HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-3-nitropyridine → HCID 58577470, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | HCID 58577267 | HCID 58577267 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 58577470 | HCID 58577470 | 41.6% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of 4-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)aniline (55 mg) and 2-chloro-3-nitropyridine (35 mg) in NMP (3 mL) was stirred at 140° C. overnight. After this time, the reaction mixture was cooled to ambient temperature, diluted with water (50 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were washed with water (50 mL) then brine (50 mL), dried over sodium sulfate, and filtered and the filtrate was concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, methylene chloride to 1:9 ethyl acetate/methylene chloride) to afford N-[4-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)phenyl]-3-nitropyridin-2-amine (34 mg) as a dark brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563575B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f73f74191d5a4ba7af39b3926e85edb3 |
| Source note | uspto-grants-2013_10 |