Hydrochloric Acid → HCID 67027169, compound

HRID 1908764Notes

Reaction equation

HRID 1908764 reaction equation
C([O:5][C:6](=[O:18])[C:7]1[CH:12]=[C:11]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:10]([CH3:17])=[N:9][CH:8]=1)(C)(C)C.[ClH:19]>O1CCOCC1>[ClH:19].[CH2:13]([C:11]1[C:10]([CH3:17])=[N:9][CH:8]=[C:7]([CH:12]=1)[C:6]([OH:18])=[O:5])[CH:14]([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67026912HCID 67026912, compound

Product 1

HCID 67027169HCID 67027169, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 6-methyl-5-isobutyl-nicotinic acid tert.-butyl ester (0.50 g, 2 mmol) in dioxane (20 mL), 4 N HCl in dioxane (30 mL) is added. The mixture is stirred for 3 h. The solvent is evaporated to give 5-isobutyl-6-methyl-nicotinic acid hydrochloride (0.52 g); LC-MS: tR=0.54 min; [M+1]+=194.29; 1H NMR (D6-DMSO) δ 0.91 (d, J=6.5 Hz, 6H), 1.91 (hept, J=6.5 Hz), 2.68 (d, J=7.3 Hz, 2H), 2.73 (s, 3H), 8.47 (d, J=1.8 Hz, 1H), 8.90 (d, J=2.0 Hz, 1H).

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-1fe44fcaa4df485a965206f03b5a5c7a
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

Loading…