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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919683Generated: October 30, 2026

Phosphorus oxychloride → Methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate

https://huagongshe.com/reaction/1919683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-7-carboxylateHCID 50941290—
ProductMethyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylateHCID 5094129492%

Reaction Steps

Methyl 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-7-carboxylate (1.0 eq, 85 mg, 0.334 mmol) was stirred in phosphorus oxychloride (2 ml) at 120° C. for 2 hours. The solvent was removed in vacuo. Ice and water were added. The resulting solid was filtered and dried to afford methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate as a solid (84 mg, 92% yield). LCMS (ES): >95% pure, m/z 273 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168651B2
Source datasetuspto-grants-2012_05
ORD IDord-2ac2a94f68d24311aa1f277943a7d049
Source noteuspto-grants-2012_05