Water → 1-[5-(Difluoromethyl)pyridin-2-yl]-1H-pyrrole-3-carboxylic acid

HRID 1748478Notes

Reaction equation

HRID 1748478 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13]([C:15]1[CH:19]=[CH:18][N:17]([C:20]2[CH:25]=[CH:24][C:23]([CH:26]([F:28])[F:27])=[CH:22][N:21]=2)[CH:16]=1)=[O:14])(C)(C)C.O>O1CCCC1>[F:28][CH:26]([F:27])[C:23]1[CH:24]=[CH:25][C:20]([N:17]2[CH:18]=[CH:19][C:15]([C:13]([OH:14])=[O:12])=[CH:16]2)=[N:21][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 866924421-[5-(difluoromethyl)pyridin-2-yl]-1H-pyrrole-3-carboxylic acid tert-butyl ester

Product 1

HCID 866924431-[5-(Difluoromethyl)pyridin-2-yl]-1H-pyrrole-3-carboxylic acidYield 96.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Trifluoroacetic acid (13.6 ml) was added at room temperature to a solution of 1-[5-(difluoromethyl)pyridin-2-yl]-1H-pyrrole-3-carboxylic acid tert-butyl ester (1.01 g) in tetrahydrofuran (3.4 ml) and stirred at the same temperature for an hour. After completion of the reaction, water was added to the reaction solution and the precipitated solid was collected by filtration to give the titled compound (790 mg) as a white solid.

Workup

  1. additionwas added to the reaction solution
  2. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-7eef64daee5e4879abc000d4a7a16e6c
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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