Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 3,9-Dichloro-7-methoxyacridine | HCID 66577 | — |
| Reactant | 1-Ethylpiperidin-4-amine | HCID 3734990 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71472628 | HCID 71472628 | — |
Reaction Steps
A mixture of 6,9-dichloro-2-methoxyacridine (100 mg, 0.36 mmol) and phenol (approximately 1.5 g) was heated to 100° C. under nitrogen atmosphere and stirred for 1 hour. 1-Ethylpiperidin-4-amine (92 mg, 0.72 mmol) was added to the mixture. The reaction was stirred at 100° C. for 5 hours, cooled to 20-25° C., and diluted with dichloromethane. The mixture was washed twice with sodium hydroxide solution (1 N) and twice with ammonium chloride solution. The phases were separated, and the organic layer was dried and concentrated. The residue was purified by Biotage column chromatography using triethylamine (5%) and methanol (5 to 15%) in dichloromethane to give the title compound; MS (Found: M+1=370).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221760B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-c02a49d7ae2d45c29cbcf18a4d975db6 |
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| Source note | uspto-grants-2015_12 |
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