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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348218Generated: October 31, 2026

Water → HCID 58777346, compound

https://huagongshe.com/reaction/348218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(R)-N-(4-Fluoro-2-(2-(hydroxymethyl)-5-oxopyrrolidin-1-yl)benzyl)-3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamideHCID 58777341—
SolventDichloromethaneHCID 6344—
ProductHCID 58777346HCID 5877734698%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a stirred solution of intermediate 192, (R)-N-(4-fluoro-2-(2-(hydroxymethyl)-5-oxopyrrolidin-1-yl)benzyl)-3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamide (0.160 g, 0.291 mmol) in CH2Cl2 (10 mL) at 0° C. was added triethylamine (81 μL, 0.582 mmol) and methanesulfonyl chloride (27 μL, 0.349 mmol). The reaction mixture was stirred at 23° C. for 4 h. Water (50 mL) was then added and the organic material was extracted with CH2Cl2 (2×50 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo to afford the title compound (0.178 g, 98% yield). The crude material was used without further purification for the next step: LCMS (M+H)+ m/z 629.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176196B2
Source datasetuspto-grants-2007_02
ORD IDord-8e926c1f7abb4272bb58ead2a50a6906
Source noteuspto-grants-2007_02