HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(4'Methoxy-biphenyl-3-yl)-7-methylsulfanyl-pyrazolo[1,5-c]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 5-(3-Bromo-phenyl)-7-methylsulfanyl-pyrazolo[1,5-c]pyrimidine | HCID 67319242 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(4'Methoxy-biphenyl-3-yl)-7-methylsulfanyl-pyrazolo[1,5-c]pyrimidine | HCID 67319407 | 151.1% |
Reaction Steps
Under an inert gas atmosphere is dissolved 5-(3bromophenyl)-7-methylsulfanyl-pyrazolo-[1,5-c]pyrimidine (compound D3)(0.25 g) and 4-methoxyphenyl boronic acid (0.45 g) in dimethoxyethane. To this solution are added bis-(triphenylphosphine)palladium(II) chloride (0.13 mmol) and an aqueous sodium carbonate solution (2M, 8 ml). The reaction mixture is heated to reflux for 18 h The mixture is diluted with ethyl acetate and filtered over silica gel. The product is partitioned between ethyl acetate and an aqueous solution of sodium bicarbonate (5%), the organic phase is dned over sodium sulfate and the crude product is purified by silica gel flash chromatography. A nearly colorless solid (0.41 g) in 60% yield is obtained,
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745446B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-b508c1e5041d4659bf7164d867ac64c9 |
| Source note | uspto-grants-2010_06 |