HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 53951342, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate | HCID 10750535 | — |
| Reactant | HCID 18176374 | HCID 18176374 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53951342 | HCID 53951342 | — |
Reaction Steps
Sodium hydride (0.081 g, 2.02 mmol, 60% mineral oil dispersion) is added to a solution of [2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester (0.404 g, 2.02 mmol) in DMF (5 mL) at 0° C. The mixture is stirred for 10 minutes, then cannulated dropwise to a solution of 1-benzenesulfonyl-2-bromomethyl-4-chloro-1H-pyrrolo[3,2-c]pyridine (0.74 g, 1.92 mmol) in DMF (10 mL) at 0° C. The resulting yellow solution is stirred for 1 hour at 0° C. then quenched with saturated ammonium chloride solution and diluted with EtOAc. The organic layer is washed with water and brine, then dried over MgSO4, filtered and concentrated. The solid product (0.94 g, 1.86 mmol) is used in the subsequent step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06281227B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-4ab93e56899a47a99dd375025d1b2d37 |
| Source note | uspto-grants-2001_08 |