Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613272Generated: October 26, 2026

Ammonium Hydroxide → 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline

https://huagongshe.com/reaction/613272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acidHCID 19592233—
Product1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinolineHCID 1959221887%

Reaction Steps

A mixture of N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid (13.3 g, 0.051 mol) and POCl3 (125 ml) was refluxed for 3 hours, then was allowed to sit overnight. The volume of POCl3 was reduced, then ice/water, followed by NH4OH was added. A precipitate formed which was collected by filtration and dried in a vacuum oven at 50° C. to afford 11.51 g (87%) of 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline, m.p. 95-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008226
Source datasetuspto-grants-1999_12
ORD IDord-fc02dee562ac4fc18052c5e042e1eb35
Source noteuspto-grants-1999_12