Trifluoroacetic acid → 2-Ethyl-6-methylisonicotinic acid

HRID 2366118Notes

Reaction equation

HRID 2366118 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-ddc8320cb81f4de790834e2cffe4e9a7
Source dataset
uspto-grants-2014_04
Patent number
US08697732B2

Reaction notes

Loading…