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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167780Generated: October 31, 2026

Ethyl Acetate → HCID 89618522, compound

https://huagongshe.com/reaction/2167780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 89618899HCID 89618899—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89618522HCID 8961852210.9%

Reaction Steps

LAH (12 mg, 0.33 mmol) was added portionwise to a solution of (S)-methyl 4-(5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamido)-3-hydroxybutanoate (100 mg, 0.22 mmol) in THF (2 mL) at 0-5° C. and continued stirring at the same temperature for 1 h. EtOAc was added to the above reaction mixture followed by NH4Cl solution and water. Organic layer separated was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product, which was purified by Preparative TLC (using Silicagel GF254, 1000 u coated 20×20 cm dimension glass plate and 7% MeOH in CHCl3 as eluent) to afford 10.3 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045479B2
Source datasetuspto-grants-2015_06
ORD IDord-d8a3c50b287b4d77998b94170d202511
Source noteuspto-grants-2015_06