4-CYANO-7-AZAINDOLE Chemical Properties

Melting point:

195-197℃

Density 

1.29

storage temp. 

Sealed in dry,Room Temperature

pka

12.05±0.40(Predicted)

form 

solid

color 

Yellow

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

4-CYANO-7-AZAINDOLE Usage And Synthesis

Chemical Properties

White solid

Synthesis Reference(s)

The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571

Synthesis

Step 1: To degassed N,N-dimethylacetamide (200 mL), 4-chloro-7-azaindole (30.0 g, 196.7 mmol), zinc cyanide (23.1 g, 196.7 mmol), zinc powder (1.28 g, 19.67 mmol), tris(dibenzylideneacetone)dipalladium (3.6 g, 3.93 mmol) and diphenylphosphino ferrocene (4.36 g, 7.86 mmol). The reaction mixture was heated at 120 °C for 18 hours. After completion of the reaction, it was cooled to room temperature and the mixture was poured into crushed ice (1.5 kg) and the solid product was collected by filtration. The solid product was washed with ethyl acetate (2 x 1500 mL) and filtered after stirring for 0.5 h at a time. The filtrates were combined, concentrated and crystallized from ethyl acetate to give 1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (22.0 g, 78% yield).1H NMR (400 MHz, DMSO-d6): δ 12.20 (br s, 1H), 8.41 (d, J = 4.8 Hz, 1H), 7.84 (s, 1H), 7.56 (d, J = 4.8 Hz, 1H), 6.65 (d, J = 1.6 Hz, 1H).

References

[1] Patent: WO2012/127506, 2012, A1. Location in patent: Page/Page column 64
[2] Patent: WO2011/23081, 2011, A1. Location in patent: Page/Page column 52

4-CYANO-7-AZAINDOLE(344327-11-3)Related Product Information

• tert-butyl 4-(4-broMothiazol-2-yl)piperazine-1-carboxylate
• (6-Methylpyridazin-3-yl)MethanaMine dihydrochloride
• No Chinese name
• rac-4-(6-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-piperidine-1-carboxylic acid tert-butyl
• 5-METHYL-4,5,6,7-TETRAHYDRO[1,3]THIAZOLO[5,4-C]PYRIDIN-2-AMINE
• 1-METHYL-5-NITRO-1H-INDAZOLE
• 2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester
• 5-BROMO-2-METHYL-3-NITROPHENYL METHYLCARBOXYLATE
• 1H-Pyrrolo[2,3-b]pyridine, 2-methyl-1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
• Pyrrolidine-3-carboxaMide hydrochloride
• 5-Bromoindazole
• (2R,5S)-tert-butyl 4-benzyl-2,5-diMethylpiperazine-1-carboxylate
• 2-cyclopylcyclopropane-1-carboxylic acid
• 4-FLUORO-2-HYDROXYBENZALDEHYDE
• 5-Bromoindole
• (+/-)-BOC-ALPHA-PHOSPHONOGLYCINE TRIMETHYL ESTER
• 1-Boc-4-(Hydroxymethyl)-4-methyl-piperidine
• 4-CYANOPYRAZOLE