6-Bromo-2-methyl-2-phenyl-cyclohexanone → [3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-(4-methyl-4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-amine

HRID 2076029Notes

Reaction equation

HRID 2076029 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:14][C:15]([NH2:17])=[S:16])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([CH3:13])[N:10]=[CH:9]1.Br[CH:19]1[C:24](=O)[C:23]([CH3:32])([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:22][CH2:21][CH2:20]1>>[F:1][C:2]1[CH:3]=[C:4]([NH:14][C:15]2[S:16][C:21]3[CH2:20][CH2:19][CH2:24][C:23]([CH3:32])([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:22]=3[N:17]=2)[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([CH3:13])[N:10]=[CH:9]1

Participants

3

Reactant 2

HCID 581100436-Bromo-2-methyl-2-phenyl-cyclohexanoneHCID 86632602[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea

Product 1

HCID 57780719[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-(4-methyl-4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-amine

Procedure

The title compound was prepared from [3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (90 mg, 0.36 mmol) and crude 6-bromo-2-methyl-2-phenyl-cyclohexanone (0.29 g, ca. 1.1 mmol) using in analogous manner the procedure described in example 1b). Obtained as a light-brown solid (65 mg, 43%). MS (ISP) 419.3 [(M+H)+]. mp 160-164° C.

Sources & evidence

ORD record
ord-49bac9b1ad5a40a5aceef823b6830f8e
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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