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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53981Generated: October 30, 2026

Sodium hydride → HCID 54199144, compound

https://huagongshe.com/reaction/53981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(Bromomethyl)-1-benzothiophene-5-carbonitrileHCID 13567967—
Reactantethyl 2-[4-[((2R)-1-tert-butoxycarbonyl-2-pyrrolidinyl)methoxy]phenyl]-2-ethoxycarbonylacetateHCID 54022452—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54199144HCID 5419914485.9%

Reaction Steps

4.1 g of ethyl 2-[4-[((2R)-1-tert-butoxycarbonyl-2-pyrrolidinyl)methoxy]phenyl]-2-ethoxycarbonylacetate was dissolved in 100 ml of tetrahydrofuran. At room temperature, the thus prepared solution was mixed with 0.38 g of 60% sodium hydride and stirred for 30 minutes. With stirring at room temperature, to the resulting reaction solution was added dropwise 10 ml of a tetrahydrofuran solution containing 2.1 g of 2-bromomethylbenzo[b]-thiophene-5-carbonitrile. After concentrating the reaction solution to dryness, the resulting residue was purified by subjecting it to silica gel column chromatography using a toluene/chloroform mixture as an elution solvent, thereby obtaining 4.34 g of the title compound in an oily form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05620991
Source datasetuspto-grants-1997_04
ORD IDord-e15e291ca19f416f898005dd475e3ff8
Source noteuspto-grants-1997_04