HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[4-(4-Bromophenoxy)-3-phenyl-1-piperidinyl]-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Bromophenoxy)-3-phenylpiperidine | HCID 13039289 | — |
| Reactant | 2-Chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline | HCID 15287105 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[4-(4-Bromophenoxy)-3-phenyl-1-piperidinyl]-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline | HCID 18981936 | 56% |
Reaction Steps
A solution of 2-chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline (3.00 g), 4-(4-bromophenoxy)-3-phenylpiperidine (5.20 g), triethylamine (1.62 g) and dimethylformamide (50 ml) was stirred at 115° C., under nitrogen, overnight. The solution was poured onto ice water (600 ml) and the precipitate was collected. The precipitate was dissolved in dichloromethane and the solution was washed with brine, dried over anhydrous magnesium sulfate, filtered, and the filtrate was evaporated. The residue was triturated with ethyl acetate and then recrystallized from chloroform-ether to give 4.25 g (56%) of product, mp 188°-189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05500423 |
| Source dataset | uspto-grants-1996_03 |
| ORD ID | ord-2d123a315a074d19b7c5fe23cd715689 |
| Source note | uspto-grants-1996_03 |