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

HRID 2076048Notes

Reaction equation

HRID 2076048 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.[CH3:30][O: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>>[CH3:30][O:31][C:32]1[CH:33]=[C:34]([NH:44][C:45]2[N:47]=[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: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 670962416-[1-Dimethylamino-methylidene]-2-(3-trifluoromethyl-phenyl)-cyclohexanoneHCID 178493228HCID 178493228, compound

Product 1

HCID 57780683[3-Methoxy-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 6-[1-dimethylamino-methylidene]-2-(3-trifluoromethyl-phenyl)-cyclohexanone (132 g, 0.44 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (163 mg, 0.44 mmol) using in analogous manner the procedure described in example 45b). Obtained as an off-white solid (62 mg, 29%). MS ISP (m/e): 480.1 [(M+H)−]. mp 213-215° C.

Sources & evidence

ORD record
ord-9059b0a7249a4384a3851403acdb7888
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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