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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846777Generated: November 2, 2026

HCID 58548616, compound → HCID 178420806, compound

https://huagongshe.com/reaction/1846777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58548616HCID 58548616—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 178420805HCID 17842080560%
ProductHCID 178420806HCID 17842080665%

Reaction Conditions

Temperature40 °C

Reaction Steps

The mixture of 2-{4-[3-(3,6-dihydro-2H-pyran-4-yl)-pyridin-2-yloxy]-cyclohexyl}-1H-benzoimidazole (0.15 g, 0.45 mmol), Pd/C (0.5 g) in MeOH (50 mL) was stirred under H2 atmosphere at 40° C. for 24 h. Then the reaction mixture was filtrated and the filtrate was concentrated and purified by prep-HPLC to give trans-2-{4-[3-(Tetrahydro-pyran-4-yl)-pyridin-2-yloxy]-cyclohexyl}-1H-benzoimidazole (0.11 g, 0.292 mmol, 65% yield) and cis-2-{4-[3-(Tetrahydro-pyran-4-yl)-pyridin-2-yloxy]-cyclohexyl}-1H-benzoimidazole (0.1 g, 0.265 mmol, 60% yield) as white solid. [M+1] 378 each. IC50 (uM): (trans) 0.023 and (cis) 0.025.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-08e26406f33a448e97e0744fc938ec5e
Source noteuspto-grants-2015_02