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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479824Generated: October 26, 2026

Pyrrolidine → 2-Chloro-6-(pyrrolidin-1-yl)pyridine-4-carbonitrile

https://huagongshe.com/reaction/1479824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant2,6-DichloroisonicotinonitrileHCID 735906—
SolventEthanolHCID 702—
Product2-Chloro-6-(pyrrolidin-1-yl)pyridine-4-carbonitrileHCID 8307458087%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 2,6-dichloropyridine-4-carbonitrile 24 (4 g, 23.5 mmol) in abs. EtOH (10 mL) was added with pyrrolidine (1.15 mL, 1 mol eq) and the mixture was heated at 70° C. for 6 h. The solvent was removed under reduced pressure, water was added to the residue and the aqueous phase was extracted with EtOAc (3×40 mL). The combined organic phase was washed with brine (1×60 mL), dried over Na2SO4 and evaporated to afford 25A as a pale yellow deliquescent solid (4.2 g, 20 mmol, 87% Yield). 1HNMR (DMSO, 400 MHz) δ 2.00 (m, 4H), 3.42 (m, 4H), 6.39 (s, 1H), 6.61 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-edd19a8305294f959400d1e5b982b104
Source noteuspto-grants-2016_08