HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Aminoquinoline → N-(1-phenylethyl)quinolin-8-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Aminoquinoline | HCID 11359 | — |
| Reactant | (1-Bromoethyl)benzene | HCID 11454 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-(1-phenylethyl)quinolin-8-amine | HCID 43177816 | 91% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 1.44 g (10.0 mmol) of 8-aminoquinoline, 1.01 g (10.0 mmol) of triethylamine and 1.85 g (10.0 mmol) of 1-bromo-1-phenylethane (1) was stirred for 2 hr at 120° C. One more portion of 1.01 g of triethylamine as well as 1.85 g of 1-bromo-1-phenylethane was added. The resulting mixture was stirred for additional 2 hr at 120° C. One more portion of triethylamine and 1-bromo-1-phenylethane was added, and the reaction mixture was stirred for 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 2.26 g (91%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530593B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5de44a545cb64177b7b1ef6fdc63fc77 |
| Source note | uspto-grants-2013_09 |