Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771769Generated: November 2, 2026

Sodium Hydroxide → US9249085, I(ah)

https://huagongshe.com/reaction/1771769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantIsopropyl 2-[4-fluoro-3-[[3-(3-fluorophenyl)-5-hydroxy-phenyl]methylamino]-2-methyl-phenoxy]acetateHCID 89443664—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductUS9249085, I(ah)HCID 8944377937.6%

Reaction Steps

To a solution of isopropyl 2-[4-fluoro-3-[[3-(3-fluorophenyl)-5-hydroxy-phenyl]methylamino]-2-methyl-phenoxy]acetate (90 mg, 0.2 mmol, 1 eq) in a mixture of MeOH (3 mL) and THF (3 mL) was added NaOH (1 M aqueous solution, 3 mL, 3 mmol) and the reaction was stirred at room temperature for 3 h. The MeOH and THF were removed under reduced pressure and the aqueous phase was acidified to pH 3-6 by addition of 1M HCl. The aqueous layer was extracted with EtOAc and the combined organic extracts were dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as yellow oil (30 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-96c315e9a3324d74a7369a8a3ed7ce55
Source noteuspto-grants-2016_02