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

HRID 2076050Notes

Reaction equation

HRID 2076050 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][C:12]=2[Cl:18])[CH2:7][CH2:6][CH2:5]1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:28][O:29][C:30]1[CH:31]=[C:32]([NH:42][C:43]([NH2:45])=[NH:44])[CH:33]=[CH:34][C:35]=1[N:36]1[CH:40]=[C:39]([CH3:41])[N:38]=[CH:37]1>>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[CH:8]1[C:9]2[N:45]=[C:43]([NH:42][C:32]3[CH:33]=[CH:34][C:35]([N:36]4[CH:40]=[C:39]([CH3:41])[N:38]=[CH:37]4)=[C:30]([O:29][CH3:28])[CH:31]=3)[N:44]=[CH:3][C:4]=2[CH2:5][CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 670961116-[1-Dimethylamino-methylidene]-2-(2,4-dichloro-phenyl)-cyclohexanoneHCID 178493228HCID 178493228, compound

Product 1

HCID 57780699[8-(2,4-Dichloro-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-(2,4-dichloro-phenyl)-cyclohexanone (105 mg, 0.35 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (131 mg, 0.35 mmol) using in analogous manner the procedure described in example 45b). Obtained as an off-white solid (19 mg, 11%). MS ISP (m/e): 480.1 [(M+H)+]. mp 256-258° C.

Sources & evidence

ORD record
ord-19d2725a9c40437eb6178e89ec376f76
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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