HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 89691440, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 89690253 | HCID 89690253 | — |
| Reactant | HCID 89690439 | HCID 89690439 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 89691440 | HCID 89691440 | 5.8% |
Reaction Steps
To a mixture of 6-((4-chlorobenzyl)oxy)pyrimidin-4(3H)-one (150 mg), (2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)boronic acid (275 mg), DCM (15 ml) and MeOH (15 ml) were added copper acetate (346 mg) and pyridine (0.5 ml), and the resulting reaction mixture was stirred at room temperature for 16 h. The solids were then filtered through Celite, and the filtrate was poured into 1 M HCl. The mixture was extracted with DCM, and the combined DCM layer was washed successively with saturated NaHCO3 solution, brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by preparative HPLC to give the title compound (15 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8bf80e99cfa84005a7301c6323d639e9 |
| Source note | uspto-grants-2016_06 |