Hydrochloric Acid → 2,6-Diethyl-isonicotinic acid hydrochloride

HRID 1908730Notes

Reaction equation

HRID 1908730 reaction equation
C([O:5][C:6](=[O:17])[C:7]1[CH:12]=[C:11]([CH2:13][CH3:14])[N:10]=[C:9]([CH2:15][CH3:16])[CH:8]=1)(C)(C)C.[ClH:18]>>[ClH:18].[CH2:13]([C:11]1[CH:12]=[C:7]([CH:8]=[C:9]([CH2:15][CH3:16])[N:10]=1)[C:6]([OH:17])=[O:5])[CH3:14]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 670269262,6-Diethylisonicotinic acid tert-butyl ester

Product 1

HCID 670271952,6-Diethyl-isonicotinic acid hydrochloride

Procedure

A solution of 2,6-diethyl-isonicotinic acid tert-butyl ester (635 mg, 2.70 mmol) in 6 N aq. HCl (10 mL) is stirred at 95° C. for 15 h before the solvent is evaporated. The residue is dried under HV to give 2,6-diethyl-isonicotinic acid hydrochloride (523 mg) as a colourless solid, LC-MS: tR=0.42 min; [M+1]+=180.31; 1H NMR (D6-DMSO): δ 7.95 (s, 2H), 3.05 (q, J=7.5 Hz, 4H), 1.31 (t, J=7.5 Hz, 6H).

Workup

  1. customis evaporated
  2. customThe residue is dried under HV

Sources & evidence

ORD record
ord-6cb9837ca6e24fd9b244dd498e855b5a
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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