Trifluoroacetic acid → 2-Ethyl-6-methylisonicotinic acid

HRID 1924823Notes

Reaction equation

HRID 1924823 reaction equation
C([O:5][C:6](=[O:16])[C:7]1[CH:12]=[C:11]([CH3:13])[N:10]=[C:9]([CH2:14][CH3:15])[CH:8]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:14]([C:9]1[CH:8]=[C:7]([CH:12]=[C:11]([CH3:13])[N:10]=1)[C:6]([OH:16])=[O:5])[CH3:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 670269672-Ethyl-6-methylisonicotinic acid tert-butyl ester

Product 1

HCID 584180972-Ethyl-6-methylisonicotinic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-ethyl-6-methyl-isonicotinic acid tert-butyl ester in DCM (10 mL) is treated with TFA (10 mL) and the mixture stirred at rt for 0.5 h. The mixture is evaporated and the residue dried under HV to give 2-ethyl-6-methyl-isonicotinic acid; LC-MS: tR=0.28 min, [M+1]+=166.25.

Workup

  1. customThe mixture is evaporated
  2. customthe residue dried under HV

Sources & evidence

ORD record
ord-0d71d41080a440b3b79f934fde57afcb
Source dataset
uspto-grants-2012_05
Patent number
US08178562B2

Reaction notes

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