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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010331Generated: October 28, 2026

Water → 4-chloro-7-methoxy-N-methylquinoline-6-carboxamide

https://huagongshe.com/reaction/1010331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
Reactant7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acidHCID 22936439—
Reactant7-Methoxy-4-chloro-quinoline-6-carbonyl chlorideHCID 22936575—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-7-methoxy-N-methylquinoline-6-carboxamideHCID 58930933—

Reaction Conditions

Temperature0 °C

Reaction Steps

After dissolving 7-methoxy-4-chloro-quinoline-6-carbonyl chloride synthesized by the method of Production Example 152-2 from 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid (947 mg) in tetrahydrofuran (70 ml), the solution was cooled to 0° C. A 40% aqueous methylamine solution (0.4 ml) was added, and the mixture was stirred at room temperature for 30 minutes. Water was added, extraction was performed 3 times with ethyl acetate, and the organic layers were combined, washed with water and saturated brine, dried over sodium sulfate and then dried under reduced pressure to obtain the title compound (710 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-6d7bc388093547408d923214b5609d8d
Source noteuspto-grants-2011_07