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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227085Generated: October 30, 2026

1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide → 1-(3-Chloro-benzyl)-3-(6-ethyl-pyridine-3-carbonyl)-1H-quinolin-4-one

https://huagongshe.com/reaction/227085

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 57754615—
Reactant2-Ethyl-5-iodo-pyridineHCID 66879476—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Chloro-benzyl)-3-(6-ethyl-pyridine-3-carbonyl)-1H-quinolin-4-oneHCID 57754740—

Reaction Steps

Experimental conditions analogous to those described for Step 6 of Example 60, from 300 mg (0.84 mmol) of 1-(3-chloro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 2 mL THF and 433 mg (1.86 mmol) of 2-ethyl-5-iodo-pyridine in 2 mL THF with 0.97 mL 2M isopropylmagnesium chloride. Yield: 127 mg of a white powder. LC-MSD, m/z for C24H19ClN2O2 [M+H]+=403.1, 405.1; HPLC retention time: 1.8 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557213B2
Source datasetuspto-grants-2009_07
ORD IDord-a67aab3e3a6d4ed0b81f84bee12f435b
Source noteuspto-grants-2009_07