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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367042Generated: November 1, 2026

Triethylamine → tert-Butyl [(3S)-1-({1-[6-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}carbonyl)pyrrolidin-3-yl]carbamate

https://huagongshe.com/reaction/2367042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant2-Chloro-6-(trifluoromethyl)pyridineHCID 602334—
Reactanttert-butyl [(3S)-1-(piperidin-4-ylcarbonyl)pyrrolidin-3-yl]carbamateHCID 57803247—
SolventDimethylformamideHCID 6228—
Producttert-Butyl [(3S)-1-({1-[6-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}carbonyl)pyrrolidin-3-yl]carbamateHCID 5780332729.7%

Reaction Steps

A solution of 2-chloro-6-(trifluoromethyl)pyridine (1.8 g, 9.9 mmol), tert-butyl [(3S)-1-(piperidin-4-ylcarbonyl)pyrrolidin-3-yl]carbamate (2.97 g, 10.0 mmol) and triethylamine (4.1 mL, 30 mmol) in DMF (50 mL) was heated at 100° C. for 4 hrs. After cooling down, ethyl acetate was added. The resulting solution was washed with brine several times, dried over Na2SO4 and concentrated. The residue was chromatographed on silica gel to give the title compound (1.3 g) as a yellow solid. MS (M+H) 443.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697870B2
Source datasetuspto-grants-2014_04
ORD IDord-0259c53cb69d4ade8e1532a340f8e912
Source noteuspto-grants-2014_04