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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458755Generated: November 2, 2026

Ammonium Hydroxide → 1-ethyl-4-chloro-6-methoxy-1H-pyrazolo[3,4-b]quinoline

https://huagongshe.com/reaction/1458755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acidHCID 19592240—
Product1-ethyl-4-chloro-6-methoxy-1H-pyrazolo[3,4-b]quinolineHCID 19592212—

Reaction Steps

A mixture of N-(1-ethylpyrazol-5-yl)-5-methoxyanthranilic acid (110 g, 0.421 mol) and POCl3 (300 ml) is refluxed overnight and then is allowed to stand at room temperature for about 3 days. The reaction mixture is poured into ice water and then is basified with NH4OH. The solid that forms is collected by filtration, washed with water and air dried to afford 100.5 g of 1-ethyl-4-chloro-6-methoxy-1H-pyrazolo[3,4-b]quinoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852035
Source datasetuspto-grants-1998_12
ORD IDord-d8cb8f34d3e24a0c96e4c9c52f5a856c
Source noteuspto-grants-1998_12