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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2411235Generated: October 30, 2026

Trifluoroacetic acid → 5-Methyl-6-(piperazin-1-yl)nicotinonitrile

https://huagongshe.com/reaction/2411235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(5-cyano-3-methylpyridin-2-yl)piperazine-1-carboxylateHCID 66838837—
SolventDichloromethaneHCID 6344—
Product5-Methyl-6-(piperazin-1-yl)nicotinonitrileHCID 6738127465.3%

Reaction Steps

4-(5-Cyano-3-methylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (2.45 g) described in Preparation Example 102 was dissolved in dichloromethane (15 mL), trifluoroacetic acid (5 mL) was added, and the mixture was stirred at room temperature for 6 hr. The solvent was evaporated from the reaction mixture, aqueous potassium carbonate solution was added, and the mixture was extracted with chloroform. The solvent was evaporated from the organic layer, the obtained residue was purified by NH-coated silica gel silica gel column chromatography (hexane:ethyl acetate) to give the title compound (1.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816079B2
Source datasetuspto-grants-2014_08
ORD IDord-298508514bce4dc5a76a5cde757382a4
Source noteuspto-grants-2014_08