5-amino-1H-imidazole-4-carbonitrile → HCID 86598682, compound

HRID 2108484Notes

Reaction equation

HRID 2108484 reaction equation
[F:1][C:2]([F:25])([F:24])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH2:12][C:13](=O)[C:14]([F:17])([F:16])[F:15])=[CH:7][C:6]=1[C:20]([F:23])([F:22])[F:21].[NH2:26][C:27]1[N:28]=[CH:29][NH:30][C:31]=1[C:32]#[N:33]>>[F:1][C:2]([F:25])([F:24])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]([C:14]([F:17])([F:16])[F:15])[N:28]3[CH:29]=[N:30][C:31]([C:32]#[N:33])=[C:27]3[N:26]=2)=[CH:7][C:6]=1[C:20]([F:23])([F:22])[F:21]

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 86598672HCID 86598672, compound

Product 1

HCID 86598682HCID 86598682, compoundYield 40.1%

Procedure

Reaction of 1-(4-trifluoroethoxy-3-trifluoromethyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (382 mg, 1.0 mmol), prepared from 4-trifluoroethoxy-3-trifluoromethyl -acetophenone (synthesis: see part acetophenone derivatives) 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 (182 mg, 40%). MS (ISP) 453.0 [M+]; mp 189° C.

Sources & evidence

ORD record
ord-b044ff11ae8641d380ba37adf7e41d4e
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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