HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 118497068, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 118456284 | HCID 118456284 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 118497068 | HCID 118497068 | 40% |
Reaction Steps
To a solution of 5-(5-(6-amino-3-fluoropyridin-2-yl)-2-chlorobenzamido)-1-phenyl-1H-pyrazole-3-carboxamide (Preparation 1, 23 mg, 0.05 mmol) in acetic acid (2 mL) was added acetic anhydride (0.5 mL) and the reaction was stirred at room temperature for 18 hours. The reaction was poured into water (50 mL) and basified by the addition of solid potassium carbonate. The aqueous solution was extracted with ethyl acetate (50 mL) and the organic layer was washed with brine (50 mL), dried over magnesium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 40-60% EtOAc in heptanes followed by trituration in TBME to afford the title compound as a white solid (10 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328096B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5725e455e9034b83b86ad2a4a0e42903 |
| Source note | uspto-grants-2016_05 |