HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl chloroformate → phenyl N-[5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]-1,3-thiazol-2-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]-1,3-thiazol-2-amine | HCID 59379920 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | phenyl N-[5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]-1,3-thiazol-2-yl]carbamate | HCID 59380033 | — |
Reaction Steps
A solution of 5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]-1,3-thiazol-2-amine (1 g, 2.71 mmol), sodium hydrogen carbonate (342 mg), and phenyl chloroformate (0.511 mL) in dioxane was stirred at RT for 2 hours then concentrated in vacuo. The residue was partitioned between DCM and water and the organic layer dried over sodium sulphate and evaporated to give a foam. The foam was triturated with a mixture of hexane and diethyl ether to give the desired material as a white solid (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750003B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-123f072cc6ad400491b8f38a5040c51c |
| Source note | uspto-grants-2010_07 |