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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533027Generated: October 31, 2026

3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester → HCID 67251041, compound

https://huagongshe.com/reaction/533027

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl esterHCID 304557—
Reactant4-AminomethyltetrahydropyranHCID 2773210—
ProductHCID 67251041HCID 6725104194.1%

Reaction Steps

4-Chloro-8-methoxy-quinoline-3-carboxylic acid ethyl ester (265 mg, 1.0 mmol) was treated with C-(tetrahydro-pyran-4-yl)-methylamine (1.5 mmol) following general procedure B to afford 8-methoxy-4-[(tetrahydro-pyran-4-ylmethyl)-amino]-quinoline-3-carboxylic acid ethyl ester (324 mg). 3-Ethyl-7-methoxy-1-(tetrahydro-pyran-4-ylmethyl)-1H-pyrimido[5,4-c]quinoline-2,4-dione (19 mg) was prepared from 8-methoxy-4-[(tetrahydro-pyran-4-ylmethyl)-amino]-quinoline-3-carboxylic acid ethyl ester (0.10 mmol) and ethyl isocyanate (0.4 mmol) following general procedure C. LCMS: m/z 370 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853226B2
Source datasetuspto-grants-2014_10
ORD IDord-8e8fd559c06a45f396e9f812d576d094
Source noteuspto-grants-2014_10