HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Amino-3,5-dibromopyridine | HCID 619792 | — |
| Reactant | 2,3-Dichlorobenzeneboronic acid | HCID 2734661 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridine | HCID 22267317 | — |
Reaction Steps
A solution of 3,5-dibromo-4-amino-pyridine 1 (4.0 g, 15.87 mmol), Pd(PPh3)4 (0.91 g, 0.78 mmol) and aqueous solution of Na2CO3 (23.8 ml, 2M) in toluene (80 ml) is added to a solution of dichlorobenzene boronic acid (6.23 g, 46.4 mmole) in ethanol (24 ml). The mixture is refluxed for 14 h., diluted with ethyl acetate and washed with saturated NH4Cl solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974808B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-0b5ac5e1d3264deeb2e49a2f83b3b173 |
| Source note | uspto-grants-2005_12 |