HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57447030, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethoxyacetyl chloride | HCID 84189 | — |
| Reactant | HCID 57447017 | HCID 57447017 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 57447030 | HCID 57447030 | 68.2% |
Reaction Steps
A solution of ethyl 6-(3-aminoquinolin-4-ylamino)hexanoate (9.25 g, 30.7 mmol) in chloroform (100 mL) was cooled to 0° C.; triethylamine (5.13 mL, 36.8 mmol) was added. Ethoxyacetyl chloride (4.51 g, 36.8 mmol) was then added dropwise over a period of five minutes. The reaction was allowed to warm to ambient temperature, heated at reflux overnight, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (eluting with 93:7 dichloromethane:methanol) to provide 7.73 g of ethyl 6-(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697873B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-1c2120d34e084e129914bd58e24571df |
| Source note | uspto-grants-2014_04 |