Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,5-Dibromo-1-methylpyridin-2(1H)-one | HCID 3614350 | — |
| Reactant | 2-Amino-6-hydroxypyridine | HCID 178507634 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178479984 | HCID 178479984 | 135.1% |
Reaction Steps
A mixture of 3,5-dibromo-1-methylpyridin-2(1H)-one (2.67 g, 10.0 mmol), 6-aminopyridin-2-ol (1.1 g, 10.0 mmol), Pd2(dba)3 (460 mg, 0.5 mmol), Xantphos (576 mg, 1.0 mmol) and Cs2CO3 (6.52 g, 20.0 mmol) in DMF (40 mL) was stirred at 100° C. overnight. The mixture was concentrated and the residue was treated with DCM. The precipitate was collected by filtration and dried to give 5-bromo-3-(6-hydroxypyridin-2-ylamino)-1-methylpyridin-2(1H)-one 101a (4.0 g crude) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09260415B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-10506374d4314852b7ebe43c9d267698 |
|---|
| Source note | uspto-grants-2016_02 |
|---|
