2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one → Methyl 4-[3-(3-bromophenyl)-1-{4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}propyl]benzoate

HRID 1257452Notes

Reaction equation

HRID 1257452 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH:10]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=2)[C:11](=[S:13])[NH2:12])[CH:5]=[CH:6][CH:7]=1.Br[CH2:25][C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=1)=O>>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH:10]([C:14]2[CH:15]=[CH:16][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:22][CH:23]=2)[C:11]2[S:13][CH:25]=[C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:35])([F:36])[F:37])[CH:29]=3)[N:12]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneHCID 58127970Methyl 4-[3-(3-bromophenyl)-1-carbamothioylpropyl]benzoate

Product 1

HCID 66939410Methyl 4-[3-(3-bromophenyl)-1-{4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}propyl]benzoateYield 90%

Procedure

By a reaction in the same manner as in Example 178b and using the compound (3.15 g, 8.03 mmol) obtained in Example 181b and 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (3.22 g, 12.0 mmol), the title compound (4.03 g, 90%) was obtained as a yellow oil.

Workup

  1. customBy a reaction in the same manner as in Example 178b

Sources & evidence

ORD record
ord-29e3b14b16b84377ad7b5e4b03ac1a3c
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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