6-Fluoro-1H-indole-4-carbonitrile → HCID 71699932, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:11]#[N:12])[C:5]2[CH:6]=[CH:7][NH:8][C:9]=2[CH:10]=1>N.CO.[Ni]>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[C:4]([CH2:11][NH2:12])[CH:3]=1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To a solution of 226 (588 mg, 3.68 mmol) in 7N NH3 in MeOH (20 mL) was added Raney nickel (20 mg), and then the reaction was stirred under hydrogen (1 atm.) at RT overnight. The dark mixture was filtered and the filtrate was concentrated in vacuo to afford 500 mg (85%) of (6-fluoro-1H-indol-4-yl)methanamine (228) as white solid: MS (ESI) m/z=148.1 [M−16]+.
Workup
- filtrationThe dark mixture was filtered
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-550e19c3b722438d90e46839d6b385e5
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08637537B2
Reaction notes
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