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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280764Generated: October 30, 2026

Ethyl Acetate → 2-(Tert-butylamino)-4-(methylsulfinyl)pyrimidine-5-carboxamide

https://huagongshe.com/reaction/2280764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-(Benzenesulfonyl)-3-phenyloxaziridineHCID 320405—
Reactant2-(Tert-butylamino)-4-(methylthio)pyrimidine-5-carboxamideHCID 70981360—
SolventChloroformHCID 6212—
Product2-(Tert-butylamino)-4-(methylsulfinyl)pyrimidine-5-carboxamideHCID 7098160786.3%

Reaction Steps

To a stirring solution of 2-(tert-butylamino)-4-(methylthio)pyrimidine-5-carboxamide (0.1 g, 0.416 mmol) in chloroform (12 mL) was added portion-wise 3-phenyl-2-(phenylsulfonyl)-1,2-oxaziridine (0.130 g, 0.499 mmol). The resulting pale yellow solution was stirred at ambient temperature overnight. The reaction solution was concentrated under reduced pressure to give the crude product as a white solid. Ethyl acetate (1 mL) was added and the slurry was stirred at room temp for 1 h. The solids were filtered, washed with ethyl acetate, and dried under vacuum to afford 2-(tert-butylamino)-4-(methylsulfinyl)pyrimidine-5-carboxamide (0.092 g, 0.359 mmol, 86% yield). MS (ESI) m/z 257.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139534B2
Source datasetuspto-grants-2015_09
ORD IDord-dd978b7acbe24de29ecec4e8bf2e5429
Source noteuspto-grants-2015_09