HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (5-Fluoropyridin-2-yl)methyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (5-Fluoropyridin-2-yl)methanol | HCID 24729312 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5-Fluoropyridin-2-yl)methyl methanesulfonate | HCID 57656057 | 54.4% |
Reaction Steps
Add methanesulfonyl chloride (1.8 mL, 23.5 mmol) to a solution of (5-fluoro-pyridin-2-yl)-methanol (2.5 g, 19.7 mmol) and triethylamine (8.2 mL, 59.0 mmol) in DCM (150 mL) at 0° C. under nitrogen. Stir the mixture for 30 min and concentrate in vacuo. Dilute with water (20 mL) and extract the mixture with EtOAc (3×50 mL). Combine the organic extracts and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc to obtain the desired intermediate (2.2 g, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-19363c36648a42df82530c1eb57afc1b |
| Source note | uspto-grants-2011_09 |