HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,4-Dioxo-1-[(5-methyl-1H-imidazol-4-yl)methyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5,6-Dihydro-4-methoxy-1-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]-2(1H)-pyridinone | HCID 10434543 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,4-Dioxo-1-[(5-methyl-1H-imidazol-4-yl)methyl]piperidine | HCID 15616317 | 62.2% |
Reaction Steps
To a solution of 5,6-dihydro-4-methoxy-1-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4yl]methyl]-2(1H)-pyridinone (500 mg) in THF (4 ml) was added hydrochloric acid (5M; 1 ml), and the mixture was stirred at 50° for 1 h. The solvent was removed in vacuo, triethylamine (1 ml) was added, and the mixture was again evaporated to dryness. FCC of the residue eluting with ethyl acetate:methanol:triethylamine (8:4:1) gave the title compound (139 mg), m.p. 100°-106° (decomp.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05360800 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-18f0171ecee64e82bf5ea7a4d799337b |
| Source note | uspto-grants-1994_11 |