HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Amino-3-nitro-5-phenylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Amino-5-bromo-3-nitropyridine | HCID 138878 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-Amino-3-nitro-5-phenylpyridine | HCID 10822555 | 46.4% |
Reaction Steps
A mixture of 5-bromo-3-nitropyridine-2-amine (10 g), phenylboronic acid (8.39 g), tetrakis(triphenylphosphine)palladium(0) (5.3 g), 2N aqueous sodium carbonate solution (100 ml) and dimethoxyethane (500 ml) was heated under reflux under an argon atmosphere for 5 hr. The insoluble material was removed by filtration, and the filtrate was concentrated, diluted with water and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated. The obtained crude crystals were washed with diethyl ether to give the title compound (4.58 g, yield 46%) as yellow crystals. purity 80%. M+H: 216.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124617B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-298827bba1254eb3a3c5a4532e77f5c3 |
| Source note | uspto-grants-2012_02 |