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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182993Generated: October 26, 2026

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

https://huagongshe.com/reaction/1182993

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 to 140° C. in a microwave reactor for 45 min. The mixture was substantially freed of the DMSO by Kugelrohr distillation and admixed with water, and the precipitating solid was filtered off. After drying under high vacuum, 2.24 g (46% of theory) of the product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664246B2
Source datasetuspto-grants-2014_03
ORD IDord-92151802975547a6bc1c359f2c6e7e1b
Source noteuspto-grants-2014_03