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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908736Generated: October 30, 2026

Methanol → 2-(S)-{[7-(4-Fluoro-phenoxy)-4-hydroxy-1-methyl-isoquinoline-3-carbonyl]-amino}-propionic acid

https://huagongshe.com/reaction/908736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantL-AlanineHCID 5950—
Reactant7-(4-Fluoro-phenoxy)-4-hydroxy-1-methyl-isoquinoline-3-carboxylic acid butyl esterHCID 66713061—
ReactantHCID 178418582HCID 178418582—
Product2-(S)-{[7-(4-Fluoro-phenoxy)-4-hydroxy-1-methyl-isoquinoline-3-carbonyl]-amino}-propionic acidHCID 6671329271.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 7-(4-Fluoro-phenoxy)-4-hydroxy-1-methyl-isoquinoline-3-carboxylic acid butyl ester (92 mg, 0.25 mmol), (S)-alanine (225 mg, 2.5 mmol) and a 0.5 N solution of MeONa in MeOH (5 ml, 2.5 mmol) was heated in a microwave oven with stirring for 20 min at 140° C. before the mixture was concentrated in vacuo. To the residue was added water (10 ml) and the mixture was washed with EtOAc (2×25 ml). The so purified aq. solution was acidified by the addition of 6 N HCl and extracted with EtOAc (1×25 ml). The organic phase was dried over MgSO4 and concentrated in vacuo to give the title compound as a tan solid (69 mg); MS-(+)-ion M+1=385.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017625B2
Source datasetuspto-grants-2011_09
ORD IDord-ff8bf6c6addd4cbe964035d783ac2c06
Source noteuspto-grants-2011_09