[ CAS No. 37943-90-1 ] {[proInfo.proName]}

Name: 37943-90-1|Diphenyl-2-pyridylphosphine|98%
Brand: Ambeed
SKU: A101214
Price: 5.0 USD
Availability: InStock
Rating: 90 (40 reviews)

,{[proInfo.pro_purity]}

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

2D 3D

Structure of 37943-90-1 * 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 [ 37943-90-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 37943-90-1 ]

SDS Specification

Alternatived Products of [ 37943-90-1 ]

Product Details of [ 37943-90-1 ]

CAS No. :	37943-90-1	MDL No. :	MFCD00192108
Formula :	C₁₇H₁₄NP	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SVABQOITNJTVNJ-UHFFFAOYSA-N
M.W :	263.27	Pubchem ID :	621893
Synonyms :		Chemical Name :	Diphenyl-2-pyridylphosphine

Calculated chemistry of [ 37943-90-1 ]

Physicochemical Properties

Num. heavy atoms :	19
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	82.94
TPSA :	26.48 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.16 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.0
Log Po/w (XLOGP3) :	3.87
Log Po/w (WLOGP) :	2.84
Log Po/w (MLOGP) :	3.46
Log Po/w (SILICOS-IT) :	4.93
Consensus Log Po/w :	3.62

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.41
Solubility :	0.0102 mg/ml ; 0.0000386 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.12
Solubility :	0.0198 mg/ml ; 0.0000753 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-7.17
Solubility :	0.0000178 mg/ml ; 0.0000000675 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.84

Safety of [ 37943-90-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P273-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335-H413	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 37943-90-1 ]

* 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.

Upstream synthesis route of [ 37943-90-1 ]
Downstream synthetic route of [ 37943-90-1 ]

[ 37943-90-1 ] Synthesis Path-Upstream 1~19

1
[ 5029-67-4 ]
[ 829-85-6 ]
[ 37943-90-1 ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium acetate In N,N-dimethyl acetamide at 130℃; for 3 h; Schlenk technique; Inert atmosphere	General procedure: MCM-41-3N-Pd(0) (21mg, 0.01mmol), KOAc (1.5mmol) and aryl iodide 1 (1.0mmol) (if solid) were placed in an oven-dried 20mL Schlenk tube, the reaction vessel was evacuated and filled with argon for three times. Then aryl iodide 1 (1.0mmol) (if liquid), diphenylphosphine (1.2mmol) and DMAc (1mL) were added with a syringe under a counter flow of argon. The reaction mixture was stirred at 130°C for 3h. After completion of the reaction, the mixture was cooled to room temperature and diluted with CH₂Cl₂ (20mL) and filtered. The MCM-41-3N-Pd(0) catalyst was washed with distilled water (2×5mL) and ethanol (2×5mL), and reused in the next run. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel to provide the product 2.

Reference： [1] Journal of Organometallic Chemistry, 2018, vol. 866, p. 50 - 58
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 8,

2
[ 109-04-6 ]
[ 1079-66-9 ]
[ 37943-90-1 ]

Reference： [1] Journal of the American Chemical Society, 1984, vol. 106, # 5, p. 1323 - 1332
[2] Phosphorus and Sulfur and the Related Elements, 1983, vol. 15, p. 165 - 176
[3] European Journal of Organic Chemistry, 2000, # 14, p. 2601 - 2604

3
[ 109-09-1 ]
[ 1079-66-9 ]
[ 37943-90-1 ]

Reference： [1] Journal of Organometallic Chemistry, 1999, vol. 575, # 1, p. 63 - 66
[2] Russian Journal of General Chemistry, 2000, vol. 70, # 4, p. 524 - 528

4
[ 109-09-1 ]
[ 17154-34-6 ]
[ 37943-90-1 ]

Reference： [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 30, p. 6796 - 6801

5
[ 372-48-5 ]
[ 37943-90-1 ]

Reference： [1] Journal of Organometallic Chemistry, 2006, vol. 691, # 9, p. 1809 - 1813

6
[ 100-70-9 ]
[ 17154-34-6 ]
[ 37943-90-1 ]

Reference： [1] Chemistry - A European Journal, 2011, vol. 17, # 35, p. 9566 - 9570

7
[ 109-04-6 ]
[ 829-85-6 ]
[ 37943-90-1 ]
[ 64741-30-6 ]

Reference： [1] Chemistry - A European Journal, 2012, vol. 18, # 31, p. 9622 - 9627

8
[ 109-04-6 ]
[ 829-85-6 ]
[ 37943-90-1 ]

Reference： [1] Dalton Transactions, 2018, vol. 47, # 31, p. 10439 - 10442

9
[ 109-09-1 ]
[ 603-35-0 ]
[ 37943-90-1 ]

Reference： [1] Inorganic Chemistry, 2013, vol. 52, # 5, p. 2292 - 2305

10
[ 109-09-1 ]
[ 15475-27-1 ]
[ 37943-90-1 ]

Reference： [1] Chemistry - A European Journal, 2009, vol. 15, # 29, p. 7167 - 7179

11
[ 67-56-1 ]
[ 1186392-98-2 ]
[ 121-43-7 ]
[ 37943-90-1 ]

Reference： [1] Tetrahedron, 2009, vol. 65, # 32, p. 6410 - 6415

12
[ 64-17-5 ]
[ 1186392-98-2 ]
[ 150-46-9 ]
[ 37943-90-1 ]

Reference： [1] Tetrahedron, 2009, vol. 65, # 32, p. 6410 - 6415

13
[ 603-35-0 ]
[ 37943-90-1 ]

Reference： [1] Dalton Transactions, 2018, vol. 47, # 31, p. 10439 - 10442

14
[ 17624-36-1 ]
[ 1079-66-9 ]
[ 37943-90-1 ]

Reference： [1] Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1980, vol. 35, # 11, p. 1329 - 1334

15
[ 109-09-1 ]
[ 65567-06-8 ]
[ 37943-90-1 ]

Reference： [1] Chemistry of Materials, 2013, vol. 25, # 22, p. 4471 - 4486

16
[ 100-70-9 ]
[ 829-85-6 ]
[ 37943-90-1 ]

Reference： [1] Chemical Communications, 2015, vol. 51, # 35, p. 7540 - 7542

17
[ 21970-13-8 ]
[ 1079-66-9 ]
[ 37943-90-1 ]

Reference： [1] Journal of Organic Chemistry, 1948, vol. 13, p. 502,529

18
[ 109-09-1 ]
[ 4376-01-6 ]
[ 37943-90-1 ]

Reference： [1] J. Gen. Chem. USSR (Engl. Transl.), 1984, vol. 54, p. 866[2] Zhurnal Obshchei Khimii, 1984, vol. 54, # 4, p. 971 - 972

19
[ 109-04-6 ]
[ 603-35-0 ]
[ 37943-90-1 ]

Reference： [1] Journal of the Chemical Society - Dalton Transactions, 1998, # 22, p. 3771 - 3776

[ 37943-90-1 ] Synthesis Path-Downstream 1~20

1
[ 37943-90-1 ]
[ 64741-30-6 ]

Yield	Reaction Conditions	Operation in experiment
98%	With dihydrogen peroxide In dichloromethane; water at 20℃; for 3h; Glovebox; Inert atmosphere;
91%	With 4-phenylthioxanthone In methanol at 20℃; for 2h; Irradiation;	Tris(4-methoxyphenyl)phosphine oxide (2a) General procedure: 1a (70.5 mg, 0.20 mmol), 4-phenylthioxanthone (3 mg, 0.01 mmol), CH3OH (30 mL) were added to a pyrex reaction flash which was equipped with a magnetic stirrer. The mixture was irradiated by a 23 W household lamp at rt under air atmosphere. The photoreaction was completed after 40 minutes as monitored by TLC (eluent: petroleum ether). The solvent was removed and the residue was purified by flash column chromatography on silica gel (eluent: petroleum ether/ethyl acetate = 10/1→EA) to afford 2a as a solid (74 mg, 100%); 1H NMR (400 MHz, CDCl3) δ 7.56 (dd, J = 11.6, 8.8 Hz, 6 H), 6.95 (dd, J = 8.8, 2.0 Hz, 6 H), 3.83 (s, 9 H).
88%	With dihydrogen peroxide In tetrahydrofuran; water for 0.533333h;

88%	With water; Selectfluor In acetonitrile at 20℃; for 0.166667h;	Typical procedure for oxidation of P(III) compounds with Selectfluor: General procedure: To a solution of 1 (0.2 mmol) in 2 mL of CH3CN/H2O(v/v = 100/1) was added Selectfluor (71 mg, 0.2 mmol). The mixture was stirred at room temperature for 5-60minutes. After removal of the solvent, the residue was then purified by flash column chromatography on silica gel with petroleum ether/ethyl acetate to give the desired product 2.
85%	With dihydrogen peroxide In benzene for 5h;	2.2. Synthesis of L To a solution of diphenyl-2-pyridylphosphine (5 g, 19 mmol) in benzene (50 mL), 30% H2O2 (2 mL) was added and stirred for 5 h. This solution was dried over anhydrous sodium sulfate and filtered. The filtrate on evaporation yielded a light yellow colored powder,which was filtered, washed with hexane and dried (Yield. 85 %). 31P{1H} NMR (25 °C, CDCl3) δ (ppm): 21.280. IR (cm-1) ν: 1191 (P=O). Anal. Calc. for C17H14NPO: C, 73.1; H, 5.0; N, 5.0. Found: C, 72.8; H, 4.8; N, 4.8%.
80%	With dihydrogen peroxide In acetone at 20℃; for 0.333333h;
	With dihydrogen peroxide
	Multi-step reaction with 3 steps 1: xenon difluoride / dichloromethane / 2 h / Glovebox; Schlenk technique; Inert atmosphere 2: dichloromethane / 0.25 h / Glovebox; Schlenk technique; Inert atmosphere 3: Schlenk technique; Inert atmosphere; Glovebox
502 mg	With dihydrogen peroxide In water for 0.166667h; Schlenk technique; Inert atmosphere;	3.Aryldiphenylphosphine oxide (3); general procedure General procedure: In a 25 mL schlenk bottle was stirred a mixture of 1 (2 mmol), Ph2PH (391 mg, 2.1 mmol) in DMF (10 mL) under a nitrogen atmosphere at room temperature, then, KOH (135 mg, 2.4 mmol) was added and the mixture was warmed to 110 °C and kept stirring for about 12 h until total consumption of the starting material 1 as monitored by gas chromatography. After cooling to room temperature, then a 30% H2O2 aqueous solution (2 mL) was slowly added. After stirring for 10 min, the mixture was quenched with Na2S2O3 aqueous solution (20 ml). The mixture was diluted with water and extracted with CH2Cl2. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. After removing the solvents under the reduced pressure, the target product was subjected to silica gel column chromatography (5:1 CH2Cl2/AcOEt as an eluent).
502 mg	With dihydrogen peroxide In water; dimethyl sulfoxide for 0.166667h; Schlenk technique; Inert atmosphere;	3.Aryldiphenylphosphine oxide (3); general procedure General procedure: In a 25 mL schlenk bottle was stirred a mixture of 1 (2 mmol), Ph2PH (391 mg, 2.1 mmol) in DMF (10 mL) under a nitrogen atmosphere at room temperature, then, KOH (135 mg, 2.4 mmol) was added and the mixture was warmed to 110 °C and kept stirring for about 12 h until total consumption of the starting material 1 as monitored by gas chromatography. After cooling to room temperature, then a 30% H2O2 aqueous solution (2 mL) was slowly added. After stirring for 10 min, the mixture was quenched with Na2S2O3 aqueous solution (20 ml). The mixture was diluted with water and extracted with CH2Cl2. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. After removing the solvents under the reduced pressure, the target product was subjected to silica gel column chromatography (5:1 CH2Cl2/AcOEt as an eluent).
	With dihydrogen peroxide In tetrahydrofuran; water at 20℃; Schlenk technique; Inert atmosphere;
79 %	With dihydrogen peroxide In tetrahydrofuran; water at 0℃;

Reference： [1]Landais, Yannick; Laye, Claire; Lusseau, Jonathan; Robert, Frédéric [Advanced Synthesis and Catalysis, 2021, vol. 363, # 12, p. 3035 - 3043]
[2]Ding, Aishun; Li, Shijie; Chen, Yang; Jin, Ruiwen; Ye, Cong; Hu, Jianhua; Guo, Hao [Tetrahedron Letters, 2018, vol. 59, # 43, p. 3880 - 3883]
[3]Location in patent: experimental part Denton, Ross M.; An, Jie; Adeniran, Beatrice; Blake, Alexander J.; Lewis, William; Poulton, Andrew M. [Journal of Organic Chemistry, 2011, vol. 76, # 16, p. 6749 - 6767]
[4]Chen, Qian; Zeng, Jiekun; Yan, Xinxing; Huang, Yulin; Du, Zhiyun; Zhang, Kun; Wen, Chunxiao [Tetrahedron Letters, 2016, vol. 57, # 30, p. 3379 - 3381]
[5]Vats, Bal Govind; Kannan; Parvathi; Maity; Drew [Polyhedron, 2015, vol. 89, p. 116 - 121]
[6]Bryleva, Yuliya A.; Artem’ev, Alexander V.; Glinskaya, Ludmila A.; Rakhmanova, Mariana I.; Samsonenko, Denis G.; Komarov, Vladislav Yu.; Rogovoy, Maxim I.; Davydova, Maria P. [New Journal of Chemistry, 2021, vol. 45, # 31, p. 13869 - 13876]
[7]Lynch, Daniel E.; Smith, Graham; Byriel, Karl A.; Kennard, Colin H.L.; Kwiatkowski, Johann; Whittaker, Andrew K. [Australian Journal of Chemistry, 1997, vol. 50, # 12, p. 1191 - 1194]
[8]Bayne, Julia M.; Holthausen, Michael H.; Stephan, Douglas W. [Dalton Transactions, 2016, vol. 45, # 14, p. 5949 - 5957]
[9]Zhou, Yang; Liu, Changchun; Shen, Zhihao; Dai, Bencai; Chen, Jin [Journal of Organometallic Chemistry, 2021, vol. 949]
[10]Zhou, Yang; Liu, Changchun; Shen, Zhihao; Dai, Bencai; Chen, Jin [Journal of Organometallic Chemistry, 2021, vol. 949]
[11]Jin, Hongyu; Gu, Chengshan; Xiao, Zhihuan; Tan, Qihang; Liu, Long; Han, Li-Biao; Chen, Wen-Hao; Chen, Tieqiao [European Journal of Organic Chemistry, 2023]
[12]Yin, Keshu; Wang, Zhenguo; Luo, Wenjun; Li, Le; Wei, Mingjie [Organic Letters, 2023, vol. 25, # 28, p. 5236 - 5241]

2
[ 37943-90-1 ]
[ 1079-66-9 ]
[ 64741-27-1 ]

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 303 - 306

3
[ 110-86-1 ]
[ 37943-90-1 ]
[ 152194-39-3 ]

Yield	Reaction Conditions	Operation in experiment
32%	Stage #1: 2-(diphenylphosphino)pyridine With n-butyllithium; 2-(N,N-dimethylamino)ethanol In hexane at 0℃; for 1h; Stage #2: pyridine In tetrahydrofuran at -78 - 20℃; for 1.5h;

Reference： [1]Gros, Philippe; Younès-Millot, Christophe Ben; Fort, Yves [Tetrahedron Letters, 2000, vol. 41, # 3, p. 303 - 306]

4
[ 727736-68-7 ]
[ 37943-90-1 ]
[ 101752-05-0 ]
[ 870-50-8 ]
[ 81156-68-5 ]
5-[2-(2,4-Dichloro-phenyl)-ethoxy]-1-oxy-nicotinic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; dichloromethane;	(ii) 5-[2-(2,4-Dichloro-Phenyl)-Ethoxy]-1-Oxy-Nicotinic Acid Methyl Ester 1.4 g of diphenyl-2-pyridylphosphine and 600 mg 5-Hydroxy-1-oxy-nicotinic acid methyl ester and 0.5 ml <strong>[81156-68-5]2-(2,4-dichlorophenyl)-ethanol</strong> were dissolved in 16 ml of anhydrous THF. The solution was cooled to 0-10 C. and a solution of 1.22 g di-tert-butyl azodicarboxylate in 1 ml anhydrous THF was added dropwise over 20 min. The reaction was warmed to RT and stirred over night. After addition of 14 ml saturated methanolic HCl the reaction mixture was stirred for 1 h and then the solvent was removed under reduced pressure. The residue was dissolved in CH2Cl2 and extracted with half-concentrated hydrochloric acid. The organic layer was evaporated and residue subjected to the subsequent reaction without further purification. Yield: 1.2 g

Reference： [1]Patent: US2002/198195,2002,A1

5
[ 12266-72-7 ]
[ 37943-90-1 ]
[ 87419-61-2 ]

Reference： [1]Inorganic Chemistry,1983,vol. 22,p. 3387 - 3393

6
[ 1295-35-8 ]
[ 37943-90-1 ]
Ni(P(C₆H₅)2(C₅NH₄))4*H₂O [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1995,vol. 235,p. 291 - 298
Inorg. Chim. Acta,

7
[ CAS Unavailable ]
[ 37943-90-1 ]
[ 135973-06-7 ]

Yield	Reaction Conditions	Operation in experiment
88%	In dichloromethane (Ar); stirring a soln. of metal complex and ligand in CH2Cl2 for 1 h at room temp.; evapn. in vac., washing with n-pentane, drying in vac., crystn. (acetone); elem. anal.;
	In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere; Schlenk technique;

Reference： [1]Brueck, Andreas; Ruhland, Klaus [Organometallics, 2009, vol. 28, # 22, p. 6383 - 6401]
[2]Tomas-Mendivil, Eder; Garcia-Alvarez, Rocio; Vidal, Cristian; Crochet, Pascale; Cadierno, Victorio [ACS Catalysis, 2014, vol. 4, # 6, p. 1901 - 1910]

8
[ 37943-90-1 ]
[ 205319-10-4 ]
[ 2923-28-6 ]
xantphos(2-(diphenylphosphino)pyridine)palladium(II)bistriflate [ No CAS ]
xantphos(2-(diphenylphosphino)pyridine)platinum(II)bistriflate [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 6495 - 6512

9
[ 72287-26-4 ]
[ 37943-90-1 ]
[ 2923-28-6 ]
dppf(2-(Diphenylphosphino)pyridine)palladium(II)bis-triflate [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 6495 - 6512

10
[ 37943-90-1 ]
[ 205319-06-8 ]
[ 2923-28-6 ]
DPEphos(2-(diphenylphosphino)pyridine)palladium(II)bistriflate [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 6495 - 6512

11
[ 1295-35-8 ]
[ 37943-90-1 ]
C₂₅H₂₄N₄P₂ [ No CAS ]
C₅₉H₅₂N₆NiP₄^(2-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In benzene-d6; at 60℃;Inert atmosphere; Schlenk technique;	Use of the ‘3 procedure’ for these systems generated red solutions.

Reference： [1]Inorganica Chimica Acta,2015,vol. 431,p. 276 - 288

12
[ 1295-35-8 ]
[ 37943-90-1 ]
[ 106308-26-3 ]
Ni(PN₁)₂[d(py)pe] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In benzene-d6; at 60℃;Inert atmosphere; Schlenk technique;	The above procedure (for 3) was used, and in each case gave anorange solution.

Reference： [1]Inorganica Chimica Acta,2015,vol. 431,p. 276 - 288

13
[ 37943-90-1 ]
[ 13007-90-4 ]
C₃₆H₂₈N₂NiO₂P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In chloroform-d1; at 70℃; for 3h;Inert atmosphere; Schlenk technique;	C6D6 (1 mL) was added to Ni(CO)2(PPh3)2 (4.2 mg, 6.57 lmol)and two equivalents of PN1 (3.47 mg, 13.2 lmol). A yellow solutionwas obtained on heating the mixture for 3 h at 70 C. In situ 31P{1H}NMR: d 3.4 (s, free PPh3), 3.5 (s, free PN1), 32.6 (s, Ni-(PPh3)2),31.3 (s, Ni-(PN1)2); AB signal (dd) for Ni(CO)2(PPh3)(PN1) seen atd 35.8 and 37.4 (2JPP 37). IR (CH2Cl2): 1941, 2001 (s, CO) [literaturedata (KBr): 1946, 1998 [3]]. NMR data have not been reportedpreviously.

Reference： [1]Inorganica Chimica Acta,2015,vol. 431,p. 276 - 288

14
[ 1295-35-8 ]
[ 37943-90-1 ]
[ 1663-45-2 ]
C₆₀H₅₂N₂NiP₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In benzene-d6; at 60℃;Inert atmosphere; Schlenk technique;	One equivalent of dppe, and two equivalents of PR3 were addedto Ni(COD)2 in C6D6 (1 mL); heating to 60 C resulted in orange (3aand b), dark-orange (3c), or red (3d) solutions

Reference： [1]Inorganica Chimica Acta,2015,vol. 431,p. 276 - 288

15
[ 5029-67-4 ]
[ 829-85-6 ]
[ 37943-90-1 ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium acetate In N,N-dimethyl acetamide at 130℃; for 3h; Schlenk technique; Inert atmosphere;	23 2.3. General procedure for C-P coupling reaction of various aryliodides with diphenylphosphine General procedure: MCM-41-3N-Pd(0) (21mg, 0.01mmol), KOAc (1.5mmol) and aryl iodide 1 (1.0mmol) (if solid) were placed in an oven-dried 20mL Schlenk tube, the reaction vessel was evacuated and filled with argon for three times. Then aryl iodide 1 (1.0mmol) (if liquid), diphenylphosphine (1.2mmol) and DMAc (1mL) were added with a syringe under a counter flow of argon. The reaction mixture was stirred at 130°C for 3h. After completion of the reaction, the mixture was cooled to room temperature and diluted with CH2Cl2 (20mL) and filtered. The MCM-41-3N-Pd(0) catalyst was washed with distilled water (2×5mL) and ethanol (2×5mL), and reused in the next run. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel to provide the product 2.
71%	With caesium carbonate In toluene at 115℃; for 24h; Inert atmosphere;

Reference： [1]Xu, Zhaotao; Wang, Pingping; Chen, Qiurong; Cai, Mingzhong [Journal of Organometallic Chemistry, 2018, vol. 866, p. 50 - 58]
[2]Fang, Zhiqiang; Cai, Mingzhong; Lin, Yang; Zhao, Hong [Applied Organometallic Chemistry, 2018, vol. 32, # 8]

16
sodium hexafluoroantimonate [ No CAS ]
gold(III) tetrachloride trihydrate [ No CAS ]
[ 37943-90-1 ]
[ 14866-33-2 ]
[ 2396-68-1 ]
copper(l) chloride [ No CAS ]
[Au₇Cu₁₂(2-(diphenylphosphino)pyridine)₆(TBBT)₆Br₄](SbF₆)₃ [ No CAS ]

Reference： [1]Inorganic Chemistry,2019,vol. 58,p. 7136 - 7140

17
[ 7681-65-4 ]
[ 37943-90-1 ]
[ 13406-29-6 ]
[(2-(diphenylphosphino)pyridine)(tris(4-trifluoromethylphenyl)phosphine)₂Cu₂I₂] [ No CAS ]

Reference： [1]Dalton Transactions,2019,vol. 48,p. 15687 - 15698

18
[ 37943-90-1 ]
[ 346-55-4 ]
4-(pyridin-2-yl)-7-(trifluoromethyl)quinoline [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 15441 - 15449

19
[ 6372-40-3 ]
[ 37943-90-1 ]

Reference： [1]Organometallics,2020,vol. 39,p. 2682 - 2694

20
[ 64741-30-6 ]
[ 37943-90-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	Stage #1: 2-(diphenylphosphoryl)pyridine With trityl tetrakis(pentafluorophenyl)borate In ⁽²⁾H₈-toluene at 20℃; Glovebox; Inert atmosphere; Stage #2: With phenylsilane In ⁽²⁾H₈-toluene at 80℃; for 3h; Glovebox; Inert atmosphere; Sealed tube;
82%	Stage #1: 2-(diphenylphosphoryl)pyridine With trifluoroacetic anhydride In 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With 15-crown-5; sodium hydride; sodium hydrogencarbonate In 1,4-dioxane at 150℃; for 24h; Inert atmosphere;	8 Synthesis of Diphenyl-2-pyridylphosphine Add 0.2 mmol of diphenyl-2-pyridine phosphine oxide, 0.36 mmol of trifluoroacetic anhydride, and 1 ml of solvent dioxane into the reactor. Stir at room temperature under a nitrogen atmosphere for 30 min; after the reaction is complete, continue to add 0.2 mmol of sodium bicarbonate, 0.24 mmol of 15-Crown-5, and 1.2 mmol of sodium hydride under a nitrogen environment. Under the environment of 150 oC, continue to stir for 24 hours, stop the reaction and cool to room temperature, and distill under reduced pressure to remove the solvent. The crude product is separated by column chromatography to obtain the target product with a yield of 82%.
	Multi-step reaction with 2 steps 1: 1,4-dioxane / 0.5 h / 20 °C / Schlenk technique; Inert atmosphere 2: sodium hydrogencarbonate; sodium hydride; 15-crown-5 / 1,4-dioxane / 24 h / 150 °C / Schlenk technique; Inert atmosphere

61 %

Stage #1: 2-(diphenylphosphoryl)pyridine With oxalyl dichloride In acetonitrile at 20℃; Inert atmosphere; Stage #2: With tetramethylethylenediamine; sodium iodide In acetonitrile at 60℃; Inert atmosphere;

Reference： [1]Landais, Yannick; Laye, Claire; Lusseau, Jonathan; Robert, Frédéric [Advanced Synthesis and Catalysis, 2021, vol. 363, # 12, p. 3035 - 3043]
[2]Current Patent Assignee: HAINAN UNIVERSITY - CN113698431, 2021, A Location in patent: Paragraph 0020
[3]Jin, Hongyu; Gu, Chengshan; Xiao, Zhihuan; Tan, Qihang; Liu, Long; Han, Li-Biao; Chen, Wen-Hao; Chen, Tieqiao [European Journal of Organic Chemistry, 2023]
[4]Yin, Keshu; Wang, Zhenguo; Luo, Wenjun; Li, Le; Wei, Mingjie [Organic Letters, 2023, vol. 25, # 28, p. 5236 - 5241]

Same Skeleton Products

Related Products

Historical Records

Ghs Precautionary Statements

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

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 -

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. 37943-90-1 ] {[proInfo.proName]}

Quality Control of [ 37943-90-1 ]

Related Doc. of [ 37943-90-1 ]

Product Details of [ 37943-90-1 ]

Calculated chemistry of [ 37943-90-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 37943-90-1 ]

Application In Synthesis of [ 37943-90-1 ]

[ 37943-90-1 ] Synthesis Path-Upstream 1~19

[ 37943-90-1 ] Synthesis Path-Downstream 1~20

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry