HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopentane → HCID 117988358, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromopentane | HCID 15738 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromo-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one | HCID 53412557 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117988358 | HCID 117988358 | 6.8% |
Reaction Steps
To a solution of 3-bromo-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one (1.00 g) in DMF (30 mL) was added sodium hydride (60% dispersion in mineral oil, 0.207 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added 3-bromopentane (0.851 g), and the mixture was stirred overnight at room temperature. The reaction mixture was extracted with water and ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate to ethyl acetate) to give the title compound (90.5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-27c98267deb94207b4f73622c2797453 |
| Source note | uspto-grants-2016_06 |