HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → HCID 10728720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10728720 | HCID 10728720 | — |
Reaction Steps
BOP (3.07 g, 6.94 mmol) and DIEA (606 μl, 3.47 mmol) were added to a mixture of 5-bromo-2-fluoropyridine (400 mg, 2.312 mmol) and cyanoacetic acid (201 mg, 2.358 mmol) in DMF (11.6 mL). The reaction mixture was stirred at room temperature overnight, diluted with ethyl acetate and washed with water (2×). The organic layer was concentrated under reduced pressure and the residue was purified by silica gel chromatography (ethyl Acetate/hexanes) to afford N-(5-bromopyridin-2-yl)-2-cyanoacetamide. MS ESI calc'd for C8H7BrN3O [M+H]+ 240 and 242. found 240.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376418B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f6b4edeb37c7479d90f280394c1dccbc |
| Source note | uspto-grants-2016_06 |