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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889709Generated: October 29, 2026

1,4-Dioxane hydrochloride → 4-Methyl-2-(5-piperidin-3-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester

https://huagongshe.com/reaction/889709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactant4-Methyl-2-(5-pyridin-3-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 57665945—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventMethanolHCID 887—
Product4-Methyl-2-(5-piperidin-3-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 57666020—

Reaction Steps

A solution of 4-Methyl-2-(5-pyridin-3-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester, compound 33a (1.0 g, 2.27 mmol) in MeOH (75 ml), platinum oxide (51 mg, 0.97 mmol) and 4N HCl/dioxane (0.62 ml) was hydrogenated at 40 psi for 5.5 hours. The reaction mixture was filtered through celite, washed with MeOH and concentrated in vacuo. The residue was partitioned between dichloromethane and Na2CO3 to give the free base, (977 mg, 97% ). Calculated for C26H32F3NO2 (M+H) 447.53, Found 448.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252935B2
Source datasetuspto-grants-2012_08
ORD IDord-6778ce144e25489f8e5dcbb051419229
Source noteuspto-grants-2012_08