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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42174Generated: October 27, 2026

Triethylamine → (R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile

https://huagongshe.com/reaction/42174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriethylamine hydrochlorideHCID 11130—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
Reactant2-Methylpiperazine, (R)-HCID 7330434—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(R)-6-(3-Methylpiperazin-1-yl)nicotinonitrileHCID 4418648159%

Reaction Steps

Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro-nicotinonitrile (2.76 g, 20 mmol, 1 eq), (R)-2-methyl-piperazine (2.00 g, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536168B2
Source datasetuspto-grants-2013_09
ORD IDord-60167e6f1e81401bbd6452b0dc756490
Source noteuspto-grants-2013_09