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

HRID 1257449Notes

Reaction equation

HRID 1257449 reaction equation
[NH2:1][C:2](=[S:15])[CH2:3][C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[C:7]([O:9][CH2:10]C)=[O:8].Br[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=1)=O>>[F:27][C:26]([F:28])([F:29])[C:22]1[CH:21]=[C:20]([C:18]2[N:1]=[C:2]([CH2:3][C:4]3[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=3)[C:7]([O:9][CH3:10])=[O:8])[S:15][CH:17]=2)[CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneHCID 58127520Ethyl 3-(2-amino-2-thioxoethyl)benzoate

Product 1

HCID 66939129Methyl 3-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)benzoateYield 99.9%

Procedure

By a reaction in the same manner as in Example 178b and using the compound (223 mg, 1.00 mmol) obtained in Example 180b and 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (267 mg, 1.0 mmol), the title compound (377 mg, 96%) was obtained as a yellow oil.

Workup

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

Sources & evidence

ORD record
ord-4ea90ebad6d5483b9a115c3bd4300420
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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