3-Pyridineacetic acid, hydrochloride (1:1) → N-[(3pyridyl)acetyl]-D,L-alanine iso-butyl ester

HRID 23070

Reaction equation

HRID 23070 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([OH:11])=O)[CH:3]=1.Cl.[CH2:13]([O:17][C:18](=[O:22])[CH:19]([CH3:21])[NH2:20])[CH:14]([CH3:16])[CH3:15]>>[CH2:13]([O:17][C:18](=[O:22])[CH:19]([CH3:21])[NH:20][C:9](=[O:11])[CH2:8][C:4]1[CH:3]=[N:2][CH:7]=[CH:6][CH:5]=1)[CH:14]([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 27237243-Pyridineacetic acid, hydrochloride (1:1)HCID 862001092-Methylpropyl 2-aminopropanoate hydrochloride

Product 1

HCID 22492127N-[(3pyridyl)acetyl]-D,L-alanine iso-butyl ester

Procedure

Following General Procedure BF and using 3-pyridylacetic acid hydrochloride (Aldrich) and D,L-alanine iso-butyl ester hydrochloride (from Example BB above), the title compound was prepared as a solid having a melting point of 62°-64° C. The reaction was monitored by tlc on silica gel (Rf=0.48 10% methanol/dichloromethane) and purification was by silica gel chromatography.

Workup

  1. customThe reaction was monitored by tlc on silica gel (Rf=0.48 10% methanol/dichloromethane) and purification

Sources & evidence

ORD record
ord-f54a03dee5d345ae98ff6969b4efdfbb
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Linked notes

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