HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178495722, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Azetidin-1-ylcarbonyl)-2-chloropyridine | HCID 53629615 | — |
| Reactant | tert-Butyl 3-({3-hydroxy-5-[(1S)-2-methoxy-1-methylethoxy]benzoyl}amino)-1H-pyrazole-1-carboxylate | HCID 59127185 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178495722 | HCID 178495722 | 11.6% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A solution of 1,1-dimethylethyl 3-{[(3-hydroxy-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}phenyl)carbonyl]amino}-1H-pyrazole-1-carboxylate (157 mg, 0.4 mmol) and 5-(azetidin-1-ylcarbonyl)-2-chloropyridine (95 mg, 0.48 mmol) in acetonitrile (2 mL), containing potassium carbonate (111 mg, 0.8 mmol), was heated in a microwave reactor at 160° C. for 6 hours. The reaction mixture was filtered and the filtrate evaporated to dryness under reduced pressure and purified by chromatography on silica, eluting with 50-100% ethyl acetate in hexane to give a product which was further purified by chromatography on silica, eluting with 0-8% methanol in ethyl acetate, to give the required product as a white foam (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642259B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-d183bdc1f3ab44c485c1077938e9c72e |
| Source note | uspto-grants-2010_01 |