(3-Methoxyphenyl)boronic acid → (RS)-ethoxy-[3-(3-methoxy-phenylamino)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester

HRID 1828097Notes

Reaction equation

HRID 1828097 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[C:10]1=[O:16])[O:6][CH2:7][CH3:8])[CH3:2].[CH3:18][O:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([O:6][CH2:7][CH3:8])[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([O:19][CH3:18])[CH:25]=2)[C:10]1=[O:16])[CH3:2]

Participants

3

Reactant 2

HCID 2734370(3-Methoxyphenyl)boronic acidHCID 69641593(RS)-(3-amino-2-oxo-2H-pyridin-1-yl)-ethoxy-acetic acid ethyl ester

Product 1

HCID 69641456(RS)-ethoxy-[3-(3-methoxy-phenylamino)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester

Procedure

Using an analogous procedure as described in example 21.1, (RS)-(3-amino-2-oxo-2H-pyridin-1-yl)-ethoxy-acetic acid ethyl ester (example 19.2) was reacted with 3-methoxy phenylboronic acid to give (RS)-ethoxy-[3-(3-methoxy-phenylamino)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester. Light green gum. MS 347.4 ([M+H]+)

Sources & evidence

ORD record
ord-2499b9ac08b543ffaa4fabaaff6de9a8
Source dataset
uspto-grants-2006_06
Patent number
US07056932B2

Reaction notes

Loading…