HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-8-aminoquinoline → 2-Methyl-N-[1-naphthyl(phenyl)methyl]quinolin-8-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-8-aminoquinoline | HCID 140457 | — |
| Reactant | 1-[Bromo(phenyl)methyl]naphthalene | HCID 58238627 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Methyl-N-[1-naphthyl(phenyl)methyl]quinolin-8-amine | HCID 67105272 | 12% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 2.05 g (13.0 mmol) of 2-methyl-8-aminoquinoline, 2.53 g (25 mmol) of triethylamine and 7.43 g (25 mmol) of 8 was stirred for 2 hr at 120° C. One more portion of 2.53 g of triethylamine as well as 7.43 g of 8 was added. The resulting mixture was stirred for additional 2 hr at 120° C. Finally, the product was isolated using flash chromatography on silica gel 60 (40-63 um, eluent: hexanes-ethyl acetate=20:1, vol.) to give 0.56 g (12%) of the title compound A5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530593B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5232dbda52684d7f9ddf2641db446d1f |
| Source note | uspto-grants-2013_09 |