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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220067Generated: October 31, 2026

Water → 6-[2-(6-Methyl-pyridin-2-yl)-imidazo[1,2-a]pyridin-3-yl]-quinoline

https://huagongshe.com/reaction/2220067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-AminopyridineHCID 10439—
Reactant2-Bromo-1-(6-methyl-pyridin-2-yl)-2-quinolin-6-yl-ethanoneHCID 85986583—
SolventDimethylformamideHCID 6228—
Product6-[2-(6-Methyl-pyridin-2-yl)-imidazo[1,2-a]pyridin-3-yl]-quinolineHCID 1008837325%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 2-bromo-1-(6-methyl-pyridin-2-yl)-2-quinolin-6-yl-ethanone of Step D (60 mg, 0.176 mmol)in dimethylformamide (1 mL) was treated with 2-aminopyridine (50 mg, 0.53 mmol, 3 equiv), and heated to 80° C. over 4.5 hours. After cooling down, the mixture was treated with water and extracted with ethyl acetate. The organics were concentrated in vacuo and reverse phase column chromatography (a gradient from 5-30% acetonitrile in 0.1% aqueous formic acid) provided the title compound (14.7 mg, 25%). HPLC tR=1.71 min, LCMS 337.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417041B2
Source datasetuspto-grants-2008_08
ORD IDord-81a1238ca7e145d6acacaa53de47f872
Source noteuspto-grants-2008_08