HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| Reactant | 4-methoxy-1-N-methylbenzene-1,2-diamine | HCID 4518444 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazole | HCID 66692798 | — |
Reaction Steps
To a solution of 4-methoxy-N1-methyl-benzene-1,2-diamine (34; 0.5 g, 0.00328 mol) and 5-bromo-pyridine-3-carbaldehyde (0.61 g, 0.00328 mol) in DMF (10 ml) and H2O (4 ml) was added OXONE® monopersulphate (2.42 g, 0.00394 mol). Reaction mass was stirred at room temperature for 3 h. The reaction mixture was basified with 10% K2CO3 solution to pH˜8-10 and extracted with EtOAc (3×20 ml). The combined organic layers were washed with brine dried over Na2SO4 and concentrated under vacuum to afford the crude compound which was purified by column chromatography to obtain title compound 2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazole (35).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382226B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9fc78bd795cc47be94b4ece473104db2 |
| Source note | uspto-grants-2016_07 |