HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 54199144, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Bromomethyl)-1-benzothiophene-5-carbonitrile | HCID 13567967 | — |
| Reactant | ethyl 2-[4-[((2R)-1-tert-butoxycarbonyl-2-pyrrolidinyl)methoxy]phenyl]-2-ethoxycarbonylacetate | HCID 54022452 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54199144 | HCID 54199144 | 85.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05962695 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-80c4343f96a54fd180be86fd6f402547 |
| Source note | uspto-grants-1999_10 |