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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613289Generated: October 29, 2026

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

https://huagongshe.com/reaction/613289

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) was refluxed overnight and then was allowed to stand at room temperature for about 3 days. The reaction mixture was poured into ice-water and then was basified with NH4OH. The solid which formed was 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 numberUS06008226
Source datasetuspto-grants-1999_12
ORD IDord-f0061146041f413eb9e82a97757d9faf
Source noteuspto-grants-1999_12