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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964510Generated: October 30, 2026

Water → HCID 58065502, compound

https://huagongshe.com/reaction/1964510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 66681245HCID 66681245—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58065502HCID 5806550249.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Lithium aluminum hydride (22 mg, 0.580 mmol) was suspended in tetrahydrofuran (2 mL). Ethyl 2-(5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrol-2-yl)-1,3-thiazole-5-carboxylate (106 mg, 0.190 mmol) synthesized in Example (5c) was dissolved in tetrahydrofuran (2 mL), followed by dropwise addition at 0° C. under nitrogen atmosphere. After stirring at 0° C. for 30 minutes, water (22 μL) and an aqueous sodium hydroxide solution (5M, 88 μL) were added dropwise sequentially and slowly. After filtration through Celite, the solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=50%-100%) to afford the desired compound (48 mg, yield 49%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-3d8676ab54524ee88218c33985a897de
Source noteuspto-grants-2013_04