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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227083Generated: October 27, 2026

5-Iodo-2-methoxy-3-methylpyridine → 1-(3-Chloro-benzyl)-3-(6-methoxy-5-methyl-pyridine-3-carbonyl)-1H-quinolin-4-one

https://huagongshe.com/reaction/227083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Iodo-2-methoxy-3-methylpyridineHCID 53415990—
Reactant1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 57754615—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Chloro-benzyl)-3-(6-methoxy-5-methyl-pyridine-3-carbonyl)-1H-quinolin-4-oneHCID 57754500—

Reaction Steps

Experimental conditions analogous to those described for Step 6 of Example 60, from 119 mg (0.33 mmol) of 1-(3-chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 1 mL THF and 183 mg (0.73 mmol) of 5-iodo-2-methoxy-3-methyl-pyridine in 1 mL THF with 0.38 mL 2M isopropylmagnesium chloride. Yield: 86 mg of a white powder. LC-MSD, m/z for C24H19ClN2O3 [M+H]+=419.1, 421.1; HPLC retention time: 3.1 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557213B2
Source datasetuspto-grants-2009_07
ORD IDord-364169cc1817497484717ffe0066f792
Source noteuspto-grants-2009_07