HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 69429519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 10954939 | HCID 10954939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69429519 | HCID 69429519 | 57.5% |
Reaction Steps
To a solution of (3RS,4RS)-pyrrolidine-3,4-dicarboxylic acid diethyl ester (2.04 g, 9.48 mmol) [Bull. Soc. Chim. Fr. 1988, 579] in dichloromethane (30 ml) was added pyridine (1.12 g, 14.22 mmol), N,N-dimethylaminopyridine (10 mg) and methanesulfonyl chloride (1.30 g, 11.38 mmol) and stirred for 2 h at RTThe solution was washed with 0.5 M aqueous HCl and water, dried and evaporated. Flash chromatography (EtOAc/hexane 1:1) gave 1.6 g (42%) of (3RS,4RS)-1-methanesulfonyl-pyrrolidine-3,4-dicarboxylic acid diethyl ester as a colorless solid, MS: 310 (M+NH4)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189756B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-c64d1e693e4c49538122b1fc5365ccf8 |
| Source note | uspto-grants-2007_03 |