4-Cyano-7-azaindole

Base Information

• Chemical Name: 4-Cyano-7-azaindole
• CAS No.: 344327-11-3
• Molecular Formula: C8H5N3
• Molecular Weight: 143.148
• Hs Code.: 29339900
• European Community (EC) Number: 630-946-5
• DSSTox Substance ID: DTXSID20471011
• Nikkaji Number: J3.261.993B
• Wikidata: Q72457860
• Mol file: 344327-11-3.mol

Synonyms:4-Cyano-7-azaindole;344327-11-3;1H-pyrrolo[2,3-b]pyridine-4-carbonitrile;7-AZAINDOLE-4-CARBONITRILE;MFCD08272235;1H-Pyrrolo(2,3-b)pyridine-4-carbonitrile;7-Azaindole-4-carbonitrile;SCHEMBL78242;DTXSID20471011;HAROKQXDLYCEQV-UHFFFAOYSA-N;7-Azaindole-4-carbonitrile, 97%;BCP21988;CS-B0500;AKOS006283733;AC-9380;GS-6558;PB26349;SY007619;1H-pyrrolo[2,3-b]pyridin-4-kohlenitrile;A6065;AM20061746;BB 0261868;FT-0647073;EN300-178581;A822232;A1-04831;J-504766;F2197-0344;Z1198176787;1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile, 4-Cyano-7-azaindole

Chemical Property of 4-Cyano-7-azaindole

Chemical Property:

• Melting Point: 195-197 °C
• Refractive Index: 1.685
• PKA: 12.05±0.40(Predicted)
• PSA: 52.47000
• Density: 1.34 g/cm³
• LogP: 1.43458
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.048347172
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CNC2=NC=CC(=C21)C#N

Technology Process of 4-Cyano-7-azaindole

There total 6 articles about 4-Cyano-7-azaindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

zinc cyanide + 4-chloro-7-azaindole (55052-28-3) → 1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (344327-11-3)

Guidance literature:

With zinc; (diphenylphosphin)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ISOPROPYLAMIDE; at 120 ℃; for 1.5h; Inert atmosphere;

Reference yield: 85.0%

2-hydroxy-2-methylpropanenitrile (75-86-5) + 4-chloro-7-azaindole (55052-28-3) → 1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (344327-11-3)

Guidance literature:

With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos; In isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00229

Reference yield: 78.0%

zinc(II) cyanide (557-21-1) + 4-chloro-7-azaindole (55052-28-3) → 1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (344327-11-3)

Guidance literature:

With (diphenylphosphin)ferrocene; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ISOPROPYLAMIDE; at 120 ℃; for 18h;

upstream raw materials:

dicyanozinc

4-chloro-7-azaindole

potassium cyanide

p-toluenesulfonyl chloride

Downstream raw materials:

ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate

(1H-pyrrolo[2,3-b]pyridin-4-yl)methanol

1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-2,3-dihydro-1H-indol-4-yl}urea

1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-1H-indol-4-yl}urea

Refernces

• 1、 -. "SUBSTITUTED PYRROLOPYRIDINES AS ATR INHIBITORS". Page/Page column 58; 59. . Retrieved 2019/04/10.
• 2、 -. "Novel Azole fused pyridinyl urea derivatives or pharmaceutically acceptable salts thereof, preparation method therof and pharmaceutical composition for use in preventing or treating Urotensin-Ⅱ receptor activity related diseases containing the same as an active ingredient". Paragraph 0163-0167. . Retrieved 2021/05/22.