HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Pyridinium, 1-amino-, iodide (1:1) | HCID 2733704 | — |
| Reactant | N-[3-(2-Chloro-pyrimidin-4-ylethenyl)-phenyl]-2,2,2-trifluoro-acetamide | HCID 86631082 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide | HCID 59513717 | 63.5% |
Reaction Steps
N-[3-(2-Chloro-pyrimidin-4-ylethenyl)-phenyl]-2,2,2-trifluoro-acetamide (9.14 g, 28.1 mmol), N-aminopyridinium iodide (6.24 g, 28.1 mmol), KOH (1.57 g, 28.9 mmol) and K2CO3 (7.76 g) were stirred in DMSO (175 mL) until all starting material was consumed by LC/MS analysis. Reaction was poured into water to yield a precipitate which was filtered off, washed well with water and dried. Crude product was triturated in EtOAc and filtered to yield 7.45 g of the title compound, Rf=0.2 (2:1 Hexanes/EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807673B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-67ede9aba3ac41aabfb5716a749c397c |
| Source note | uspto-grants-2010_10 |