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

HRID 2076031Notes

Reaction equation

HRID 2076031 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)[CH:23]([C:26]2[CH:31]=[CH:30][C:29]([O:32][C:33]([F:36])([F:35])[F:34])=[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][CH:23]([C:26]4[CH:27]=[CH:28][C:29]([O:32][C:33]([F:34])([F:35])[F:36])=[CH:30][CH:31]=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 670961346-Bromo-2-(4-trifluoromethoxy-phenyl)-cyclohexanoneHCID 86632602[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea

Product 1

HCID 57780710[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-(4-trifluoromethoxy-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 (45 mg, 0.18 mmol) and crude 6-bromo-2-(4-trifluoromethoxy-phenyl)-cyclohexanone (170 mg, ca. 0.5 mmol) using in analogous manner the procedure described in example 1b). Obtained as a light-brown solid (57 mg, 65%). MS ISP (m/e): 489.0 [(M+H)+]. mp 148-151° C.

Sources & evidence

ORD record
ord-0beb53872bc4497498f35ca8d393e540
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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