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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480937Generated: October 31, 2026

Hydrochloric Acid → HCID 89813101, compound

https://huagongshe.com/reaction/1480937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant4-Amino-2-hydroxybutyric acid, (S)-(-)-HCID 2733929—
ReactantMethyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 86709142—
SolventWaterHCID 962—
SolventSodium MethoxideHCID 10942334—
ProductHCID 89813101HCID 8981310192.4%

Reaction Steps

A mixture of 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (100 mg, 0.34 mmol) and (S)-(−)-4-amino-2-hydroxybutyric acid (122 mg, 1.02 mmol) in 0.5 N NaOMe in MeOH solution (1.4 mL, 0.7 mmol) was microwaved at 120° C. for 1 h. Reaction mixture was diluted with water (100 mL), acidified by 1 N HCl aqueous solution to pH=3-4 and extracted with EtOAc. Organic layer was washed with brine, dried over Mg2SO4, filtered and concentrated to provide the title compound (120 mg, 0.31 mmol) in 92.4% yield. LC-MS ESI−: 381.05 (M−1)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-39e2580ab0cb452995d53875025a4fa0
Source noteuspto-grants-2016_08