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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223145Generated: October 31, 2026

Acetic Anhydride → (R)-{1-[8-Acetyl-3-(4-ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2223145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantDiisopropylethylamineHCID 81531—
Reactant{1-[3-(4-Ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl esterHCID 69201576—
Product(R)-{1-[8-Acetyl-3-(4-ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl esterHCID 58617397—

Reaction Conditions

Temperature80 °C

Reaction Steps

D2 (263 mg, 0.63 mmol) and N,N-diisopropylethylamine (111 μL, 0.63 mmol) were dissolved in acetic anhydride (10 mL) and heated to 80° C. The reaction stirred overnight. It was quenched with saturated aqueous sodium bicarbonate, then extracted with dichloromethane. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, then dried over magnesium sulfate, filtered, concentrated in vacuo. Purified by chromatography (1:1 to 1:2 hexane:ethyl acetate), recovering 168 mg of D3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375102B2
Source datasetuspto-grants-2008_05
ORD IDord-1a61ea1a48d44e53921c65fe078abba8
Source noteuspto-grants-2008_05