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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240698Generated: October 25, 2026

Hydrochloric Acid → 5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acid

https://huagongshe.com/reaction/240698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 5-cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinateHCID 71294015—
SolventWaterHCID 962—
Product5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acidHCID 71293952101.5%

Reaction Steps

5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxylic acid methyl ester (95 mg, 299 μmol) was combined with THF (4 mL) and water (2 mL) to give a light yellow solution. Lithium hydroxide hydrate (25.1 mg, 599 μmol) was added under argon. The reaction mixture stirred at ambient temperature overnight, subsequently poured into 6 mL 2 M HCl and extracted with isopropyl acetate (2×60 mL). The organic layers were combined, dried with Na2SO4 and concentrated in vacuo to give the title compound (92 mg, quant.) as white solid; MS (ESI) 302.0 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648099B2
Source datasetuspto-grants-2014_02
ORD IDord-27e70c946e0c47efb7b623a35ddf5f23
Source noteuspto-grants-2014_02