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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919670Generated: October 31, 2026

Water → Methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

https://huagongshe.com/reaction/1919670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-ChloroanilineHCID 7932—
ReactantMethyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylateHCID 50941294—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylateHCID 5739561145.3%

Reaction Steps

Methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate (1.0 eq, 48 mg, 0.176 mmol) and 3-chloroaniline (3.0 eq, 60 ul, 0.56 mmol) were stirred under microwave heating at 120° C. in NMP (0.3 ml) for 10 minutes. Water was added and the solid isolated by filtration. Trituration in methanol and filtration afforded methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate as a solid (29 mg, 45% yield). LCMS (ES): >85% pure, m/z 364 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168651B2
Source datasetuspto-grants-2012_05
ORD IDord-ac1293ca6a004f8991cfc40e4ffbc06f
Source noteuspto-grants-2012_05