HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(Tert-butylamino)-4-(methylsulfinyl)pyrimidine-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(Benzenesulfonyl)-3-phenyloxaziridine | HCID 320405 | — |
| Reactant | 2-(Tert-butylamino)-4-(methylthio)pyrimidine-5-carboxamide | HCID 70981360 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-(Tert-butylamino)-4-(methylsulfinyl)pyrimidine-5-carboxamide | HCID 70981607 | 86.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139534B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-dd978b7acbe24de29ecec4e8bf2e5429 |
| Source note | uspto-grants-2015_09 |