HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyrrolidone → HCID 86679117, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromo-5-(chloromethyl)pyridine | HCID 11701259 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86679117 | HCID 86679117 | 117% |
Reaction Steps
To a suspension of sodium hydride (60% in mineral oil, 0.044 g, 1.09 mmol) in DMF (2 mL) was added pyrrolidin-2-one (0.081 g, 0.945 mmol) and the reaction mixture was stirred at room temperature for 20 min. Then, 3-bromo-5-chloromethyl-pyridine (0.15 g, 0.727 mmol) was added and the resulting suspension was heated at 60° C. over night. The mixture was quenched with water (2 mL) and extracted with EtOAc (2×10 mL). Combined organics were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.217 g, 87%) as a white solid. MS: 251.1, 257.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-09b1ae3ba8c644d1933525c1ef093013 |
| Source note | uspto-grants-2016_02 |