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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261677Generated: November 5, 2026

Dichloromethane → N-[(1R,3S)-3-isopropyl-3-(4-[6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-ylcarbonyl)cyclopentyl]-3-methyltetrahydro-2H-pyran-4-amine

https://huagongshe.com/reaction/1261677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-butyl [(1R,3S)-3-isopropyl-3-(4-[6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamateHCID 59833570—
SolventHydrochloric AcidHCID 313—
ProductN-[(1R,3S)-3-isopropyl-3-(4-[6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-ylcarbonyl)cyclopentyl]-3-methyltetrahydro-2H-pyran-4-amineHCID 1164157399%

Reaction Steps

A solution of tert-butyl [(1R,3S)-3-isopropyl-3-(4-[6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate (800 mg, 1.65 mmol) dissolved in 4 M of HCl in 1,4-dioxane (10 mL, 40 mmol) was stirred at room temperature for 2 h. The reaction mixture was diluted with methylene chloride, washed with saturated NaHCO3 solution, dried with sodium sulfate, filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography to yield the desired product (0.6 g, 99%). LCMS calculated for C18H27F3N5O: (M+1) 386.2; found 386.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470827B2
Source datasetuspto-grants-2013_06
ORD IDord-fd4a22e0d84c4d1fb0b52c907b5344fb
Source noteuspto-grants-2013_06