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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546976Generated: November 3, 2026

Tetrabutylammonium Fluoride → [5-(4-{1-ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-phenyl)-pyridin-2-yl]-acetic Acid Methyl Ester

https://huagongshe.com/reaction/546976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[5-(4-{1-ethyl-1-[3-methyl-4-(1-trimethylsilanyloxy-cyclopentylethynyl)-phenyl]-propyl}-2-methyl-phenyl)-pyridin-2-yl]-acetic Acid Methyl EsterHCID 57709210—
SolventTetrahydrofuranHCID 8028—
Product[5-(4-{1-ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-phenyl)-pyridin-2-yl]-acetic Acid Methyl EsterHCID 5770894148.1%

Reaction Steps

A 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.0466 mL, 0.0466 mmol) was added to a solution of [5-(4-{1-ethyl-1-[3-methyl-4-(1-trimethylsilanyloxy-cyclopentylethynyl)-phenyl]-propyl}-2-methyl-phenyl)-pyridin-2-yl]-acetic acid methyl ester (Example 95-(1); 18.1 mg, 0.031 mmol) in tetrahydrofuran (0.050 mL), and the mixture was stirred for 30 minutes. The reaction mixture was purified by silica gel chromatography (25% ethyl acetate/hexane) to give the title compound (7.6 mg, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-988393d977b34d84bd4a1d2302248708
Source noteuspto-grants-2011_05