Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3-bromo-5-methylpyridine | HCID 519380 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66748081 | HCID 66748081 | 96.9% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (40.8 mg) was added to a suspension of 3-bromo-5-methylpyridin-2-amine (220 mg), 4-phenoxyphenylboronic acid (327 mg) and sodium carbonate (249 mg) in DME (8 mL) and water (1.5 mL) and the mixture was stirred at 85° C. under nitrogen overnight. Silica-gel was added and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH-silica gel, eluted with EtOAc in hexane) to give the title compound (315 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575154B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-a704a8c6d62d4f1ba427d0c38e8e5575 |
|---|
| Source note | uspto-grants-2013_11 |
|---|
