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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714571Generated: October 29, 2026

Hydrochloric Acid → 4-[[4-[[4-(2,2,2-Trifluoroethoxy)-1,2-benzoxazol-3-yl]oxymethyl]piperidin-1-yl]methyl]oxane-4-carboxylic acid

https://huagongshe.com/reaction/714571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 69317159HCID 69317159—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product4-[[4-[[4-(2,2,2-Trifluoroethoxy)-1,2-benzoxazol-3-yl]oxymethyl]piperidin-1-yl]methyl]oxane-4-carboxylic acidHCID 1199772258.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 4-{[4-({[4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidin-1-yl]methyl}-tetrahydro-2H-pyran-4-carboxylate (89 mg, 0.18 mmol, PCT WO2006090224 EXAMPLE 1, Step 5) in tetrahydrofuran (1 mL), methanol (1 mL) and 2 N aq. sodium hydroxide (1 mL) is stirred at 70° C. for 17 h. The mixture is neutralized with 2 N hydrochloric acid (1 mL) and formed precipitate is filtered. The precipitate is triturated with diethylether to give 50 mg (58%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187463B2
Source datasetuspto-grants-2015_11
ORD IDord-cb9e918f549d4365a6530158553a1d92
Source noteuspto-grants-2015_11