HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethoxyacetyl chloride | HCID 84189 | — |
| Reactant | 1-[3-(3-Amino-7-phenylquinolin-4-ylamino)propyl]pyrrolidin-2-one | HCID 21984246 | — |
| Product | 1-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one | HCID 21984186 | 56.7% |
Reaction Steps
1-[3-(3-Amino-7-phenylquinolin-4-ylamino)propyl]pyrrolidin-2-one (2.21 g, 6.13 mmol) was treated with ethoxyacetyl chloride (0.95 mL, 8.76 mmol) according to the methods described in Parts C and D of Examples 152–156. Triethylamine (8.6 mmol) was added in Part C. The product from Part D was purified by column chromatography on silica gel (eluting with acetone and then chloroform:methanol in a gradient from 95:5 to 90:10) to provide 1.49 g of 1-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091214B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-f18f803e88054fb58ebacb523833a126 |
| Source note | uspto-grants-2006_08 |