2-Bromo-3'-trifluoromethoxyacetophenone → ethyl 1-({4-[3-(trifluoromethoxy)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylate

HRID 1257310Notes

Reaction equation

HRID 1257310 reaction equation
[NH2:1][C:2](=[S:14])[CH2:3][N:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]1.Br[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([O:25][C:26]([F:29])([F:28])[F:27])[CH:20]=1)=O>>[F:27][C:26]([F:28])([F:29])[O:25][C:21]1[CH:20]=[C:19]([C:17]2[N:1]=[C:2]([CH2:3][N:4]3[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]3)[S:14][CH:16]=2)[CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 27786872-Bromo-3'-trifluoromethoxyacetophenoneHCID 58127901Ethyl 1-(carbamothioylmethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 66939647ethyl 1-({4-[3-(trifluoromethoxy)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylateYield 86.3%

Procedure

By a reaction in the same manner as in Example 1c and using the compound (213 mg, 1.00 mmol) obtained in Example 1b and 2-bromo-1-[3-(trifluoromethoxy)phenyl]ethanone (283 mg, 1.00 mmol), the title compound (343 mg, 86%) was obtained as colorless crystals.

Workup

  1. customBy a reaction in the same manner as in Example 1c

Sources & evidence

ORD record
ord-864326ba83004944b3604d11e8baab9b
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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