Methyl D-alaninate hydrochloride → (6-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carbonyl-amino]-propionic acid methyl ester

HRID 523658Notes

Reaction equation

HRID 523658 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[C:15]([Cl:19])=[N:14][C:13]([C:20]([OH:22])=O)=[C:12]2[OH:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:25][O:26][C:27](=[O:31])[C@@H:28]([CH3:30])[NH2:29]>>[CH3:25][O:26][C:27](=[O:31])[CH:28]([NH:29][C:20]([C:13]1[N:14]=[C:15]([Cl:19])[C:16]2[C:11]([C:12]=1[OH:23])=[CH:10][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[CH:18][CH:17]=2)=[O:22])[CH3:30]

Participants

3

Reactant 2

HCID 11182647Methyl D-alaninate hydrochlorideHCID 186981356-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carboxylic acid

Product 1

HCID 86608140(6-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carbonyl-amino]-propionic acid methyl ester

Procedure

6-Benzyloxy-1-chloro-4-hydroxy-isoquinoline-3-carboxylic acid, 0.33 g, was coupled with D-Alanine methyl ester hydrochloride, 0.150 g, analogously to Example A-1a). 0.205 g of off-white, solid product were obtained, MS-(+)-ion, M+1=415.0 amu.

Workup

  1. custom0.205 g of off-white, solid product were obtained

Sources & evidence

ORD record
ord-8a9007343e49452ebc946a2c7aba94b2
Source dataset
uspto-grants-2016_05
Patent number
US09339527B2

Reaction notes

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