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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876788Generated: November 3, 2026

Ethyl Acetate → Sitagliptin

https://huagongshe.com/reaction/1876788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 131730058HCID 131730058—
SolventWaterHCID 962—
ProductSitagliptinHCID 436935992.6%

Reaction Conditions

Temperature5 °C

Reaction Steps

10% sodium hydroxide solution (15 mL) is added to a mixture of ethyl acetate (25 mL), water (20 mL), and sitagliptin di-p-tolyl-tartarate salt (8.0 g) under stirring at about 5° C. The mixture is stirred for about 30 minutes. The layers are separated and the aqueous layer is extracted with ethyl acetate (50 mL). The combined organic layer is distilled off completely to afford 4.1 g of sitagliptin freebase.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309724B2
Source datasetuspto-grants-2012_11
ORD IDord-8b2fe62d985c4e52ae29f4d3b39777e8
Source noteuspto-grants-2012_11