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

HRID 2076054Notes

Reaction equation

HRID 2076054 reaction equation
CN(C)[CH:3]=[C:4]1[C:9](=O)[CH:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH2:7][CH2:6][CH2:5]1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([NH:41][C:42]([NH2:44])=[NH:43])[CH:32]=[CH:33][C:34]=1[N:35]1[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]1>>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([CH:8]2[C:9]3[N:44]=[C:42]([NH:41][C:31]4[CH:32]=[CH:33][C:34]([N:35]5[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]5)=[C:29]([O:28][CH3:27])[CH:30]=4)[N:43]=[CH:3][C:4]=3[CH2:5][CH2:6][CH2:7]2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 670961966-[1-Dimethylamino-methylidene]-2-(4-chloro-phenyl)-cyclohexanoneHCID 178493228HCID 178493228, compound

Product 1

HCID 44194063[8-(4-Chloro-phenyl)-5,6,7,8-tetrahydro-quinazolin-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Procedure

The title compound was prepared from 6-[1-dimethylamino-methylidene]-2-(4-chloro-phenyl)-cyclohexanone (134 mg, 0.50 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (186 mg, 0.50 mmol) using in analogous manner the procedure described in example 45b). Obtained as an off-white solid (69 mg, 31%). MS ISP (m/e): 446.1 [(M+H)+]. mp 210-212° C.

Sources & evidence

ORD record
ord-2737ea4918874368bb571de99bcb34b5
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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