HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2,6-dichloro-5-fluoro-pyridin-3-ylmethyl)-N-(2-vinyl-phenyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(2-Ethenylphenyl)acetamide | HCID 12464032 | — |
| Reactant | 3-(Bromomethyl)-2,6-dichloro-5-fluoropyridine | HCID 59717573 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2,6-dichloro-5-fluoro-pyridin-3-ylmethyl)-N-(2-vinyl-phenyl)-acetamide | HCID 59717570 | 96% |
Reaction Steps
To a stirred mixture of 1B (0.5 g, 1.93 mmol) and N-(2-vinyl-phenyl)-acetamide bb (0.314 g, 1.95 mmol) in DMF (5 mL) was added NaH (47 mg, 1.95 mmol) at 0° C. The reaction mixture was stirred for 30 minutes at room temperature, then poured into H2O (50 mL) and extracted with Et2O (20 mL). The Et2O layer was washed with H2O (2×20 mL), dried (MgSO4), filtered and concentrated in vacuo to give 1C (0.63 g, 96%). HPLC Rt=3.212 min. (Column: YMC ODS-A 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378426B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-785737f82afe4b12b86355e8e4348efe |
| Source note | uspto-grants-2008_05 |