HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 71178944, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 71178940 | HCID 71178940 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71178944 | HCID 71178944 | 29.3% |
Reaction Steps
Cyclopropanecarboxylic acid (0.066 g, 0.768 mmol) was dissolved in DMF (0.8 mL), and 1,1′-carbonyldiimidazole (0.125 g, 0.768 mmol) was added. After stirring at room temperature for 30 min, 7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-sulfonamide (0.078 g, 0.154 mmol) obtained in step 5 and 1,8-diazabicyclo[5.4.0]undeca-7-en (0.140 g, 0.922 mmol) were added, and the mixture was stirred at 80° C. for 3 hr. 5% Aqueous citric acid solution was added to quench the reaction, and the precipitated crystals were collected by filtration. The obtained crystals were purified by silica gel column chromatography (chloroform/methanol=10/1) to give the title compound (0.026 g, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815874B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-9d540d5826a5499dbb444eec06cdb061 |
| Source note | uspto-grants-2014_08 |