HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → N-[(Pyrrolidin-3-yl)methyl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylate | HCID 1515152 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(Pyrrolidin-3-yl)methyl]methanesulfonamide | HCID 67001019 | 106.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
TEA (1.05 mL, 7.5 mmol) was added to a solution of (R)-3-(aminomethyl)-1-N-Boc-pyrrolidine (1 g, 5 mmol) in DCM (25 mL) at 0° C. Methanesulfonyl chloride (0.43 mL, 5.5 mmol) was then added. After stirring at 0° C. for 2 h, the reaction mixture was diluted with water. The organic phase was separated, dried (MgSO4), filtered and concentrated. The crude material was treated with 1M HCl in MeOH (25 mL) at RT and stirred at RT for 20 h. The volatiles were removed under reduced pressure to afford 0.95 g of 72 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487103B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-f1c934b756514405acb5a3a6b3eae39f |
| Source note | uspto-grants-2013_07 |