Ethyl chloroformate → HCID 22288406, compound

HRID 968317Notes

Reaction equation

HRID 968317 reaction equation
[CH3:1][C:2]1[C:3]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[N:4][NH:5][C:6]=1[C:7]([F:10])([F:9])[F:8].CCCCCC.C([Li])CCC.Cl[C:28]([O:30]CC)=[O:29]>>[CH3:1][C:2]1[C:3]([C:11]2[S:12][C:13]([C:28]([OH:30])=[O:29])=[CH:14][CH:15]=2)=[N:4][NH:5][C:6]=1[C:7]([F:8])([F:10])[F:9]

Participants

4

Reactant 3

HCID 10928Ethyl chloroformateHCID 22288390HCID 22288390, compoundHCID 178418244HCID 178418244, compound

Product 1

HCID 22288406HCID 22288406, compound

Procedure

4-Methyl-3-(2-thienyl)-5-trifluoromethyl-1H-pyrazole was allowed to react with an n-butyl lithium-n-hexane solution (1.6 M). Further, ethyl chloroformate was added at −50° C. or below. After stirring at −50° C. or below for 30 minutes, it was subjected to purification in the usual way to give a yellow oil. By hydrolyzing this in the usual way, 5-(4-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)thiophene-2-carboxylic acid was obtained as colorless powder crystals.

Workup

  1. customit was subjected to purification in the usual way
  2. customto give a yellow oil

Sources & evidence

ORD record
ord-980f33f4969047b5b0ae94d8a686b0e1
Source dataset
uspto-grants-2005_10
Patent number
US06958339B2

Reaction notes

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