2-Chloro-6-isobutylisonicotinic acid tert-butyl ester → 2-Chloro-6-isobutylisonicotinic acid hydrochloride
Reaction equation
C([O:5][C:6](=[O:18])[C:7]1[CH:12]=[C:11]([CH2:13][CH:14]([CH3:16])[CH3:15])[N:10]=[C:9]([Cl:17])[CH:8]=1)(C)(C)C>Cl.O1CCOCC1>[ClH:17].[Cl:17][C:9]1[CH:8]=[C:7]([CH:12]=[C:11]([CH2:13][CH:14]([CH3:16])[CH3:15])[N:10]=1)[C:6]([OH:18])=[O:5]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-chloro-6-isobutylisonicotinic acid tert.-butyl ester (1.70 g, 6.3 mmol) in 4 N HCl in dioxane (50 mL) is stirred at 60° C. for 30 h. The solvent is evaporated and the crude product is purified by MPLC on silica gel (heptane:EA gradient) to give 2-chloro-6-isobutylisonicotinic acid hydrochloride (0.81 g) as a beige resin; LC-MS: tR=0.89 min, [M+1]+=214.02.