HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(6-Chloro-2-methylpyridin-3-yl)-N-(methylsulfonyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 3-Amino-6-chloro-2-picoline | HCID 7009500 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(6-Chloro-2-methylpyridin-3-yl)-N-(methylsulfonyl)methanesulfonamide | HCID 59526403 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
In a dry flask, 6-chloro-2-methylpyridin-3-amine (160 mg, 1.12 mmol) and triethylamine (470 μl, 3.37 mmol) were taken up in dichloromethane (5.6 ml) under argon. The solution was cooled to 0° C. and stirred for 20 minutes. Methanesulfonyl chloride (131 μl, 1.68 mmol) was added dropwise over 15 minutes. The mixture was allowed to warm to room temperature and stirred as such for 16 hours. The reaction was quenched with aqueous sodium bicarbonate and washed three times with ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate, and concentrated to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-aef7ba9d803140e68f6e191b7bf3c5d6 |
| Source note | uspto-grants-2013_02 |