HCID 67096251, compound → [8-(Tert-butyl-dimethyl-silanyloxy)-5,6,7,8-tetrahydro-quinazolin-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

HRID 2076097Notes

Reaction equation

[C:1]([Si:5]([CH3:19])([CH3:18])[O:6][CH:7]1[CH2:12][CH2:11][CH2:10]/[C:9](=[CH:13]\N(C)C)/[C:8]1=O)([CH3:4])([CH3:3])[CH3:2].[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>>[C:1]([Si:5]([CH3:19])([CH3:18])[O:6][CH:7]1[C:8]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:13][C:9]=2[CH2:10][CH2:11][CH2:12]1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 67096251HCID 67096251, compound

HCID 178493228HCID 178493228, compound

Product 1

HCID 57780698[8-(Tert-butyl-dimethyl-silanyloxy)-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 crude 2-(tert-butyl-dimethyl-silanyloxy)-6-[1-dimethylamino-meth-(E)-ylidene]-cyclohexanone (80 mg, 0.28 mmol) and N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (74 mg, 0.20 mmol) using in analogous manner the procedure described in example 45b). Obtained as an orange gum (27 mg, 29%). MS ISP (m/e): 466.3 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.49 (s, 1H), 8.32 (s, 1H), 7.72 (d, 1H), 7.65 (s, 1H), 7.54 (s, 1H), 7.18 (d, 1H), 7.02 (s, 1H), 4.60 (m, 1H), 3.78 (s, 3H), 2.60-2.70 (m, 1H), 2.14 (s, 3H), 1.86 (m, 3H), 1.72 (m, 1H), 0.85 (s, 9H), 0.20 (s, 3H), 0.05 (s, 3H).

Sources & evidence

ORD record: ord-0864884f63d94ec89d418af0ada1cd15
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923450B2

Reaction notes

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