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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535455Generated: October 30, 2026

Ammonia → 6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methylquinazolin-4(3H)-one

https://huagongshe.com/reaction/535455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-oneHCID 66653052—
Product6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methylquinazolin-4(3H)-oneHCID 136199438—

Reaction Steps

0.100 g (0.29 mmol) of 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one in 2 ml of a 20% aqueous ammonia solution are heated for 2 hours at 50° C. and then hydrolysed with 3 ml of 10% aqueous sodium hydroxide solution and brought to 50° C. for 2 hours. The reaction medium is acidified with a 1N aqueous solution of hydrochloric acid, to pH=9. The precipitate obtained is filtered off, rinsed with water and then dried under reduced pressure at 40° C. overnight. The solid obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (90/10) mixture. 67 mg of a yellow solid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859544B2
Source datasetuspto-grants-2014_10
ORD IDord-fd036793773e428db14a80723e220839
Source noteuspto-grants-2014_10