HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 90415047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Bromo-6-methoxypyridin-3-amine | HCID 21310712 | — |
| Reactant | HCID 90414658 | HCID 90414658 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 90415047 | HCID 90415047 | 84% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
5-(3-Chlorophenyl)-6-methoxypyridin-3-amine. A 10 mL microwave vial was charged with 5-bromo-6-methoxypyridin-3-amine (2.00 g, 10 mmol) (3-chlorophenyl)boronic acid (1.87 g, 12 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride DCM complex (365 mg, 0.45 mmol), ACN (6 mL) and saturated aq. sodium bicarbonate (3 mL). The vial was sealed, purged with nitrogen and heated at 110° C. for 15 min. The layers were separated and the aq. phase extracted with EtOAc. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 0-50%, EtOAc/hexanes) afforded the title compound (1.95 g, 84%) which was taken on directly to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120770B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b770e09f38e14f3080d1e928d4d82175 |
| Source note | uspto-grants-2015_09 |