Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846782Generated: November 1, 2026

HCID 28548490, compound → HCID 58548679, compound

https://huagongshe.com/reaction/1846782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 28548490HCID 28548490—
Reactant2-Fluoro-3-(tetrahydro-2H-pyran-4-yl)pyridineHCID 59327155—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 58548679HCID 5854867960%

Reaction Steps

4-(5-methyl-pyridin-2-ylamino)-cyclohexanol (50 mg) was added to a solution of 2-fluoro-3-(tetrahydro-pyran-4-yl)-pyridine, as prepared in preparation 1a, (50 mg) in DMSO (15 mL) and the reaction mixture was stirred until TLC analysis confirmed the absence of starting materials. Then the mixture was diluted with water (10 mL), and extracted with EtOAc (3×20 mL). The combined organic extracts were washed with water (5 mL) and brine (10 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was purified by column chromatography (EtOAc:Petrol ether=1:1) to provide (5-methyl-pyridin-2-yl)-{4-[3-(tetrahydro-pyran-4-yl)-pyridin-2-yloxy]-cyclohexyl}-amine (0.03 g, yield 60%) as a solid. [M+1] 368. IC50 (uM): 0.057.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-6422531d34464d71b4b024a9e6660608
Source noteuspto-grants-2015_02