6-[1-Dimethylamino-methylidene]-2-(3-trifluoromethyl-phenyl)-cyclohexanone → [3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-[8-(3-trifluoromethyl-phenyl)-5,6,7,8-tetrahydro-quinazolin-2-yl]-amine

HRID 2076066Notes

Reaction equation

HRID 2076066 reaction equation
CN(C)[CH:3]=[C:4]1[C:9](=O)[CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[CH2:7][CH2:6][CH2:5]1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[F:30][C:31]1[CH:32]=[C:33]([NH:43][C:44]([NH2:46])=[NH:45])[CH:34]=[CH:35][C:36]=1[N:37]1[CH:41]=[C:40]([CH3:42])[N:39]=[CH:38]1>>[F:30][C:31]1[CH:32]=[C:33]([NH:43][C:44]2[N:46]=[CH:3][C:4]3[CH2:5][CH2:6][CH2:7][CH:8]([C:11]4[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:20])[F:19])[CH:12]=4)[C:9]=3[N:45]=2)[CH:34]=[CH:35][C:36]=1[N:37]1[CH:41]=[C:40]([CH3:42])[N:39]=[CH:38]1

Participants

3

Reactant 2

HCID 670962416-[1-Dimethylamino-methylidene]-2-(3-trifluoromethyl-phenyl)-cyclohexanoneHCID 178429955HCID 178429955, compound

Product 1

HCID 57780679[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-[8-(3-trifluoromethyl-phenyl)-5,6,7,8-tetrahydro-quinazolin-2-yl]-amine

Procedure

The title compound was prepared from crude 6-[1-dimethylamino-methylidene]-2-(3-trifluoromethyl-phenyl)-cyclohexanone (172 mg, 0.5 mmol) and N-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (134 mg, 0.37 mmol) using in analogous manner the procedure described in example 45b). Obtained as a pale-yellow solid (106 mg, 61%). MS ISP (m/e): 468.3 [(M+H)+]. mp 207-209° C.

Sources & evidence

ORD record
ord-5055d98c7e7a4196ab64910ded9aff05
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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