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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912806Generated: November 2, 2026

Water → Tert-butyl 4-(3,5,6-trifluoropyridin-2-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/912806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,3,5,6-TetrafluoropyridineHCID 137749—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductTert-butyl 4-(3,5,6-trifluoropyridin-2-yl)piperazine-1-carboxylateHCID 67398573—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2,3,5,6-tetrafluoropyridine (755 mg, 5 mmol, Aldrich), 1-Boc-piperazine (558 mg, 3 mmol, Aldrich) and N,N-diisopropylethylamine (1 mL, 5.8 mmol, Aldrich) in NMP (5 mL) was heated at 150° C. for 16 h. The reaction mixture was cooled to room temperature, water (25 mL) was added, and the mixture was extracted with EtOAc (2×40 mL). The combined organic phases were washed with brine (50 mL), then dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography, eluting with 20% EtOAc/hexane to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 318 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026241B2
Source datasetuspto-grants-2011_09
ORD IDord-5ab938e5834b4b3a84a5e116648890d8
Source noteuspto-grants-2011_09