HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophene-3-boronic acid → 2-ethoxymethyl-1-isobutyl-7-(thiophen-3-yl)-1H-imidazo[4,5-c]quinolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Reactant | 7-Bromo-2-ethoxymethyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine | HCID 21984042 | — |
| Product | 2-ethoxymethyl-1-isobutyl-7-(thiophen-3-yl)-1H-imidazo[4,5-c]quinolin-4-amine | HCID 21984090 | — |
Reaction Steps
7-Bromo-2-ethoxymethyl-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine and thiophene-3-boronic acid were coupled according to the general procedure described in Part J of Example 1. Recrystallization from isopropanol followed by purification on silica gel (5% methanol in CH2Cl2 to 7% methanol in CH2Cl2 gradient) afforded 2-ethoxymethyl-1-isobutyl-7-(thiophen-3-yl)-1H-imidazo[4,5-c]quinolin-4-amine as a pale yellow solid, m.p. 187-189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598382B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-f4900313abeb4657be9d832a6a253774 |
| Source note | uspto-grants-2009_10 |