HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-Ethyl-3-(6-methoxypyridin-3-yl)-1H-pyrazolo[4,3-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 3-bromo-1-ethyl-1H-pyrazolo[4,3-b]pyridine | HCID 66727882 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Ethyl-3-(6-methoxypyridin-3-yl)-1H-pyrazolo[4,3-b]pyridine | HCID 86688986 | 88.9% |
Reaction Steps
To a mixture of 3-bromo-1-ethyl-1H-pyrazolo[4,3-b]pyridine (120 mg), 6-methoxypyridin-3-ylboronic acid (122 mg), Pd(OAc)2 (11.92 mg) and Xphos (50.6 mg) in THF (3 mL) was added a solution of Cs2CO3 (346 mg) in H2O (1 mL). The mixture was exposed to microwave irradiation at 100° C. for 30 min, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (120 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-31d4cf53d3914813bbe0f986951b0953 |
| Source note | uspto-grants-2015_05 |