HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | 6-Bromo-2-chloro-4-methylquinoline | HCID 4738143 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinoline | HCID 69063450 | — |
Reaction Steps
0.24 mL (2.0 mmol) of 4-methylpiperidine and 0.28 mL (2.0 mmol) of triethylamine are added to a solution of 0.51 g (2.0 mmol) of 6-bromo-2-chloro-4-methylquinoline in 15 mL of 1,4-dioxane and the reaction mixture is refluxed overnight. After cooling, the precipitate is filtered off, the filtrate is evaporated down, the residue is combined with acetonitrile and MTBE, filtered to remove insoluble ingredients, and the filtrate is evaporated down again. Yield: 0.69 g (100% of theoretical); C16H19BrN2 (M=319.240); calc.: molpeak (M+H)+: 319/321 (Br); found: molpeak (M+H)+: 319/321 (Br); HPLC-MS: 4.7 min (method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524862B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-1b8b9590f43a45e79841eccd17cf8b5f |
| Source note | uspto-grants-2009_04 |