HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → N-(2,4-Difluorophenyl)-4-(2-pyridinyl)-1-piperazineacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(2-Pyridyl)piperazine | HCID 94459 | — |
| Reactant | 2-chloro-N-(2,4-difluorophenyl)acetamide | HCID 735854 | — |
| Solvent | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| Product | N-(2,4-Difluorophenyl)-4-(2-pyridinyl)-1-piperazineacetamide | HCID 3547487 | 74.8% |
Reaction Steps
A mixture of 1-pyridin-2-ylpiperazine (24 mg, 0.15 mmol, Aldrich), N-(2,4-difluorophenyl)-2-chloroacetamide (41 mg, 0.20 mmol, Maybridge) and sodium carbonate (50 mg) in N,N-dimethylformamide/water (2:1, 2 mL) was shaken at room temperature for 18 hours. The resulting mixture was decanted, concentrated under reduced pressure and the residue purified by preparative HPLC to provide 37.3 mg (74.8%) of the desired product. 1H NMR (500 MHz, DMSO-d6) δ 2.52 (t, J=4 Hz, 4H), 3.23 (s, 2H), 3.58 (t, J=4 Hz, 4H), 6.63 (t, J=5 Hz, 1H), 6.83 (d, J=6 Hz, 1H), 7.08 (t, J=6 Hz, 1H), 7.38 (t, J=6 Hz, 1H), 7.92 (m, 1H), 8.12 (d, J=5 Hz, 1H), 9.60 (s, 1H); MS (ESI/APCI+) m/e 333 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528134B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-9ff9188d66514f11a8dace1ce1cdd0ad |
| Source note | uspto-grants-2009_05 |