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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480951Generated: October 26, 2026

Sodium Methoxide → 2-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-pentanoic acid tert-butyl ester

https://huagongshe.com/reaction/1480951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
ReactantTert-butyl 2-(aminomethyl)pentanoate hydrochlorideHCID 89813040—
SolventMethanolHCID 887—
Product2-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-pentanoic acid tert-butyl esterHCID 8981318621.6%

Reaction Steps

A mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (138 mg), 2-aminomethyl-pentanoic acid tert-butyl ester HCl salt (96 mg) and NaOMe in MeOH (0.85 mL, 0.5 M solution) in MeOH (1 mL) was microwaved at 150° C. for 2 h. The mixture was cooled, concentrated with HOAc (0.1 mL), the residue was directly column purified to give the desired product (44 mg). LC MS ESI+: 476 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-b37bfb7eea9642e8b42fe581ac420405
Source noteuspto-grants-2016_08