Ammonia → HCID 57656128, compound
Reaction equation
[C:1]([NH:5][C:6](=[O:16])[C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[CH:9][C:8]=1[F:15])([CH3:4])([CH3:3])[CH3:2].N>CO.[Ni]>[NH2:14][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([NH:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:16])=[C:8]([F:15])[CH:9]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Combine N-tert-butyl-4-cyano-2-fluoro-benzamide (0.6 g, 1.78 mmol), Raney® 3201 nickel (slurry in water, 30 mg), 2N ammonia in methanol (30 mL) and hydrogenate at 50 psi for 1 h. Filter the reaction mixture through a pad of Celite®, concentrate in vacuo and purify by SCX chromatography to obtain the title compound as a colorless oil (0.6 g, 96%).
Workup
- filtrationFilter the reaction mixture through a pad of Celite®
- concentrationconcentrate in vacuo
- custompurify by SCX chromatography
Sources & evidence
- ORD record
- ord-082a17889a2a499ca3084bb01233999a
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08580780B2
Reaction notes
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