HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthopropionate → 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthopropionate | HCID 66995 | — |
| Reactant | Trimethyl orthovalerate | HCID 83755 | — |
| Reactant | 7-benzyloxy-N4-(2-phenoxyethyl)quinoline-3,4-diamine | HCID 67050928 | — |
| Reactant | 6-(benzyloxy)-N4-methylquinoline-3,4-diamine | HCID 67051007 | — |
| Product | 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinoline | HCID 67050930 | — |
Reaction Steps
The general method described in Part A of Example 47 was followed using 6-benzyloxy-N4-methylquinoline-3,4-diamine (7.91 g, 28.3 mmol) in lieu of 7-benzyloxy-N4-(2-phenoxyethyl)quinoline-3,4-diamine and triethyl orthopropionate (12.69 mL, 56.6 mmol) in lieu of trimethyl orthovalerate. The precipitate from the reaction was isolated in two crops to provide 7.56 g of 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinoline as a yellow solid, mp 168.2-169.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263594B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-51cb54761f1c490dbe8d1e9d0c866e25 |
| Source note | uspto-grants-2012_09 |