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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353703Generated: November 4, 2026

Phenyl chloroformate → phenyl N-[5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-yl]carbamate

https://huagongshe.com/reaction/2353703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl chloroformateHCID 15891—
ReactantSodium BicarbonateHCID 516892—
Reactant5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-amineHCID 59379992—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Productphenyl N-[5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-yl]carbamateHCID 5938009974.3%

Reaction Steps

A mixture of 5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-amine (1.05 g, 2.6 mmol), phenyl chloroformate (618 mg, 3.9 mmol) and sodium hydrogen carbonate (311 mg, 3.9 mmol) in dioxane (10 mL) was stirred at RT for 2 hours then diluted with ethyl acetate and washed with water (150 mL) and brine (100 mL). The organics were dried over magnesium sulphate and concentrated in vacuo. The residue was recrystallised from diethyl ether and hexane to give the desired product as a beige solid (1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750003B2
Source datasetuspto-grants-2010_07
ORD IDord-2dd9ba5bd5e64ce6b554ec79205da8a1
Source noteuspto-grants-2010_07