HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,1-Trimethoxybutane → ethyl 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,1-Trimethoxybutane | HCID 123512 | — |
| Reactant | Ethyl 5-(3-aminoquinolin-4-ylamino)pentanoate | HCID 57447068 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Product | ethyl 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoate | HCID 57447069 | 90.2% |
Reaction Steps
The method described in Part A of Example 10 was used to treat ethyl 5-(3-aminoquinolin-4-ylamino)pentanoate (26.3 g, 91.5 mmol) with trimethyl orthobutyrate (18.3 mL, 114 mmol) and pyridinium p-toluenesulfonate (0.5 g). The reaction was complete in three hours to provide 28 g of ethyl 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoate as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697873B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-d265c4f0bb934649b9d08aadc4bcb426 |
| Source note | uspto-grants-2014_04 |