HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid N'-[2-(4-fluoro-phenyl)-acetyl]-hydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylacetyl chloride | HCID 3744988 | — |
| Reactant | 3-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid hydrazide | HCID 59392904 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid N'-[2-(4-fluoro-phenyl)-acetyl]-hydrazide | HCID 59392898 | 87% |
Reaction Steps
The product from Example 9.1 (160 mg, 0.524 mmol) and sodium carbonate (106 mg, 1 mmol) were mixed with anhydrous tetrahydrofuran (25 mL) and then cooled in ice bath. To this stirred solution was added 4-fluorophenylacetyl chloride (90 mg, 0.55 mmol) dropwise. The mixture was stirred at room temperature for 2 h then concentrated in vacuo. The residue was portioned between ethyl acetate and water and the organic phase washed with water, dried (Na2SO4) and concentrated in vacuo. Short column chromatography afforded the desired compound (210 mg, yield 86%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859563B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-efcc7664769043208382a4dde03bdb37 |
| Source note | uspto-grants-2014_10 |