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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407971Generated: October 29, 2026

Diisopropylethylamine → (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1'-(5-chloropyrazin-2-yl)-[1,4'-bipiperidin]-2-one

https://huagongshe.com/reaction/407971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,5-DichloropyrazineHCID 336224—
Reactant(S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1,4'-bipiperidin-2-one hydrochlorideHCID 67470474—
SolventDimethylformamideHCID 6228—
Product(S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1'-(5-chloropyrazin-2-yl)-[1,4'-bipiperidin]-2-oneHCID 8668810942.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A flask was charged with (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1,4′-bipiperidin-2-one hydrochloride (0.075 g, 0.18 mmol), 2,5-dichloropyrazine (0.030 g, 0.20 mmol), Hunig's base (0.095 mL, 0.54 mmol), and DMF (3 mL). The reaction was stirred at 100° C. overnight. The organic solvents were removed under reduced pressure. The residue was purified using silica gel column chromatography with 50-100% ethyl acetate in hexanes to provide (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1′-(5-chloropyrazin-2-yl)-[1,4′-bipiperidin]-2-one (0.037 g, 0.076 mmol, 42% yield) as yellow solid. Mass spectrum (apci) m/z=489.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754226B2
Source datasetuspto-grants-2014_06
ORD IDord-5f12a1f812d6485ab572c4b08c4deead
Source noteuspto-grants-2014_06