[1-(4-Chloro-phenyl)-3-[1-dimethylamino-methylidene]-2-oxo-cyclohexyl]-acetonitrile → {8-(4-Chloro-phenyl)-2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-5,6,7,8-tetrahydro-quinazolin-8-yl}-acetonitrile

HRID 2076059Notes

Reaction equation

HRID 2076059 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:19][C:20]#[N:21])[CH2:13][CH2:12][CH2:11][C:10](=[CH:14]N(C)C)[C:9]2=O)=[CH:4][CH:3]=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>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH2:19][C:20]#[N:21])[C:9]3[N:47]=[C:45]([NH:44][C:34]4[CH:35]=[CH:36][C:37]([N:38]5[CH:42]=[C:41]([CH3:43])[N:40]=[CH:39]5)=[C:32]([O:31][CH3:30])[CH:33]=4)[N:46]=[CH:14][C:10]=3[CH2:11][CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67096051[1-(4-Chloro-phenyl)-3-[1-dimethylamino-methylidene]-2-oxo-cyclohexyl]-acetonitrileHCID 178493228HCID 178493228, compound

Product 1

HCID 57780702{8-(4-Chloro-phenyl)-2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-5,6,7,8-tetrahydro-quinazolin-8-yl}-acetonitrile

Procedure

The title compound was prepared from [1-(4-chloro-phenyl)-3-[1-dimethylamino-methylidene]-2-oxo-cyclohexyl]-acetonitrile (118 mg, 0.39 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (124 mg, 0.33 mmol) using in analogous manner the procedure described in example 45b). Obtained as an off-white solid (114 mg, 71%). MS ISP (m/e): 485.5 [(M+H)+]. mp 156-158° C.

Sources & evidence

ORD record
ord-e42f163f053341f48e7e5c8f01cb8aef
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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