HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-butyl-1-isobutyl-7-[(E)-2-phenylethenyl]-1H-imidazo[4,5-c]quinolin-4-amine → 2-butyl-1-isobutyl-7-phenethyl-1H-imidazo[4,5-c]quinolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-butyl-1-isobutyl-7-[(E)-2-phenylethenyl]-1H-imidazo[4,5-c]quinolin-4-amine | HCID 21984125 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 2-butyl-1-isobutyl-7-phenethyl-1H-imidazo[4,5-c]quinolin-4-amine | HCID 21984060 | 26.6% |
Reaction Steps
2-Butyl-1-isobutyl-7-[(E)-2-phenylethenyl]-1H-imidazo[4,5-c]quinolin-4-amine (562 mg, 1.41 mmol) was hydrogenated in a Parr bottle over palladium on carbon (10%) until the starting material was consumed as judged by high performance liquid chromatography (HPLC) and thin layer chromatography (TLC) analyses. Purification on silica (5% to 10% methanol in CH2Cl2 gradient) followed by recrystallization from boiling CH3CN afforded 150 mg of 2-butyl-1-isobutyl-7-phenethyl-1H-imidazo[4,5-c]quinolin-4-amine, m.p. 181–182° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091214B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-a10c8fa6f2f44d2892a4bdf1b6af3582 |
| Source note | uspto-grants-2006_08 |