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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451241Generated: October 26, 2026

Methanesulfonyl chloride → N-[(Pyrrolidin-3-yl)methyl]methanesulfonamide

https://huagongshe.com/reaction/451241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylateHCID 1515152—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-[(Pyrrolidin-3-yl)methyl]methanesulfonamideHCID 67001019106.6%

Reaction Conditions

Temperature0 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487103B2
Source datasetuspto-grants-2013_07
ORD IDord-f1c934b756514405acb5a3a6b3eae39f
Source noteuspto-grants-2013_07