HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Tert-butyl[2-(4-amino-2-ethoxymethyl-1-propyl-1h-imidazo[4,5-c]quinolin-7-yloxy)ethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-butyl N-(2-iodoethyl)carbamate | HCID 641024 | — |
| Reactant | 4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-ol | HCID 136075201 | — |
| Product | Tert-butyl[2-(4-amino-2-ethoxymethyl-1-propyl-1h-imidazo[4,5-c]quinolin-7-yloxy)ethyl]carbamate | HCID 131731978 | 45.2% |
Reaction Steps
The method described in Part L of Example 2 was used to treat 4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-ol (1.89 g, 6.29 mmol) with cesium carbonate (4.10 g, 12.6 mmol) and tert-butyl 2-iodoethylcarbamate (1.79 g, 6.60 mmol). Following chromatographic purification, the product was recrystallized from acetonitrile to provide 1.26 g of tert-butyl[2-(4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-yloxy)ethyl]carbamate as a flocculent, white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871782B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-83057e5c4cec4ef68f3380e51622fe98 |
| Source note | uspto-grants-2014_10 |