

5
[ 21938-47-6 ]
[ 138733-42-3 ]
[ 152713-59-2 ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 3595 - 3605

6
[ 21938-47-6 ]
[ 403-42-9 ]
[ 77635-88-2 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

7
[ 21938-47-6 ]
[ 99-91-2 ]
[ 77635-83-7 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

8
[ 21938-47-6 ]
[ 829-20-9 ]
[ 77635-50-8 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

9
[ 21938-47-6 ]
[ 122-00-9 ]
[ 77635-36-0 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

10
[ 21938-47-6 ]
[ 372-31-6 ]
[ 119581-24-7 ]
[ 119581-25-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143

11
[ 21938-47-6 ]
[ 1676-63-7 ]
[ 77635-67-7 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

12
[ 21938-47-6 ]
[ 121-89-1 ]
[ 77635-40-6 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 532 - 538

13
[ 16563-14-7 ]
[ 21938-47-6 ]
2-(2,3-dichlorophenyl)-2,6-dihydro-4H-thieno[3,4-c]pyrazol-3-ylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%		Example 6; r2-(2,3-Dichloro-phenylV2.6-dihvdro-4H-thieno[3,4-clpyrazol-3-yll-r2-methyl-pyridin-3- ylmethvD-amine; Example 6A; 2-(23-Dichloro-phenyl)-2,6-dihydro-4H4hieno[3,4-clpyrazol-3-ylamine; A mixture of (2,3-dichloro-phenyl)-hydrazine hydrogen chloride (1.0 g, 4.9 mmol) and 4-oxotetrahydrothiophene-3-carbonitrile (purchased from TCI America)(622 mg, 4.9 mmol) in ethanol (30 mL) was refluxed overnight. After removal of the solvent, the resulting residue was basified with Na2CO3 (sat.), and extracted with ethyl acetate (2X). The solvent was removed, and the residue was chromatographed using hexane/ethyl acetate (4:1) to give the title compound (1.19 g, 85 %). MS (DCI/NH3) m/z 286 (M)+, 288 (M+2)+.

Reference： [1]Synthesis,1998,p. 1331 - 1334
[2]Patent: WO2007/56091,2007,A2 .Location in patent: Page/Page column 24

14
[ 21938-47-6 ]
2200 [ No CAS ]
[ 119581-24-7 ]
[ 119581-25-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143

15
[ 21938-47-6 ]
4-{2-[(phenyl-3-ethanone)dimethylgermyl]ethyl}phenol [ No CAS ]
Bredereck's reagent [ No CAS ]
1-(2,3-dichlorophenyl)-5-phenyl-1H-pyrazole [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 5253 - 5263

16
[ 21938-47-6 ]
4-{2-[(phenyl-3-ethanone)dimethylgermyl]ethyl}phenol [ No CAS ]
Bredereck's reagent [ No CAS ]
3-(3-bromo-phenyl)-1-(2,3-dichloro-phenyl)-1<i>H</i>-pyrazole [ No CAS ]
5-(3-bromo-phenyl)-1-(2,3-dichloro-phenyl)-1<i>H</i>-pyrazole [ No CAS ]
4-bromo-3-(3-bromo-phenyl)-1-(2,3-dichloro-phenyl)-1<i>H</i>-pyrazole [ No CAS ]
4-bromo-1-(2,3-dichlorophenyl)-5-(3-bromophenyl)-1H-pyrazole [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 5253 - 5263

17
[ 21938-47-6 ]
[ 17823-69-7 ]
5-amino-4-carboxamido-1-(2,3-dichlorophenyl)-3-(methylthio)pyrazole [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 5894 - 5911

18
[ 21938-47-6 ]
[ 95-92-1 ]
[ 121-97-1 ]
2-[(2,3-dichloro-phenyl)-hydrazono]-4-(4-methoxy-phenyl)-3-methyl-4-oxo-butyric acid ethyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

19
[ 21938-47-6 ]
1-(2,3-dichloro-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1<i>H</i>-pyrazole-3-carbonyl chloride [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

20
[ 21938-47-6 ]
1-(2,3-dichloro-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1<i>H</i>-pyrazole-3-carboxylic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

21
[ 21938-47-6 ]
[ 891865-99-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

22
[ 21938-47-6 ]
1-(2,3-dichloro-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1<i>H</i>-pyrazole-3-carboxylic acid piperidin-1-ylamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

23
[ 21938-47-6 ]
1-(2,3-dichloro-phenyl)-6-methyl-3-methylsulfanyl-1,5-dihydro-pyrazolo[3,4-<i>d</i>]pyrimidin-4-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 5894 - 5911

24
[ 21938-47-6 ]
5-Butyl-2-(2,3-dichloro-phenyl)-4-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-2H-pyrazole-3-carboxylic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 3595 - 3605

25
[ 21938-47-6 ]
[ 150282-47-6 ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 3595 - 3605

26
[ 21938-47-6 ]
[ 119581-26-9 ]

Reference： [1]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143
[2]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143

27
[ 21938-47-6 ]
[ 119581-27-0 ]

Reference： [1]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143
[2]Journal of Heterocyclic Chemistry,1988,vol. 25,p. 139 - 143

28
[ 21938-47-6 ]
[ 2941-29-9 ]
[ 936840-76-5 ]

Yield	Reaction Conditions	Operation in experiment
85%		Example 3; f2-r2,3-Dichloro-phenyl)-2.4,5,6-tetrahvdro-cyclopentapyrazol-3-yl1-pyridin-3-ylmethyl- amine; Example 3A; 2-(2,3-dichlorophengammal)-2,4,5,6-tetrahvdrocupsilonclopenta[c]pyrazol-3-amine To a suspension of (2,3-dichloro-phenyl)-hydrazine hydrogen chloride (3 g, 10 mmol) in 40 mL ethanol was added 2-oxo-cyclopentanecarbonitrile (purchased from Apollo Scientific) (1 g, 9.2 mmol). The reaction was heated to reflux for 4 hours, cooled and the solvent removed in vacuo. The crude material was taken up in ethyl acetate/water (20/5) and washed with 2M NaOH (lx20mL) and water (lx20mL). The combined aqueous layers were extracted with ethyl acetate (2x20mL) and the combined organics washed with brine <n="23"/>(lx40mL), dried (MgSO4) and concentrated to give 2.1 g (85%) of a crude solid, which was carried on without further purification. MS (ESIME3) m/z 269 (M+H)+;

Reference： [1]Patent: WO2007/56091,2007,A2 .Location in patent: Page/Page column 21-22

29
[ 880473-81-4 ]
[ 21938-47-6 ]
[ 951779-20-7 ]

Yield	Reaction Conditions	Operation in experiment
34.4%	With sodium acetate; In ethanol; at 20℃; for 20h;	Example 2B; Preparation of N-[2-[1-(2,3-dichlorophenyl)hydrazono]propyl-4-chlorophenyl]-trifluoromethanesulfonamide (Compound 13); N-(2-propionyl-4-chlorophenyl)-trifluoromethanesulfonamide (400 mg, 1.3 mmol) and <strong>[21938-47-6]2,3-dichlorophenylhydrazine hydrochloride</strong> (270 mg, 1.3 mmol) were mixed in ethanol (20 mL). Sodium acetate (109 mg, 1.33 mmol) was added. The reaction mixture was stirred at RT for 20 hrs. The solid was removed by filtration and the filtrate was concentrated under vacuum. The residue was purified on a short silica column eluting with CH2Cl2/PE (6:4) to give Compound 13 as a yellow solid (201 mg) (34.4%). M.p. 153-155 C., 1H n.m.r. (CDCl3), delta 12.63, 1H, b; 8.21, 1H, s; 7.72, 1H, d, J8.9 Hz; 7.52, 1H, d, J2.4 Hz; 7.33, 1H, J18.9 Hz, J22.4 Hz; 7.27, 1H, m; 7.09, 1H, dd, J15.7 Hz, J23.8 Hz; 2.87, 2H, q, J7.7 Hz; 1.38, 3H, J7.7 Hz.

Reference： [1]Patent: US2007/238700,2007,A1 .Location in patent: Page/Page column 28

30
[ 21938-47-6 ]
[ 2094-72-6 ]
[ 912963-89-4 ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 3030 - 3034

31
[ 21938-47-6 ]
[ 42837-61-6 ]
[ 1252577-86-8 ]

Reference： [1]Tetrahedron,2010,vol. 66,p. 5442 - 5450

32
[ 21938-47-6 ]
[ 123-06-8 ]
[ 73594-95-3 ]

Yield	Reaction Conditions	Operation in experiment
69%		N-[2-(2,3-Dichloro-phenylV2H-pyrazol-3-yll-2-methyl-benzamide; Example IA; 5-Amino-l-(2,3-dichloro-rhohenylVlH-pyrazole-4-carbonitrile (2,3-Dichloro-phenyl)-hydrazine hydrogen chloride (1.0 g, 4.9 mmol) in ethanol (30 niL) was treated with sodium ethoxide (21 % in ethanol) (1.8 mL, 4.9 mmol). To the mixture was added 2-ethoxymethylene-malononitrile (570 mg, 4.9 mmol) dropwise. The mixture was refluxed overnight. The reaction mixture was poured into water, and extracted with ethyl acetate (2X). The solvent was removed, and the resulting residue was chromatographed over silica gel eluting with CH2Cl2 to give the title compound (850 mg, 69 %). MS (DCITNH3) m/z 253 (M)+.

Reference： [1]Patent: WO2007/56091,2007,A2 .Location in patent: Page/Page column 20

33
[ 21938-47-6 ]
[ 1225550-72-0 ]

Reference： [1]Patent: WO2013/22818,2013,A1

34
[ 21938-47-6 ]
[ 1369344-14-8 ]

Reference： [1]Patent: WO2013/22818,2013,A1

35
[ 42466-67-1 ]
[ 21938-47-6 ]
[ 1285132-66-2 ]

Yield	Reaction Conditions	Operation in experiment
66%	With potassium carbonate; In ethanol; at 85℃; for 20h;Microwave irradiation;	[00361] Intermediate 19A. Ethyl 5-amino-l-(2,3-dichlorophenyl)-lH-pyrazole-4- carboxylate: A mixture of (2,3-dichlorophenyl)hydrazine, HC1 (1 g, 4.68 mmol), (E)- ethyl 2-cyano-3-ethoxyacrylate (0.792 g, 4.68 mmol), and K2CO3 (0.647 g, 4.68 mmol) in EtOH (10 mL) was added to a microwave vial and was heated at 85 C for 20 h. The reaction mixture was then cooled to rt and then poured into ice-water. The suspension formed was then filtered and the solid was rinsed with water and dried in a vacuum oven (50 C) for 4 h to afford a brown solid. The crude product was then purified by silica gel chromatography to yield a brown solid as ethyl 5-amino-l-(2,3-dichlorophenyl)-lH- pyrazole-4-carboxylate (0.93 g, 66% yield). MS(ESI) m/z: 300.0 (M+H)+.

Reference： [1]Patent: WO2013/22818,2013,A1 .Location in patent: Paragraph 00361

36
[ 42466-67-1 ]
[ 21938-47-6 ]
[ 1422386-05-7 ]

Reference： [1]Patent: WO2013/22818,2013,A1

37
[ 21938-47-6 ]
[ 959-23-9 ]
[ 1266527-10-9 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

38
[ 21938-47-6 ]
[ 959-23-9 ]
[ 1456823-46-3 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

39
[ 52182-26-0 ]
[ 21938-47-6 ]
[ 1456823-35-0 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

40
[ 52182-26-0 ]
[ 21938-47-6 ]
[ 1456823-48-5 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

41
[ 21551-47-3 ]
[ 21938-47-6 ]
[ 1456823-36-1 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

42
[ 21551-47-3 ]
[ 21938-47-6 ]
[ 1006318-75-7 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

43
[ 21938-47-6 ]
[ 94-41-7 ]
[ 1456823-34-9 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

44
[ 21938-47-6 ]
[ 94-41-7 ]
[ 1456823-44-1 ]

Reference： [1]RSC Advances,2013,vol. 3,p. 15396 - 15403

45
C₂₃H₃₄O₄ [ No CAS ]
[ 21938-47-6 ]
[ 1448582-97-5 ]

Yield	Reaction Conditions	Operation in experiment
92%	In isopropyl alcohol;Reflux;	General procedure: A mixture of compound 10 (0.376 g, 1 mmol) and various phenylhydrazines 6a-6ad (0.145-0.225 g, 1 mmol) in isopropanol (10 mL) were stirred under reflux. After completion of the reaction monitored by TLC, the reaction mixture was concentrated under vacuum, and extracted with CH3CO2C2H5 and H2O. At last the organic layer was washed with saturated NaCl aqueous solution, dried with Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography on silica to give product 11a-11ad.

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 65,p. 70 - 82

46
[ 1149371-93-6 ]
[ 21938-47-6 ]
C₂₉H₄₀Cl₂N₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium acetate; In ethanol; at 78℃;	General procedure: A mixture of compound 5 (0.360 g, 1 mmol) and various phenylhydrazines 6a-6ad (0.145-0.225 g,1 mmol) in dry EtOH (10 mL) were stirred at 78C in the presence of CH3COONa (0.099 g,1.2 mmol). After completion of the reaction monitored by TLC, the solution was then poured into water (10 mL), the white precipitate was filtered and washed with water and dried. The crude product was recrystallized from ethyl acetate/light petroleum ether to give compounds 7a-7ad. Then to a solution of compounds 7a-7ad(0.450-0.529 g, 1 mmol) in toluene (5 mL), 48% BF3*OEt2 (48% solution in Et2O, 0.05 mL, 0.17 mmol) was added dropwise and the mixture was heated under a nitrogen atmosphere at 118C. After completion of the reaction monitored by TLC, water (10 mL) was added to the mixture, which was next neutralized with NaHCO3, and the organic phase was separated and dried over Na2SO4. After evaporation in vacuo, the crude product was purified by column chromatography to give product 9a-9ad.

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 65,p. 70 - 82

47
[ 21938-47-6 ]
[ 98-86-2 ]
1-(2,3-dichlorophenyl)-2-(1-phenylethylidene)hydrazine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 5789 - 5807

48
1-(2,3-Dichlorophenyl)-1H-pyrazole-3-amine [ No CAS ]
[ 21938-47-6 ]
1-(3-Chloro-2-fluorophenyl)-1H-pyrazole-3-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		The novel 1H-pyrazole-3-amines of the formula (II-1) below were obtained analogously to the given Synthesis Examples: 1-(2,3-Dichlorophenyl)-1H-pyrazole-3-amine: analogously to Synthesis Example 3, Step 1, starting with <strong>[21938-47-6]2,3-dichlorophenylhydrazine hydrochloride</strong>: HPLC-MS: log P=1.97; mass (m/z): 228.0 (M+H)+; 1H-NMR (CD3CN) 4.16 (br. s, 2H), 5.84 (d, 1H), 7.39-7.41 (m, 1H), 7.50-7.52 (m, 1H), 7.59-7.60 (m, 1H), 7.73 (d, 1H). 1-(3-Chloro-2-fluorophenyl)-1H-pyrazole-3-amine:

Reference： [1]Patent: US2015/239847,2015,A1

49
[ 108-31-6 ]
[ 21938-47-6 ]
2-(2,3-dichlorophenyl)-6-hydroxypyridazin-3(2H)-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 2942 - 2961

50
[ 709-63-7 ]
[ 21938-47-6 ]
(E)-1-(2,3-dichlorophenyl)-2-{1-[4-(trifluoromethyl)phenyl]ethylidene}hydrazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With potassium acetate; In ethanol; at 20℃;	To a solution of <strong>[21938-47-6]2,3-dichlorophenylhydrazine hydrochloride</strong> (1.07 g, 5.00 mmol), and 4-acetylbenzotrifluoride (941 mg, 5.00 mmol) in ethanol (20 mL), potassium acetate (981 mg, 10.00 mmol) was added, and the resulting mixture was stirred overnight at room temperature. After completion of the reaction, the solvent was evaporated, then water was added to the residue, and the resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated to obtain the title compound. (1.65 g, yield 95%). 1H-NMR (CDCl3) delta: 2.34 (3H, s), 7.00 (1H, dd, J=1.3 Hz, 8.2 Hz), 7.20 (1H, t, J=8.2 Hz), 7.59 (1H, dd, J=1.3 Hz, 8.2 Hz), 7.64 (2H, d, J=8.6 Hz), 7.91 (2H, d, J=8.6 Hz), 8.01 (1H, br)

Reference： [1]Patent: US2017/298081,2017,A1 .Location in patent: Paragraph 0393-0395

51
[ 21938-47-6 ]
(4aR,9aR)-7,8-dichloro-4,9-dihydro-1H-4a,9a-butanocarbazole [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2019

52
[ 94-66-6 ]
[ 21938-47-6 ]
4a-allyl-7,8-dichloro-2,3,4,4a-tetrahydro-1H-carbazole [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2019

53
(2S,4aR,6R,7R,8S,8aR)-7-acetoxy-2-phenyl-8-(4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl)hexahydropyrano[3,2-d][1,3]dioxine-6-carboxylic acid [ No CAS ]
[ 124-42-5 ]
[ 21938-47-6 ]
(2S,4aR,6S,7R,8R,8aR)-6-(1-(2,3-dichlorophenyl)-3-methyl-1H-1,2,4-triazol-5-yl)-2-phenyl-8-(4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl)hexahydropyrano[3,2-d][1,3]dioxin-7-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
26.3%		A mixture of (4aR,6R,7R,8R,8aR)-7- hydroxy-2-phenyl-8-(4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1- yl)hexahydropyrano[3,2-d][1,3]dioxine-6-carboxylic acid (55 mg, 0.115 mmol), acetimidamide hydrochloride, HCl (37.7 mg, 0.288 mmol), HATU (59.1 mg, 0.156 mmol), and N,N-diisopropylethylamine (0.121 mL, 0.691 mmol) in DMF (1 mL) was stirred at rt for 4 h. Then, (2,3-dichlorophenyl)hydrazine, HCl (49.2 mg, 0.230 mmol) was added, followed by acetic acid (0.132 mL, 2.304 mmol). The mixture was heated at 80 oC for 8 h. Upon cooling to rt, the mixture was diluted with ethyl acetate (60 mL), washed with saturated NaHCO3 solution (20 mL), water (2 x 20 mL), and brine (20 mL). The organic solution was dried over anhydrous MgSO4 and concentrated under vacuum. The residue was subjected to flash chromatography (24 g silica gel, solid loading, 0-5% methanol/dichloromethane) to afford (4aR,6S,7R,8R,8aR)-6-(1-(2,3-dichlorophenyl)-3- methyl-1H-1,2,4-triazol-5-yl)-2-phenyl-8-(4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1- yl)hexahydropyrano[3,2-d][1,3]dioxin-7-ol (20 mg, 0.030 mmol, 26.3 % yield) as a beige solid. MS (ESI) m/z: 658.9 [M+H]+.

Reference： [1]Patent: WO2019/67702,2019,A1 .Location in patent: Page/Page column 399

54
[ 1070896-59-1 ]
[ 21938-47-6 ]
C₁₁H₉Cl₂FN₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid In 1,4-dioxane at 150℃;	1.11.1 Step 1 Dissolve compound 1e (1eq) and 3-fluoro-4-piperidone hydrochloride (1.5eq) in 1,4-dioxane solution, add concentrated sulfuric acid (21eq), and heat to 115 React overnight. After the reaction is complete, spin off most of the organic solvents, and add 4N sodium hydroxide solution dropwise to adjust the pH to about 8 under an ice bath. After the solid is fully analyzed, it is filtered, the filter cake is slurried with methyl tert-butyl ether, the solid is filtered and dried to obtain compound 11a

Reference： [1]Current Patent Assignee: Shanghai Institute of Materia Medica (in: CAS); CHINESE ACADEMY OF SCIENCES - CN113248491, 2021, A Location in patent: Paragraph 0072; 0130-0132

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Precautionary Statements-General
Code	Phrase
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Prevention
Code	Phrase
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Response
Code	Phrase
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P304	IF INHALED:
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P320
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P321
P322
P330	Rinse mouth.
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P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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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.
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P370 + P378	In case of fire:
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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.
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P405	Store locked up.
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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.
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P411 + P235	Keep cool.
Disposal
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Ghs Hazard Statements

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
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H226	Flammable liquid and vapour
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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