HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → HCID 178518092, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,5-Naphthyridine-2-carbaldehyde | HCID 11586336 | — |
| Reactant | benzyl 2-[[2,4-bis(trifluoromethyl)phenyl]methylamino]-5-oxo-4H-imidazole-3-carboxylate | HCID 178516791 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 178518092 | HCID 178518092 | 23.2% |
Reaction Steps
To a mixture of 2-(2,4-bis-trifluoromethyl-benzylamino)-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester (94.5 mg, 0.20 mmol), 1,5-naphthyridine-6-carboxaldehyde (31.7 mg, 0.20 mmol) and iPrOH (5.0 mL) in a 25-mL round bottom flask was added piperidine (0.05 mL) and the suspension was then heated under refluxing for 4.5 hrs to give a suspension. The reaction mixture was cooled to r.t. and the solid was collected by filtration, washed with MeOH, ether and dried in vacuum at 100° C. for 3 h to give 2-(2,4-bis-trifluoromethyl-benzylamino)-5-[1,5]naphthyridin-2-ylmethylene-1,5-dihydro-imidazol-4-one as a light yellow solid (21.6 mg, 23.2%). HR-ES (+) m/e calcd. for C21H13F6N5O: (M+H)+ 466.1097. Found: 466.1098.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07268231B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-874b71edcef0406c927ba1bdd70c33d4 |
| Source note | uspto-grants-2007_09 |