Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907561Generated: October 30, 2026

Dimethylformamide → Tert-butyl (1-(3-chloropyrazin-2-yl)pyrrolidin-3-yl)carbamate

https://huagongshe.com/reaction/907561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,3-DichloropyrazineHCID 78575—
ReactantTert-butyl 1-aminopyrrolidine-3-carboxylateHCID 21876723—
ProductTert-butyl (1-(3-chloropyrazin-2-yl)pyrrolidin-3-yl)carbamateHCID 59013776—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a round bottom flask equipped with a magnetic stir bar was added 2,3-Dichloro-pyrazine (3 g, 20.2 mmol) and dry DMF (50 mL). 3-Boc-aminopyrrolidine (8.2 g, 44.5 mmol) was dissolved in dry DMF (50 mL) and added to the round bottom flask. The reaction mixture was allowed to continue to stir overnight at 100° C. LC/MS analysis indicated the desired product as the main component. The reaction mixture was cooled to room temperature and poured on ice. The mixture was extracted with EtOAc and the EtOAc layer was washed with water and brine and dried on sodium sulfate. After removal of solvent in vacuo the desired product [1-(3-Chloro-pyrazin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (6.8 g, 99% yield) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013156B2
Source datasetuspto-grants-2011_09
ORD IDord-0a3e25ed7ef7495a818e15f086d4f264
Source noteuspto-grants-2011_09