HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 3-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 3-Bromo-5-(pyrrolidin-2-yl)pyridine | HCID 4403815 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine | HCID 117667478 | 79% |
Reaction Steps
To a stirred solution of 3-bromo-5-(2-pyrrolidinyl)pyridine (0.2 g, 0.881 mmol) and pyridine (0.157 mL, 1.937 mmol) in DCM (1 mL) is added methanesulfonyl chloride in DCM (1 mL) dropwise. The mixture is stirred at room temperature for 2 h. The mixture is concentrated. The resulting crude product is purified by normal phase chromatography using 0-3% MeOH in DCM as the gradient to afford 3-bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine (211.2 mg, 79% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b06947c158c34beab6694062b2731c89 |
| Source note | uspto-grants-2015_11 |