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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771826Generated: November 3, 2026

Lithium Hydroxide → US9249085, I(ar)

https://huagongshe.com/reaction/1771826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantIsopropyl 2-[3-[[5-(3,5-difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenoxy]acetateHCID 89445489—
SolventTetrahydrofuranHCID 8028—
ProductUS9249085, I(ar)HCID 8944371196.1%

Reaction Steps

To a solution of isopropyl 2-[3-[[5-(3,5-difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenoxy]acetate (23 mg, 0.048 mmol, 1.0 eq) in THF (3 mL) at 0° C. was added LiOH (2M aqueous solution, 1 mL, 2.0 mmol). The reaction mixture was allowed to warm to room temperature and stirred overnight. The THF was removed under reduced pressure and the remaining aqueous solution was adjusted to pH 3 by addition of 3M HCl. The resulting mixture was extracted with EtOAc and the combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a yellow solid (20 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-adf2c93b817643e2a1e2658626c64f47
Source noteuspto-grants-2016_02