Water → 1-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid

HRID 1748485Notes

Reaction equation

HRID 1748485 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]([Cl:26])=[CH:22][N:21]=2)[CH:16]=1)=[O:14])(C)(C)C.O>ClCCl>[Cl:26][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 866924471-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester

Product 1

HCID 866924481-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acidYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (3 ml) was added to a solution of 1-(5-chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester (1.0 g) in dichloromethane (10 ml) and stirred at room temperature for four hours. Water was added to the reaction solution and the precipitated solid was washed with water to give the titled compound (775 mg) as a gray solid.

Workup

  1. washthe precipitated solid was washed with water

Sources & evidence

ORD record
ord-7bd8f627acfb4b40a3a5b55cea1781c8
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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