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

HRID 2076030Notes

Reaction equation

HRID 2076030 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][CH:29]=[CH:28][C:27]=2[Cl:32])[CH2:22][CH2:21][CH2:20]1>>[Cl:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[CH:23]1[C:22]2[N:17]=[C:15]([NH:14][C:4]3[CH:5]=[CH:6][C:7]([N:8]4[CH:12]=[C:11]([CH3:13])[N:10]=[CH:9]4)=[C:2]([F:1])[CH:3]=3)[S:16][C:21]=2[CH2:20][CH2:19][CH2:24]1

Participants

3

Reactant 2

HCID 670959316-Bromo-2-(2-chloro-phenyl)-cyclohexanoneHCID 86632602[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea

Product 1

HCID 44193755[4-(2-Chloro-phenyl)-4,5,6,7-tetrahydro-benzothiazol-2-yl]-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Procedure

The title compound was prepared from [3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (45 mg, 0.18 mmol) and 6-bromo-2-(2-chloro-phenyl)-cyclohexanone (145 mg, ca. 0.5 mmol) using in analogous manner the procedure described in example 1b). Obtained as a light-brown solid (68 mg, 76%). MS ISP (m/e): 439.1 [(M+H)+]. mp 204-206° C.

Sources & evidence

ORD record
ord-85af371592bd477e87cebcf22563f238
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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