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

HRID 2076033Notes

Reaction equation

HRID 2076033 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[CH2:24][CH2:23][CH2:22][CH:21]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:26]=2[Cl:32])[C:20]1=O>>[Cl:32][C:26]1[CH:27]=[C:28]([Cl:31])[CH:29]=[CH:30][C:25]=1[CH:21]1[C:20]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:19]=2[CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 670961512-Bromo-6-(2,4-dichloro-phenyl)-cyclohexanoneHCID 86632602[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea

Product 1

HCID 44193856[4-(2,4-Dichloro-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 (109 mg, 0.44 mmol) and crude 2-bromo-6-(2,4-dichloro-phenyl)-cyclohexanone (350 mg, ca. 0.5 mmol) using in analogous manner the procedure described in example 1b). Obtained as a light-brown solid (118 mg, 57%). MS ISP (m/e): 473.1 [(M+H)+]. mp 136-139° C.

Sources & evidence

ORD record
ord-a8325e1105d9450280abaceb090b0c2c
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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