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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788110Generated: October 25, 2026

Hydrochloric Acid → 3-(Benzyloxy)-9-(2-(methylthio)ethyl)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylic acid

https://huagongshe.com/reaction/1788110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 3-(benzyloxy)-9-(2-(methylthio)ethyl)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylateHCID 21069951—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-(Benzyloxy)-9-(2-(methylthio)ethyl)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylic acidHCID 21069857108.9%

Reaction Steps

To a stirred solution of intermediate 21, ethyl 3-(benzyloxy)-9-(2-(methylthio)ethyl)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylate (97 mg, 0.2mmol) in 3 mL tetrahydrofuran was added lithium hydroxide (1 5 mg, 0.6 mmol) in 3 mL water. After 20 min the reaction mixture was acidified with 1N HCl and extracted with CH2Cl2. The extract was dried over MgSO4, filtered and concentrated to give 82 mg of the title compound (88% yield). LC/MS m/e 377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511037B2
Source datasetuspto-grants-2009_03
ORD IDord-5291017c03be47b0ae782e7a8b38a8ce
Source noteuspto-grants-2009_03