HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Chloro-2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Chloroacetyl)-4-(4-fluorophenyl)piperazine | HCID 1848511 | — |
| Reactant | HCID 178470422 | HCID 178470422 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 4-Chloro-2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester | HCID 58778032 | — |
Reaction Steps
Protocol T was followed using 4-Chloro-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=2/3) afforded the title compound as a white solid. 1H NMR (400 MHz, CDCl3): 6.94–7.1 (m, 2H), 6.84–6.88 (dd, 2H), 5.04 (s, 2H), 4.38–4.44 (q, 2H), 3.62–3.80 (m, 4H), 3.02–3.14 (m, 4H), 2.3 (s, 3H), 1.36–1.42 (t, 3H). 13C NMR (400 MHz, CDCl3): 182, 165, 119, 116.2, 116, 61.4, 52.3, 51, 50.8, 45.8, 42.6, 14.4, 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157464B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-5a21ed986de84741b3959856aef25525 |
| Source note | uspto-grants-2007_01 |