Ethyl 3-dimethylamino-2-(4-trifluoromethyl-benzoyl)-acrylate → Ethyl 2-[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenylamino]-4-(4-fluoromethyl-phenyl)-pyrimidine-5-carboxylate

HRID 1855374Notes

Reaction equation

HRID 1855374 reaction equation
CN(C)[CH:3]=[C:4]([C:10](=O)[C:11]1[CH:16]=[CH:15][C:14]([C:17](F)(F)[F:18])=[CH:13][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[N+]([O-])(O)=O.[N+]([O-])(O)=O.[F:31][C:32]1[CH:33]=[C:34]([NH:44][C:45]([NH2:47])=[NH:46])[CH:35]=[CH:36][C:37]=1[N:38]1[CH:42]=[C:41]([CH3:43])[N:40]=[CH:39]1>>[F:31][C:32]1[CH:33]=[C:34]([NH:44][C:45]2[N:47]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([CH2:17][F:18])=[CH:13][CH:12]=3)[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:3][N:46]=2)[CH:35]=[CH:36][C:37]=1[N:38]1[CH:42]=[C:41]([CH3:43])[N:40]=[CH:39]1

Participants

3

Reactant 2

HCID 54156258Ethyl 3-dimethylamino-2-(4-trifluoromethyl-benzoyl)-acrylateHCID 178429955HCID 178429955, compound

Product 1

HCID 86690901Ethyl 2-[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenylamino]-4-(4-fluoromethyl-phenyl)-pyrimidine-5-carboxylate

Procedure

The title compound was prepared from crude ethyl 3-dimethylamino-2-(4-trifluoromethyl-benzoyl)-acrylate (142 mg, 0.45 mmol) and N-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (121 mg, 0.34 mmol) using in analogous manner the procedure described in example 28b). Obtained as a pale-yellow solid (128 mg, 78%). Mp 219-221° C.

Sources & evidence

ORD record
ord-374ce362a4df48c6ad3dc54d383a45a7
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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