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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383131Generated: October 26, 2026

Ethyl orthopropionate → 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinoline

https://huagongshe.com/reaction/2383131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthopropionateHCID 66995—
ReactantTrimethyl orthovalerateHCID 83755—
Reactant7-benzyloxy-N4-(2-phenoxyethyl)quinoline-3,4-diamineHCID 67050928—
Reactant6-(benzyloxy)-N4-methylquinoline-3,4-diamineHCID 67051007—
Product8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinolineHCID 67050930—

Reaction Steps

The general method described in Part A of Example 47 was followed using 6-benzyloxy-N4-methylquinoline-3,4-diamine (7.91 g, 28.3 mmol) in lieu of 7-benzyloxy-N4-(2-phenoxyethyl)quinoline-3,4-diamine and triethyl orthopropionate (12.69 mL, 56.6 mmol) in lieu of trimethyl orthovalerate. The precipitate from the reaction was isolated in two crops to provide 7.56 g of 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinoline as a yellow solid, mp 168.2-169.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263594B2
Source datasetuspto-grants-2012_09
ORD IDord-51cb54761f1c490dbe8d1e9d0c866e25
Source noteuspto-grants-2012_09