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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626557Generated: October 27, 2026

Ethyl chloroformate → (S)-ethyl 2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate

https://huagongshe.com/reaction/1626557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)ureaHCID 46894114—
Solvent1,4-DioxaneHCID 31275—
Product(S)-ethyl 2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylateHCID 46912384—

Reaction Steps

To a solution of (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (example 3) (50 mg 0.13 mmol) in dioxane (3 mL) at room temperature (20° C.) was added sodium hydrogencarbonate (22 mg 0.26 mmol) followed by ethyl chloroformate (14 uL 0.15 mmol). The reaction mixture was stirred for 16 h. The solvent was removed in vacuo and the residue partitioned between DCM and water. The organic phase was passed through a 1 micron PTFE filter to dry and then evaporated in vacuo to afford (38 mg 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785457B2
Source datasetuspto-grants-2014_07
ORD IDord-7075027403cb4a1c8f4df49ab2b87a36
Source noteuspto-grants-2014_07