ChemicalBook--->CAS DataBase List--->313337-33-6

313337-33-6

313337-33-6 Structure

313337-33-6 Structure
IdentificationBack Directory
[Name]

1H-Indole-7-carbonitrile,4-fluoro-(9CI)
[CAS]

313337-33-6
[Synonyms]

SW-9
SWF-9
7-Cyano-4-fluoroindole
7-Cyano-4-fluoro-1H-indole
4-Fluoroindole-7-carbonitrile
4-fluoro-1H-indole-7-carbonitrile
1H-Indole-7-carbonitrile, 4-fluoro-
4-FLUORO-1H-INDOLE-7-CARBONITRILE 97%
1H-Indole-7-carbonitrile,4-fluoro-(9CI)
[Molecular Formula]

C9H5FN2
[MDL Number]

MFCD11845597
[MOL File]

313337-33-6.mol
[Molecular Weight]

160.15
Chemical PropertiesBack Directory
[Boiling point ]

357.0±22.0 °C(Predicted)
[density ]

1.34±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

14.01±0.30(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

4-Fluoro-1H-indole-7-carbonitrile is used as a pharmaceutical intermediate.
[Synthesis]

7-BROMO-4-FLUOROINDOLE

292636-09-0

4-Fluoro-1H-indole-7-carbonitrile

313337-33-6

Step A: A mixture of 4-fluoro-7-bromoindole (600 mg, 2.8 mmol) with cuprous cyanide (CuCN, 1.004 g, 11.2 mmol) in N,N-dimethylformamide (DMF, 4 mL) was heated and refluxed for 16 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into a methanol solution saturated with ammonia (30 mL) and filtered to remove insoluble residues. The filtrate was subsequently added to a mixture of water (20 mL) and saturated aqueous ammonia solution (20 mL) and extracted with ethyl acetate/ether (1:1, v/v) until thin-layer chromatography (TLC) analysis showed no product residue in the aqueous phase. The organic phases were combined, washed sequentially with saturated saline (2 x 200 mL) and water (200 mL), and dried over anhydrous magnesium sulfate (MgSO4). The organic phase was concentrated under reduced pressure to afford 4-fluoro-7-cyanoindole as a yellow-brown solid (310 mg, 69% yield).

[References]

[1] Patent: US6469006, 2002, B1
Spectrum DetailBack Directory
[Spectrum Detail]

4-Fluoro-1H-indole-7-carbonitrile(313337-33-6)1HNMR
4-Fluoro-1H-indole-7-carbonitrile(313337-33-6)19FNMR
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