| Identification | Back Directory | [Name]
4-CYANO-7-AZAINDOLE | [CAS]
344327-11-3 | [Synonyms]
SW-42
SWF-42
4-CYANO-7-AZAINDOLE
4-Cyano-7-azaindole 97%
7-Azaindole-4-carbonitrile
4-Cyano-1H-pyrrolo[2,3-b]pyridine
4-CYANO-7-AZAINDOLE ISO 9001：2015 REACH
1H-PYRROLO[2,3-B]PYRIDINE-4-CARBONITRILE
1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile(9CI) | [Molecular Formula]
C8H5N3 | [MDL Number]
MFCD08272235 | [MOL File]
344327-11-3.mol | [Molecular Weight]
143.15 |
| Chemical Properties | Back Directory | [Melting point ]
195-197℃ | [density ]
1.29 | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
12.05±0.40(Predicted) | [color ]
Yellow |
| Hazard Information | Back Directory | [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 |
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