HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 3-(2-Pyridinyl)-5-isoxazolemethanol | HCID 686542 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridine | HCID 86706840 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a mixture of 2-(5-hydroxymethyl-isoxazol-3-yl)-pyridine (4.0 gm), and triethylamine (6.5 ml) in dichloromethane (40 ml) was added methanesulfonyl chloride (2.8 ml) at 0° C. The reaction mixture was stirred at 0° C. over a period of 1 h. The reaction was quenched by addition of water and layers were separated. Aqueous layer was extracted with dichloromethane (40 ml×2). Combined organic layer was washed with aqueous sodium bicarbonate solution followed by water and evaporated under vacuum to provide the title compound in 5.1 gm quantity (84%) as a semisolid, which was used without purification for the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09175031B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9443767c32f349dababd96366b409d9e |
| Source note | uspto-grants-2015_11 |