HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-(2-Quinoxalin-2-yl-ethyl)piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin-4-yl)-amide | HCID 11231497 | — |
| Reactant | 2-Ethenylquinoxaline | HCID 21803421 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(2-Quinoxalin-2-yl-ethyl)piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin4-yl)-amide | HCID 10275146 | 12.9% |
Reaction Steps
A mixture of amine (1f) (0.403 g, 1.4 mmol), 2-vinyl-quinoxaline (b), (0.22 g, 1.4 mmol), acetic acid (0.1 ml) and ethanol (5.2 ml) was heated under reflux for 6 hours. The mixture was then made basic with aqueous sodium hydroxide and extracted with ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel eluting with dichloromethane-methanol (99-1). After evaporation the residue was triturated with a small amount of ethyl acetate and crystallised. The solid was collected by filtration and dried to give the title compound (80 mg) mp.: 170° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186730B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-4d757dd362154ec9b15fc94b7f9cdbee |
| Source note | uspto-grants-2007_03 |