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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243879Generated: October 31, 2026

Cyanuric chloride → tert-butyl (2R)-2-cyanopyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2243879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanuric chlorideHCID 7954—
ReactantD-1-N-Boc-prolinamideHCID 2756826—
SolventDimethylformamideHCID 6228—
Producttert-butyl (2R)-2-cyanopyrrolidine-1-carboxylateHCID 275678884.2%

Reaction Steps

The title product of Example 10 (10.81 g, 50.45 mmol) and cyanuric chloride (5.58 g, 30.3 mmol) was stirred in DMF (30 mL) for 1 h. The reaction mixture was partitioned between ethyl acetate and water. The organic extracts were washed with aq. sodium carbonate, water, brine dried over sodium sulphate, filtered and concentrated to afford the title product (8.34 g, 84%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678796B2
Source datasetuspto-grants-2010_03
ORD IDord-bc86d84ef4504911a8a7d9963b65b34e
Source noteuspto-grants-2010_03