HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(4-Chloromethyl-5-methyl-isoxazol-3-yl)-5-fluoro-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol | HCID 66599256 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Chloromethyl-5-methyl-isoxazol-3-yl)-5-fluoro-pyridine | HCID 66643529 | 98.4% |
Reaction Steps
To a solution of [3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol (1.0 g, 4.8 mmol) in DCM (9.6 mL) at 0° C. was added thionyl chloride (697 μL, 9.6 mmol) and the resulting mixture stirred for 30 min and then evaporated. After 1 h the reaction mixture was concentrated to give the title compound (1.07 g, 98%) as an off white solid. MS: m/e=227.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-6cd60dec73b1454399acefbadd5525bd |
| Source note | uspto-grants-2012_05 |