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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348111Generated: 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/348111

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, 0.2 mmol) in 3 mL tetrahydrofuran was added lithium hydroxide (15 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 numberUS07176196B2
Source datasetuspto-grants-2007_02
ORD IDord-9ea28f43041b4bcebaa2833692baec07
Source noteuspto-grants-2007_02