HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3'-Nitro-3,6-dihydro-2H-1,2'-bipyridine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Isoguvacine Hydrochloride | HCID 155107 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | 3'-Nitro-3,6-dihydro-2H-1,2'-bipyridine-4-carboxylic acid | HCID 58319495 | 43.8% |
Reaction Steps
A well homogenised mixture of isoguvacine hydrochloride (497 mg, 3.04 mmol), 2-chloro-3-nitro-pyridine (482 mg, 3.04 mmol) and potassium carbonate (882 mg, 6.38 mmol), was stirred at 60° C. for 1.5 h. The reaction mixture was cooled, poured into a solution of water and formic acid (pH=3) and extracted with dichloromethane. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether-Acetic Acid 20:80:0.05) affording the title product (332 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-31cd3288dcc1486093a8363980de89d9 |
| Source note | uspto-grants-2013_08 |