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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481058Generated: November 4, 2026

Hydrochloric Acid → HCID 71737074, compound

https://huagongshe.com/reaction/1481058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantL-beta-Homovaline hydrochlorideHCID 2761557—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 71737074HCID 7173707413.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (50 mg, 0.16 mmole), (R)-3-amino-4-methylpentanoic acid hydrochloride (52 mg, 0.31 mmole) (Chem-Impex International Inc., Wood Dale Ill.), and sodium methoxide (25 mg, 0.46 mmole) in 2-methoxyethanol was stirred at 130° C. for two hours before it was cooled to room temperature and acidified with 1 N HCl. The mixture was partitioned between dichloromethane and water. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of 1% acetic acid, ethyl acetate and hexanes to give the title compound as a yellow solid (9 mg): MS: (+) m/z 420.06 (M+1), (−) m/z 418.02 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-9c33426826a14dd19cea39ca411c04e7
Source noteuspto-grants-2016_08