Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088654Generated: November 3, 2026

Diisopropylethylamine → Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate

https://huagongshe.com/reaction/2088654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-BOC-3-AminopiperidineHCID 545809—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventDimethyl SulfoxideHCID 679—
ProductTert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylateHCID 57911756—

Reaction Conditions

Temperature140 °C

Reaction Steps

1.0 g (4.99 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate and 1.383 g (9.99 mmol) of 6-chloropyridine-3-carbonitrile and 1.29 g (9.99 mmol) of diisopropylethylamine were suspended in 40 ml of DMSO and heated in a microwave reactor at 140° C. for 45 min. Most of the DMSO was removed from the mixture by kugelrohr distillation, water was added and the resulting precipitate was filtered off. Drying under high vacuum gave 2.24 g (46% of theory) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436003B2
Source datasetuspto-grants-2013_05
ORD IDord-0584f07c6e8e4b1fbfe74113c724b5a3
Source noteuspto-grants-2013_05