HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylamine → N-(5-bromo-4-methylpyridin-2-yl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylamine | HCID 1146 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-Amino-5-bromo-4-methylpyridine | HCID 817695 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-bromo-4-methylpyridin-2-yl)methanesulfonamide | HCID 67280818 | — |
Reaction Steps
5-Bromo-4-methylpyridin-2-amine (1.56 g) was dissolved in DCM (40 ml), trimethylamine (1.4 ml) added, followed by methanesulfonyl chloride (1.9 g) and the mixture stirred for 20 min. The solution was washed with water, dried (MgSO4) and evaporated. The residue was dissolved in THF, treated with TBAF, stirred for 16 h and evaporated. The residue was purified by chromatography on silica eluting with 27% EtOAc/isohexane. Yield 1.3 g. Carried forward to step (ii) without characterisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158820B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-e6ea66330efc4d8e98d63fafb5141d8a |
| Source note | uspto-grants-2012_04 |