HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → HCID 178518086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,5-Naphthyridine-2-carbaldehyde | HCID 11586336 | — |
| Reactant | benzyl 2-[(2-chlorophenyl)methylamino]-5-methylidene-4H-imidazole-3-carboxylate | HCID 178430741 | — |
| Product | HCID 178518086 | HCID 178518086 | — |
Reaction Steps
To a mixture of 2-(2-chloro-benzylamino)-4-methylene-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester (62.0 mg, 0.17 mmol), 1,5-naphthyridine-6-carboxaldehyde (31.6 mg, 0.2 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 3.5 hrs to give a suspension. The reaction mixture was concentrated to give a brown solid which was washed with MeOH and ether. The solid was collected by filtration to give 2-(2-chloro-benzylamino)-5-[1,5]-naphthyridin-2-ylmethylene-1,5-dihydro-imidazol-4-one as a brown solid, (10.1 mg, 16.3%). HR-ES (+) m/e calcd. for C19H14ClN5OS: (M+H)+ 364.0960. Found: 364.0959.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07268231B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-3be96431ff5946038545072e68ca07f8 |
| Source note | uspto-grants-2007_09 |