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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161229Generated: October 29, 2026

Methanol → (R)-Methyl 3-methyl-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)butanoate

https://huagongshe.com/reaction/1161229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant5-nitro-1H-isochromen-1-oneHCID 10012760—
ReactantMethyl D-valinate hydrochlorideHCID 11984198—
Product(R)-Methyl 3-methyl-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)butanoateHCID 59515729—

Reaction Steps

5-Nitro-isochromen-1-one (5 g, 0.03 mol) and D-Valine methyl ester hydrochloride (5 g, 0.03 mol) were refluxed in methanol (40 mL, 1 mol) with triethylamine (5 g, 0.05 mol) for 2 hours. The volatiles were removed via rotovapor, and the residue was purified via flash column chromatography (40 g of silica gel, 0-30% EtOAc/Hexane) to give a brown oil. MS m/z 305.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816371B2
Source datasetuspto-grants-2010_10
ORD IDord-2d7ce7b051ab4689b3e01d132ea212e5
Source noteuspto-grants-2010_10