HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 3-(Chloromethyl)-2-fluoropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Fluoro-3-(hydroxymethyl)pyridine | HCID 14761461 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Chloromethyl)-2-fluoropyridine | HCID 22641304 | — |
Reaction Steps
(2-Fluoropyridin-3-yl)methanol (508 mg, 3.998 mmol) was first treated with SOCl2 (1.5 ml) in CH2Cl2 (5 ml) at rt for 3 hrs. The solvent was removed to get a crude 3-(chloromethyl)-2-fluoropyridine. Then following General Procedure A, the title compound (910 mg, 85%) was prepared from 2-amino-4-chlorobenzenethiol (957 mg, 5.995 mmol), K2CO3 (2.7 g, 19.98 mmol) in DMF (20 ml).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371278B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3e6a8050149643078e2e3d2fe07e9edb |
| Source note | uspto-grants-2016_06 |