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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714890Generated: October 30, 2026

Sodium hydride → HCID 117840819, compound

https://huagongshe.com/reaction/714890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 117840653HCID 117840653—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117840819HCID 11784081931%

Reaction Steps

tert-Butyl 3-(4-((tert-butoxycarbonyl)amino)-2-cyano-1-ethoxy-1-oxobutan-2-yl)azetidine-1-carboxylate (7 g) obtained in Step B of Example 309 in tetrahydrofuran (80 mL) was added sodium hydride (60% in mineral oil, 816 mg) in an ice bath, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-38516d98b00e4c909a6477e399280e2b
Source noteuspto-grants-2015_11