Trifluoroacetic acid → 5-(1-methyl-1H-pyrazol-4-yl)pyridine-2-carboxylic acid

HRID 1842151Notes

Reaction equation

HRID 1842151 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][N:9]1[CH:13]=[C:12]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([O:22]C(C)(C)C)=[O:21])=[N:18][CH:19]=2)[CH:11]=[N:10]1>ClCCl>[CH3:8][N:9]1[CH:13]=[C:12]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([OH:22])=[O:21])=[N:18][CH:19]=2)[CH:11]=[N:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57827379tert-butyl 5-(1-methyl-1H-pyrazol-4-yl)-pyridine-2-carboxylate

Product 1

HCID 578274655-(1-methyl-1H-pyrazol-4-yl)pyridine-2-carboxylic acidYield 267.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (1 mL) was added to a solution of tert-butyl 5-(1-methyl-1H-pyrazol-4-yl)-pyridine-2-carboxylate (81 mg) in dichloromethane (4 mL), and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure to obtain a crude product of the title compound (170 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-07238317d92a482db20c764d8267f0c0
Source dataset
uspto-grants-2015_02
Patent number
US08946211B2

Reaction notes

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