HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-(cyclopentyloxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (Azetidin-1-yl)(5-chloropyrazin-2-yl)methanone | HCID 46870328 | — |
| Reactant | 3-(Cyclopentyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide | HCID 59127100 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-(cyclopentyloxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide | HCID 16039762 | 91% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
3-(Cyclopentyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (200 mg, 0.67 mmol), 2-(azetidin-1-ylcarbonyl)-5-chloropyrazine (159 mg, 0.80 mmol) and potassium carbonate (184 mg, 1.33 mmol) were dissolved/suspended in acetonitrile (3.5 mL). The reaction mixture was heated for 4 hours at 120° C. in a microwave reactor. The mixture was cooled, filtered and concentrated in vacuo. The crude product was chromatographed on silica, eluting with 0-5% methanol in DCM, to give the required product as a white foam (282 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642259B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-b746a74ce01c4457873ea5ac44b7c406 |
| Source note | uspto-grants-2010_01 |