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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075665Generated: November 1, 2026

Chloroacetaldehyde → 4-[3-(5-Phenyl-imidazo[1,2-a]quinolin-8-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-ol

https://huagongshe.com/reaction/2075665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
Reactant1,4-DioxaneHCID 31275—
Reactant4-[3-(2-Amino-4-phenyl-quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrileHCID 67091091—
CatalystSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
Product4-[3-(5-Phenyl-imidazo[1,2-a]quinolin-8-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-olHCID 24875766—

Reaction Conditions

Temperature70 °C

Reaction Steps

To 1t (78 mg, 0.18 mmol) in 1,4-dioxane (3 mL) and water (1 mL) was added chloroacetaldehyde (50 wt %, 0.04 mL, 0.27 mmol) and saturated aqueous NaHCO3 (2 drops), and the reaction was heated to 70° C. until no starting material was seen by tlc analysis. The mixture was concentrated and purified by preparative HPLC to give the desired product, 1u.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-9cedc9dd10ab4bbcbe56d69391f3d249
Source noteuspto-grants-2011_04