[ CAS No. 40400-15-5 ] {[proInfo.proName]}

Name: 40400-15-5|2-(2-Iodophenyl)acetonitrile|96%
Brand: Ambeed
SKU: A202925
Price: 10.0 USD
Availability: InStock
Rating: 95 (25 reviews)

,{[proInfo.pro_purity]}

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

2D 3D

Structure of 40400-15-5 * 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 [ 40400-15-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 40400-15-5 ]

SDS Specification

Alternatived Products of [ 40400-15-5 ]

Product Details of [ 40400-15-5 ]

CAS No. :	40400-15-5	MDL No. :	MFCD00040888
Formula :	C₈H₆IN	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FPSGTRJUQLYLHE-UHFFFAOYSA-N
M.W :	243.04	Pubchem ID :	4402282
Synonyms :

Calculated chemistry of [ 40400-15-5 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	48.68
TPSA :	23.79 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) :	-5.99 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.82
Log Po/w (XLOGP3) :	2.52
Log Po/w (WLOGP) :	2.36
Log Po/w (MLOGP) :	2.67
Log Po/w (SILICOS-IT) :	3.1
Consensus Log Po/w :	2.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.31
Solubility :	0.118 mg/ml ; 0.000487 mol/l
Class :	Soluble
Log S (Ali) :	-2.67
Solubility :	0.525 mg/ml ; 0.00216 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.84
Solubility :	0.0348 mg/ml ; 0.000143 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.58

Safety of [ 40400-15-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302+H312+H332-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 40400-15-5 ]

* 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 [ 40400-15-5 ]
Downstream synthetic route of [ 40400-15-5 ]

[ 40400-15-5 ] Synthesis Path-Upstream 1~20

1
[ 40400-15-5 ]
[ 4521-30-6 ]

Reference： [1] Organic Letters, 2014, vol. 16, # 19, p. 5040 - 5043

2
[ 773837-37-9 ]
[ 40400-15-5 ]
[ 3759-28-2 ]

Reference： [1] Advanced Synthesis and Catalysis, 2017, vol. 359, # 14, p. 2345 - 2351

3
[ 40400-15-5 ]
[ 19819-95-5 ]

Reference： [1] Journal of the American Chemical Society, 1969, vol. 91, p. 6464 - 6470

4
[ 3240-34-4 ]
[ 17729-59-8 ]
[ 40400-15-5 ]

Yield	Reaction Conditions	Operation in experiment
86%	Stage #1: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.0833333 h; Inert atmosphere Stage #2: at -78℃; for 0.0833333 h;	Under N2 protection,The re-distilled dichloromethane (5 mL) was added to a 25 ml reaction tube.Then 161 mg (0.5 mmol) of iodobenzene diacetate was added.Then 180 μl of trimethylsilyl triflate (TMSOTf, 1.0 mmol) was added.The reaction solution was stirred at room temperature for 5 min.Finally, 198 mg (0.6 mmol) of α-tributyltin acetonitrile was added at -78 °C.Stir for 5min,Track the progress of the reaction by thin layer chromatography.After the reaction was completed, a saturated sodium hydrogencarbonate solution (3 ml) was added to quench the reaction.Slowly warm to room temperature,Then extracted with dichloromethane (3 mL×3).The organic phase is dried over anhydrous sodium sulfate.Concentrated in vacuo,Separated by column chromatography (Rf = 0.19, developing solvent: petroleum ether / ethyl acetate = 40/1, v/v),Product obtainedThe α-aryl nitrile compound is a white solid.The yield was 86percent.

Reference： [1] Angewandte Chemie - International Edition, 2018, vol. 57, # 29, p. 9078 - 9082[2] Angew. Chem., 2018, vol. 130, # 29, p. 9216 - 9220,5
[3] Patent: CN108409602, 2018, A, . Location in patent: Paragraph 0022; 0023; 0024

5
[ 151-50-8 ]
[ 59473-45-9 ]
[ 40400-15-5 ]

Reference： [1] Tetrahedron, 1996, vol. 52, # 35, p. 11385 - 11404
[2] Journal of Organic Chemistry, 1999, vol. 64, # 13, p. 4830 - 4833
[3] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 382 - 389
[4] Synlett, 2003, # 11, p. 1603 - 1606

6
[ 40400-13-3 ]
[ 143-33-9 ]
[ 40400-15-5 ]

Reference： [1] Heterocycles, 2005, vol. 65, # 12, p. 2925 - 2935
[2] Tetrahedron, 1991, vol. 50, # 2, p. 425 - 436
[3] Tetrahedron, 2008, vol. 64, # 49, p. 11230 - 11236

7
[ 143-33-9 ]
[ 59473-45-9 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 1986, vol. 51, # 22, p. 4303 - 4307

8
[ 5159-41-1 ]
[ 40400-15-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 382 - 389
[2] Journal of Organic Chemistry, 2012, vol. 77, # 13, p. 5705 - 5713

9
[ 591-50-4 ]
[ 75-05-8 ]
[ 40400-15-5 ]

Reference： [1] Synthetic Communications, 2006, vol. 36, # 23, p. 3493 - 3507

10
[ 140-29-4 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 2017, vol. 82, # 2, p. 1114 - 1126

11
[ 183789-20-0 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 20, p. 6859 - 6866

12
[ 773837-37-9 ]
[ 40400-13-3 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 2012, vol. 77, # 13, p. 5705 - 5713

13
[ 4622-38-2 ]
[ 143-33-9 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 20, p. 6859 - 6866

14
[ 40400-13-3 ]
[ 68-12-2 ]
[ 40400-15-5 ]
[ 74611-24-8 ]

Reference： [1] Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 2, p. 504 - 516

15
[ 40400-13-3 ]
[ 143-33-9 ]
[ 40400-15-5 ]
[ 74611-24-8 ]

Reference： [1] Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 2, p. 504 - 516

16
[ 615-37-2 ]
[ 40400-15-5 ]

Reference： [1] Journal of the Chemical Society, 1941, p. 487,489

17
[ 40400-13-3 ]
[ 151-50-8 ]
[ 40400-15-5 ]

Reference： [1] Journal of the Chemical Society, 1941, p. 487,489

18
[ 40400-13-3 ]
[ 40400-15-5 ]

Reference： [1] Journal of Organic Chemistry, 2010, vol. 75, # 24, p. 8410 - 8415

19
[ 40400-15-5 ]
[ 90794-29-9 ]

Reference： [1] Journal of Organic Chemistry, 2006, vol. 71, # 9, p. 3452 - 3463
[2] Journal of the Chemical Society, 1941, p. 487,489

20
[ 40400-15-5 ]
[ 209984-30-5 ]

Reference： [1] Tetrahedron Letters, 2004, vol. 45, # 11, p. 2323 - 2326

[ 40400-15-5 ] Synthesis Path-Downstream 1~77

1
[ 40400-15-5 ]
[ 18698-96-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 4830 - 4833
[2]Journal of the Chemical Society,1941,p. 487,489
[3]Journal of the American Chemical Society,1969,vol. 91,p. 6464 - 6470
[4]Journal of Organic Chemistry,1986,vol. 51,p. 4303 - 4307
[5]Journal of Organic Chemistry,1996,vol. 61,p. 7147 - 7155
[6]Synlett,2003,p. 1603 - 1606

2
[ 151-50-8 ]
[ 59473-45-9 ]
[ 40400-15-5 ]

Reference： [1]Tetrahedron,1996,vol. 52,p. 11385 - 11404
[2]Journal of Organic Chemistry,1999,vol. 64,p. 4830 - 4833
[3]Journal of Medicinal Chemistry,1981,vol. 24,p. 382 - 389
[4]Synlett,2003,p. 1603 - 1606

3
[ 40400-15-5 ]
[ 16357-83-8 ]
[ 76574-56-6 ]

Reference： [1]Journal of Medicinal Chemistry,1981,vol. 24,p. 382 - 389

4
[ 673-32-5 ]
[ 40400-15-5 ]
2-amino-4-methyl-3-phenylnaphthalene [ No CAS ]

Reference： [1]RSC Advances,2014,vol. 4,p. 4921 - 4929
[2]Journal of the American Chemical Society,1999,vol. 121,p. 3238 - 3239
[3]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347

5
[ 999-78-0 ]
[ 40400-15-5 ]
2-amino-3-tert-butyl-4-methylnaphthalene [ No CAS ]

Reference： [1]RSC Advances,2014,vol. 4,p. 4921 - 4929
[2]Journal of the American Chemical Society,1999,vol. 121,p. 3238 - 3239
[3]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347

6
[ 40400-15-5 ]
[ 501-65-5 ]
2-amino-3,4-diphenylnaphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; In water; N,N-dimethyl-formamide; at 130℃; for 48h;	30.0 g (0.123 mol) of <strong>[40400-15-5]2-iodophenylacetonitrile</strong>, 66.0 g (0.370 mol) of diphenylacetylene, 11.3 g (0.0123 mol) of tris(dibenzylideneacetone)dipalladium, 30.0 g (0.123 mol) of triethylamine, 210 mL of dimethylformamide, and 30 mL of water were stirred in a round-bottom flask at 130 C. for 48 h. After completion of the reaction, the organic layer was extracted, purified by column chromatography, and dried to afford 28 g of Intermediate 11-a (yield 77%).

Reference： [1]RSC Advances,2014,vol. 4,p. 4921 - 4929
[2]Journal of the American Chemical Society,1999,vol. 121,p. 3238 - 3239
[3]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347
[4]Patent: US2019/140177,2019,A1 .Location in patent: Paragraph 0132-0133

7
[ 40400-15-5 ]
[ 25015-63-8 ]
[ 140-29-4 ]
[ 325141-71-7 ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 9268 - 9271

8
[ 40400-15-5 ]
[ 615-36-1 ]
[ 25015-63-8 ]
[ 325141-76-2 ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 9268 - 9271

9
[ 40400-15-5 ]
[ 615-36-1 ]
[ 325141-76-2 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 2323 - 2326
[2]Organic Letters,2008,vol. 10,p. 4871 - 4874
[3]Journal of Organic Chemistry,2010,vol. 75,p. 5984 - 5993
[4]Journal of Organic Chemistry,2002,vol. 67,p. 1199 - 1207
[5]Organic Process Research and Development,2016,vol. 20,p. 1717 - 1720

10
[ 6130-98-9 ]
[ 40400-15-5 ]
2-amino-3-tert-butyl-4-(3,3-dimethyl-1-butynyl)naphthalene [ No CAS ]
4-tert-butyl-3-(3,3-dimethylbut-1-yn-1-yl)naphthalen-2-amine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347
[2]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347

11
[ 2132-62-9 ]
[ 40400-15-5 ]
2-amino-3,4-bis(4-methoxyphenyl)naphthalene [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347

12
[ 40400-15-5 ]
[ 82192-57-2 ]
2-amino-4-methyl-3-(triisopropylsilyl)-naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With tetrabutyl-ammonium chloride; triethylamine In N,N-dimethyl-formamide at 100℃; for 48h;

Reference： [1]Tian, Qingping; Pletnev, Alexandre A.; Larock, Richard C. [Journal of Organic Chemistry, 2003, vol. 68, # 2, p. 339 - 347]

13
[ 40400-15-5 ]
[ 2170-06-1 ]
2-(2-(phenylethynyl)phenyl)acetonitrile [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 339 - 347
[2]RSC Advances,2014,vol. 4,p. 4921 - 4929

14
[ 40400-15-5 ]
[ 66384-49-4 ]

Yield	Reaction Conditions	Operation in experiment
85%	With borane-THF; In tetrahydrofuran; at 20℃; for 16h;Inert atmosphere; Reflux;	A solution of <strong>[40400-15-5]2-<strong>[40400-15-5](2-iodophenyl)acetonitrile</strong></strong> (1.00 g, 4.1 1 mmol) in anhydrous THF (5 mL) under an atmosphere of nitrogen was treated with borane tetrahydrofuran complex solution (1.0 M in THF, 12.3 mL, 12.3 mmol). The mixture was stirred at reflux for 16 h, cooled to room temperature and excess borane reagent was quenched by the dropwise addition of water (until evolution of hydrogen ceased). MeOH (2.5 mL) and cone. H2S04 (0.5 mL) was added and the mixture was stirred for 1 h at r.t.. The mixture was concentrated in vacuo, water (-10 mL) was added and the aqueous was adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with EtOAc (3 * 30 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give a colourless oil. Water (-20 mL) was added and the aqueous phase was adjusted to pH ~2 with aq. HCI (2 M). The aqueous layer was washed with DCM (3 chi 30 mL) and then adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with DCM (3 x 50 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give the product as a colourless oil (0.869 g, 85% yield): 1H NMR (400 MHz, DMSO-d6) delta 7.81 (dd, J = 7.8, 1.2 Hz, 1H), 7.35 - 7.27 (m, 2H), 6.97 - 6.91 (m, 1H), 2.75 - 2.71 (m, 4H) exchangeable NH not observed; LCMS-B RT 2.77 min; m/z 248.0 [M+H]+.
	With borane-THF; In tetrahydrofuran; for 2h;Reflux;	Preparation 150: 2-(2-iodophenyl)ethanamine (1785) A solution of borane tetrahydrofuran complex (1 M in THF) (24.69 ml, 24.69 mmol) was added to a stirred solution of <strong>[40400-15-5]2-<strong>[40400-15-5](2-iodophenyl)acetonitrile</strong></strong> (1.702 ml, 8.23 mmol) in THF (23.6 ml). The reaction mixture was heated to reflux under nitrogen for 2 h and was allowed to cool to room temperature. The mixture was then cooled to 0 C, and 6M HCI (4 mL) was added. The mixture was then basified with 2 M NaQH and extracted with DCM (3 x 20 ml). The organic layer was washed with water and brine, dried (MgS04), and concentrated under vacuum to afford the title compound (2 g, 7.69 mmol, 93 %), which was used in the next step without further purification. LC-MS: [M+H]+ = 248.

Reference： [1]Patent: WO2019/43139,2019,A1 .Location in patent: Page/Page column 127; 128
[2]Monatshefte fur Chemie,2004,vol. 135,p. 1143 - 1155
[3]Journal of Organic Chemistry,2008,vol. 73,p. 9627 - 9632
[4]Heterocycles,2005,vol. 65,p. 2925 - 2935
[5]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7415 - 7423
[6]Tetrahedron,2008,vol. 64,p. 11230 - 11236
[7]Journal of Medicinal Chemistry,2009,vol. 52,p. 4613 - 4622
[8]Journal of Organic Chemistry,2010,vol. 75,p. 8410 - 8415
[9]European Journal of Organic Chemistry,2017,vol. 2017,p. 955 - 963
[10]Patent: WO2017/68412,2017,A1 .Location in patent: Page/Page column 243
[11]Journal of the American Chemical Society,2019,vol. 141,p. 14394 - 14402

15
[ 53877-63-7 ]
[ 40400-15-5 ]
(2-{3-[(3-phenylprop-2-yn-1-yl)oxy]prop-1-yn-1-yl}phenyl)acetonitrile [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

16
[ 2396-63-6 ]
[ 40400-15-5 ]
{2-[7-(2-cyanomethyl-phenyl)-hepta-1,6-diynyl]-phenyl}-acetonitrile [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

17
[ 6921-27-3 ]
[ 40400-15-5 ]
(2-{3-[3-(2-cyanomethyl-phenyl)-prop-2-ynyloxy]-prop-1-ynyl}-phenyl)-acetonitrile [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

18
[ 63104-44-9 ]
[ 40400-15-5 ]
dimethyl 2-{3-[2-(cyanomethyl)phenyl]prop-2-yn-1-yl}-2-(prop-2-yn-1-yl)malonate [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

19
[ 927675-21-6 ]
[ 40400-15-5 ]
[ 927675-23-8 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

20
[ 40400-15-5 ]
[ 61051-00-1 ]
{2-[3-(but-2-yn-1-yloxy)prop-1-yn-1-yl]phenyl}acetonitrile [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

21
[ 40400-15-5 ]
[ 18773-54-1 ]
N,N-bis{3-[2-(cyanomethyl)phenyl]prop-2-yn-1-yl}-4-methylbenzenesulfonamide [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

22
[ 40400-15-5 ]
[ 95615-33-1 ]
[ 927675-26-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

23
[ 40400-15-5 ]
[ 92757-45-4 ]
[ 927675-27-2 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

24
[ 40400-15-5 ]
[ 100200-86-0 ]
[2-(7-phenylhepta-1,6-diyn-1-yl)phenyl]acetonitrile [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 505 - 508

25
[ 40400-15-5 ]
[ 90794-29-9 ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 3452 - 3463
[2]Journal of the Chemical Society,1941,p. 487,489

26
[ 40400-15-5 ]
[ 209984-30-5 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 2323 - 2326

27
[ 40400-15-5 ]
[ 26059-40-5 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 7147 - 7155
[2]Journal of the American Chemical Society,1969,vol. 91,p. 6464 - 6470

28
[ 54879-20-8 ]
[ 40400-15-5 ]
[ 1065056-69-0 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 4871 - 4874
[2]Journal of Organic Chemistry,2010,vol. 75,p. 5984 - 5993

29
[ 616-45-5 ]
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 1075683-98-5 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 4987 - 4990

30
[ 675-20-7 ]
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 1075684-00-2 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 4987 - 4990

31
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 7149-65-7 ]
[ 1075683-99-6 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 4987 - 4990

32
[ 92-43-3 ]
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 1178576-79-8 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 6181 - 6189

33
[ 2654-57-1 ]
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 1178576-80-1 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 6181 - 6189

34
[ 201230-82-2 ]
[ 40400-15-5 ]
[ 10234-80-7 ]
[ 1178576-82-3 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 6181 - 6189

35
[ 40400-15-5 ]
[ 536-74-3 ]
2-(2-(phenylethynyl)phenyl)acetonitrile [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 2582 - 2585
[2]Journal of the American Chemical Society,2010,vol. 132,p. 11473 - 11480
[3]Organic Letters,2013,vol. 15,p. 4794 - 4797
[4]Angewandte Chemie - International Edition,2016,vol. 55,p. 12864 - 12867
Angew. Chem.,2016,vol. 128,p. 13056 - 13059,4

36
[ 74-85-1 ]
[ 40400-15-5 ]
[ 656807-25-9 ]

Reference： [1]Synlett,2011,p. 2643 - 2647
[2]ChemCatChem,2013,vol. 5,p. 159 - 172

37
[ 40400-15-5 ]
[ 195456-43-0 ]

Reference： [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 584 - 588
[2]Organic Letters,2018,vol. 20,p. 6302 - 6305

38
[ 1068471-18-0 ]
[ 40400-15-5 ]
[ 1206628-98-9 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 982 - 992

39
[ 1068471-18-0 ]
[ 40400-15-5 ]
[ 1206628-99-0 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 982 - 992

40
[ 40400-15-5 ]
[ 121219-16-7 ]
[ 1616923-39-7 ]

Yield	Reaction Conditions	Operation in experiment
62%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In methanol; toluene; at 80℃; for 18h;Inert atmosphere;	To a suspension of (2-iodo-phenyl)-acetonitrile (Aldrich, 2.4 g, 10 mmol) and 2,3-difluorophenylboronic acid (Aldrich, 2.4 g, 15 mmol) in anhydrous methanol (10 mL) and toluene (20 mL) was added Cs2CO3 (9.8 g, 30 mmol). The mixture was degassed with nitrogen, followed by the addition of tetrakis(triphenylphosphine)palladium (1.2 g, 1 mmol). [0504] The reaction mixture was heated at 80 C. and stirred for 18 h. The mixture was cooled to room temperature and filtered through a short pad of silica gel. The silica gel was washed with ethyl acetate. The filtrate was concentrated. The residue was purified by chromatography (10-30% ethyl acetate in hexanes) to give the product ( 101) as a colorless oil (1.4 g, 62%)

Reference： [1]Patent: US2014/194431,2014,A1 .Location in patent: Paragraph 0502-0504

41
[ 40400-15-5 ]
[ 4521-30-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5040 - 5043

42
[ 40400-15-5 ]
[ 161040-05-7 ]
C₁₉H₁₈N₂O₂S [ No CAS ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6184 - 6187

43
[ 19005-93-7 ]
[ 40400-15-5 ]
indolo[1,2-a]quinoline-5-carbonitrile [ No CAS ]