Ethyl chloroformate → HCID 22288378, compound

HRID 1181258Notes

Reaction equation

HRID 1181258 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[S:8][CH:9]=[CH:10][N:11]=2)=[CH:5][C:4]([C:12]([F:15])([F:14])[F:13])=[N:3]1.Cl[C:17]([O:19][CH2:20][CH3:21])=[O:18]>C1COCC1>[CH3:1][N:2]1[C:6]([C:7]2[S:8][C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][N:11]=2)=[CH:5][C:4]([C:12]([F:15])([F:13])[F:14])=[N:3]1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 22288373HCID 22288373, compound

Product 1

HCID 22288378HCID 22288378, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiazole and THF at −50° C. or below, followed by stirring at −50° C. or below for 90 minutes. Ethyl chloroformate was added to the reaction solution at −20° C. or below. After stirring at −20° C. or below for 15 minutes, it was subjected to purification in the usual way to give ethyl 2-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiazole-5-carboxylate. This was hydrolyzed with a base in the usual way to give 2-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiazole-5-carboxylic acid.

Workup

  1. customat −50° C. or below
  2. stirringAfter stirring at −20° C. or below for 15 minutes
  3. customit was subjected to purification in the usual way

Sources & evidence

ORD record
ord-8903ad05b8e344b3b883c59a986dcd9b
Source dataset
uspto-grants-2007_10
Patent number
US07285554B2

Reaction notes

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