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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548569Generated: October 25, 2026

Hydrochloric Acid → (4-{3-[3-(4-Methanesulfonyl-phenylethynyl)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acid

https://huagongshe.com/reaction/548569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant(4-{3-[3-(4-Methanesulfonyl-phenylethynyl)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acid methyl esterHCID 67158555—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(4-{3-[3-(4-Methanesulfonyl-phenylethynyl)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acidHCID 24752742—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (4-{3-[3-(4-methanesulfonyl-phenylethynyl)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acid methyl ester (50 mg, 0.08 mmol) in THF (1.25 ml) and methanol (0.25 ml) was added a ice-cold solution of LiOH (1 M, 1.25 ml). The reaction mixture was stirred at 0° C. for 460 min., after which water (10 ml) and aqueous HCl (1M, 1.75 ml) were added. The mixture was extracted with ethyl acetate (2×10 ml), and the combined organic phases were dried and evaporated to give the title compound in 15 mg (31%) yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943612B2
Source datasetuspto-grants-2011_05
ORD IDord-3bae62b6c69c4441ad55f04eee84df8b
Source noteuspto-grants-2011_05