HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 117840819, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 117840653 | HCID 117840653 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117840819 | HCID 117840819 | 31% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187453B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-38516d98b00e4c909a6477e399280e2b |
| Source note | uspto-grants-2015_11 |