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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635122Generated: November 3, 2026

Dimethylformamide → HCID 9953325, compound

https://huagongshe.com/reaction/1635122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant7-Methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxylic acidHCID 9904595—
ProductHCID 9953325HCID 9953325—

Reaction Steps

7-Methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxylic acid (30.0 mg) obtained in Example 2-1,2-pyridine-4-ylethylamine (36.0 mg), and 1-hydroxybenzotriazole hydrate (17.3 mg) were dissolved in dimethylformamide (2 ml), and 1-ethyl-3-(3-dimethyl-aminopropyl)carbodiimide hydrochloride (24.5 mg) was successively added to this solution while being cooled with ice. After the reaction solution was stirred at room temperature for 5 hours, ethyl acetate (3 ml) and a saturated aqueous solution of sodium hydrogencarbonate (3 ml) were added to this solution. The organic layer was separated and dried over anhydrous sodium sulfate, filtered to remove the desiccating agent, and concentrated under reduced pressure. The resultant residue was purified through column chromatography (eluent: a mixture of chloroform and methanol at a ratio of 25:1) to obtain the title compound (35 mg) as colorless crystals (Table 8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509352B1
Source datasetuspto-grants-2003_01
ORD IDord-9c6d1a5364cb41ae89eda5e62a6faea6
Source noteuspto-grants-2003_01