HCID 178418361, compound → HCID 178430523, compound
Reaction equation
[C:1]([C:3]1[C:8]2[N:9]=[CH:10][NH:11][C:7]=2[C:6]([CH3:12])=[C:5]([N+:13]([O-])=O)[CH:4]=1)#[N:2].[H][H]>CO.[Pd]>[NH2:13][C:5]1[CH:4]=[C:3]([C:1]#[N:2])[C:8]2[N:9]=[CH:10][NH:11][C:7]=2[C:6]=1[CH3:12]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 7-cyano-4-methyl-5-nitrobenzimidazole (0.91 g, 4.5 mmol) and 10% palladium-on-carbon (100 mg) in methanol (200 mL) is treated with an atmosphere of hydrogen (1 atm, balloon) for 14 hours. The resulting mixture is filtered through Celite and rotary evaporated. The residue is purified by flash chromatography (silica gel, 95:5 ethyl acetate:methanol) to afford 5-amino-7-cyano-4-methylbenzimidazole.
Workup
- filtrationThe resulting mixture is filtered through Celite and rotary evaporated
- customThe residue is purified by flash chromatography (silica gel, 95:5 ethyl acetate:methanol)
Sources & evidence
- ORD record
- ord-8fea9ded25904dafb16cf66c47b89271
- Source dataset
- uspto-grants-2002_11
- Patent number
- US06486190B1
Reaction notes
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