HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → HCID 46901655, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Cyano-5-hydroxymethylpyridine | HCID 12251966 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46901655 | HCID 46901655 | 92.3% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 5-(hydroxymethyl)picolinonitrile (1.59 g, 11.9 mmol) in 80 mL of DCM was added diisopropylethylamine (3.2 mL), followed by a solution of methanesulfonyl chloride (1.49 g, 13.0 mmol) in 20 mL of DCM at 0° C. The solution was stirred at 0° C. for 40 min and washed with 5% citric acid, sat. NaHCO3 (aq.) and brine. After concentration, the residue was purified by silica gel chromatography (elution with 0-30% EtOAc/Hex) to afford (6-cyanopyridin-3-yl)methyl methanesulfonate (2.33 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029362B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-d6737e6e1e1d432b83f577299fc1f359 |
| Source note | uspto-grants-2015_05 |