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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444836Generated: October 26, 2026

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

https://huagongshe.com/reaction/444836

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 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 numberUS08476267B2
Source datasetuspto-grants-2013_07
ORD IDord-53e048b270bd4d2e8cadf9673a414674
Source noteuspto-grants-2013_07