HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N4-(3,5-dichloro-4-pyridyl)-9-benzyl-6-chloro-1-methoxy-9H-4-carbazole carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Amino-3,5-dichloropyridine | HCID 89888 | — |
| Reactant | HCID 69284365 | HCID 69284365 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N4-(3,5-dichloro-4-pyridyl)-9-benzyl-6-chloro-1-methoxy-9H-4-carbazole carboxamide | HCID 58905484 | 46.1% |
Reaction Steps
To a solution of 4-Nitrophenyl 9-benzyl-6-chloro-1-methoxy-4-carbazole carboxylate (124 mg, 0.255 mmoles) in dry DMF (3 ml) under nitrogen atmosphere, 3,5-dichloro-4-amino pyridine (41.5 mg, 0.255 mmoles) was added followed by sodium hydride (60% suspension, 16.7 mg, 0.382 mmoles) and the reaction mixture was stirred at room temperature for one hour. Ice pieces were added to the reaction mixture, diluted with water (15 ml) and neutralized with 1N HCl. The precipitated product was filtered, washed with water, dried and purified by column chromatography to give 60 mg of the title compound as an off white solid, m. p: 210-213° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238725B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-6b4e7644c9d243d2be85418d20a1b489 |
| Source note | uspto-grants-2007_07 |