Ethyl 3-[1-dimethylamino-methylidene]-2-oxo-cyclohexanecarboxylate → Ethyl 2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-5,6,7,8-tetrahydro-quinazoline-8-carboxylate

HRID 2076062Notes

Reaction equation

HRID 2076062 reaction equation
CN(C)[CH:3]=[C:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]1=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([NH:39][C:40]([NH2:42])=[NH:41])[CH:30]=[CH:31][C:32]=1[N:33]1[CH:37]=[C:36]([CH3:38])[N:35]=[CH:34]1>>[CH3:25][O:26][C:27]1[CH:28]=[C:29]([NH:39][C:40]2[N:42]=[CH:3][C:4]3[CH2:9][CH2:8][CH2:7][CH:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]=3[N:41]=2)[CH:30]=[CH:31][C:32]=1[N:33]1[CH:37]=[C:36]([CH3:38])[N:35]=[CH:34]1

Participants

3

Reactant 2

HCID 67096118Ethyl 3-[1-dimethylamino-methylidene]-2-oxo-cyclohexanecarboxylateHCID 178493228HCID 178493228, compound

Product 1

HCID 57780697Ethyl 2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-5,6,7,8-tetrahydro-quinazoline-8-carboxylate

Procedure

The title compound was prepared from ethyl 3-[1-dimethylamino-methylidene]-2-oxo-cyclohexanecarboxylate (49 mg, 0.22 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (55 mg, 0.15 mmol) using in analogous manner the procedure described in example 45b). Obtained as a pale-yellow solid (8 mg, 10%). MS ISP (m/e): 408.4 [(M+H)+]. mp 162-164° C.

Sources & evidence

ORD record
ord-1837c825ce954db386c54e5c25a22ef0
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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