ChemicalBook CAS DataBase List RESIQUIMOD

RESIQUIMOD synthesis

10synthesis methods

Product Name:RESIQUIMOD
CAS Number:144875-48-9
Molecular formula:C17H22N4O2
Molecular Weight:314.38

Resiquimod is an immune response modifier used as a potent TLR 7/8 agonist. Its synthesis method is as follows: 4-Chloro-α,α-dimethyl-2-ethoxymethyl-1H-imidazo[4,5-c]quinoline-1-ethanol and 7% methanolic ammonia were placed in a steel pressure vessel at about 150-160° C for 6 hours and purified to Resiquimod.

253120-65-9 Synthesis

N-{2-chloro-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}-2-ethoxyacetamide

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Yield:144875-48-9 1.5 g

Reaction Conditions:

with ammonia in methanol at 160; for 8 h;Sealed tube;Autoclave;

Steps:

7 Preparation of R-848

Preparation of R-848 A mixture of compound 2-6 (1.87 g, 5.3 mmol) in N113/MeOH was sealed in an autoclave and stirred at 160°C for 8 hrs. Then the solvent was removed and the residue was purified by silica gel column chromatography (EA / TEA 95: 5). The desired product R-848 (1.5 g) was obtained.

References:

WO2013/67597,2013,A1 Location in patent:Page/Page column 80