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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161254Generated: October 30, 2026

Methanol → (R)-2-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

https://huagongshe.com/reaction/1161254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant(2R)-2-Aminopropanamide hydrochlorideHCID 2775814—
Reactant6-Chloro-5-nitro-1H-isochromen-1-oneHCID 59515725—
Product(R)-2-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamideHCID 59515858—

Reaction Conditions

Temperature55 °C

Reaction Steps

A round bottom flask was charged with 6-chloro-5-nitro-1H-isochromen-1-one (950 mg, 0.0042 mol), methanol (30 mL, 0.7 mol), triethylamine (0.64 mL, 0.0046 mol) and (R)-2-aminopropanamide hydrochloride (0.58 g, 0.0046 mol) and the reaction heated to 55° C. overnight. The reaction went to 90% completion. The solvent was removed and the residue purified by flash chromatography (40 g silica gel, 0-10% MeOH/DCM) to obtain the pure product as a light yellow solid. MS m/z=296.4 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816371B2
Source datasetuspto-grants-2010_10
ORD IDord-36837f9d697c4b529416a29e9df5e147
Source noteuspto-grants-2010_10