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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481224Generated: November 1, 2026

Methanol → 3-(S)-[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-3-pyridin-3-yl-propionic acid methyl ester

https://huagongshe.com/reaction/1481224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium MethoxideHCID 10942334—
ReactantEthyl (3S)-3-amino-3-(pyridin-3-yl)propanoate--hydrogen chloride (1/2)HCID 44891224—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
Product3-(S)-[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-3-pyridin-3-yl-propionic acid methyl esterHCID 8981314256.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (50 mg, 0.156 mmol) was combined in a CEM microwave tube (10 mL) with (S)-3-amino-3-pyridin-3-yl-propionic acid ethyl ester dihydrochloride (134 mg, 0.5 mmol) (commercially available from AstaTech 46247) and a solution of sodium methoxide in methanol (2 mL, 0.5M, 1 mmol) was added with stirring. The reaction was heated to 140° C. in the CEM microwave apparatus for approximately 90 minutes. The reaction was cooled, concentrated under vacuum and filtered through silica to provide 41 mg of the desired product which was used without additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-0eb44f8c39fe448f9fe13c846152b084
Source noteuspto-grants-2016_08