5-amino-1H-imidazole-4-carbonitrile → HCID 67213184, compound

HRID 2108475Notes

Reaction equation

HRID 2108475 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13])=[CH:5][CH:4]=1.[NH2:18][C:19]1[N:20]=[CH:21][NH:22][C:23]=1[C:24]#[N:25]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:20]3[CH:21]=[N:22][C:23]([C:24]#[N:25])=[C:19]3[N:18]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 1399032,4-Butanedione, 1,1,1-trifluoro-4-(4-methoxyphenyl)-

Product 1

HCID 67213184HCID 67213184, compoundYield 39.3%

Procedure

Reaction of 1-(4-methoxy-phenyl)-4,4,4-trifluoro-butane-1,3-dione (246 mg, 1.0 mmol), prepared from commercially available 4-methoxy-acetophenone according to general procedure A, and 4-amino-5-cyano-1H-imidazole (108 mg, 1.0 mmol) according to general procedure B yielded the title compound as a yellow solid (125 mg, 39%). MS (ISP) 319.1 [(M+H)+]; mp 192° C.

Sources & evidence

ORD record
ord-219220c0eecc4b15bea6e3d6201fa042
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

Loading…