Hydrochloric Acid → 2-(6-Aminopyridin-3-yl)-2-methylpropanoic acid hydrochloride

HRID 377220Notes

Reaction equation

HRID 377220 reaction equation
CC1(C)[N:7]([C:8]2[N:13]=[CH:12][C:11]([C:14]([CH3:21])([CH3:20])[C:15]([O:17]CC)=[O:16])=[CH:10][CH:9]=2)C(=O)C2C=CC=CC=2O1.[ClH:28]>>[ClH:28].[NH2:7][C:8]1[N:13]=[CH:12][C:11]([C:14]([CH3:21])([CH3:20])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 18687147ethyl 2-[6-(2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-3-yl)-pyridin-3-yl]-2-methylpropanoate

Product 1

HCID 671308492-(6-Aminopyridin-3-yl)-2-methylpropanoic acid hydrochlorideYield 88%

Conditions

Temperature
100 °C

Procedure

A stirred mixture of ethyl 2-[6-(2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-3-yl)-pyridin-3-yl]-2-methylpropanoate (13.3 g, 36.1 mmol) in concentrated HCl (50 mL) was heated at 100° C. overnight. After cooling to ambient temperature, the reaction mixture was concentrated in vacuo and the residue washed exhaustively with chloroform to give the title compound as a colourless solid (6.90 g, 88%).

Workup

  1. temperatureAfter cooling to ambient temperature
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. washthe residue washed exhaustively with chloroform

Sources & evidence

ORD record
ord-09d147e603fc4168b510ed3e15a575d1
Source dataset
uspto-grants-2000_02
Patent number
US06025366

Reaction notes

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