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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57688Generated: October 26, 2026

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

https://huagongshe.com/reaction/57688

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 numberUS09434731B2
Source datasetuspto-grants-2016_09
ORD IDord-8763a1fd01a54fe4bfcc2cc3185d12de
Source noteuspto-grants-2016_09