Yield:94205-62-6 99%

Reaction Conditions:

with water;potassium hydroxide in ethanol at 100;

Steps:

33.A.1 Step 1: 2-(4-aminophenyl)quinoline-4-carboxylic acid

[00442] A solution of 1 -(4-aminophenyl)ethan- 1 -one (27.5 g, 104 mmol) in EtOH (200 mL) was added to a solution of indoline-2,3-dione (20 g, 148 mmol) in 6 M aqueous KOH (200 mL) at 100°C. The reaction was monitored by LC-MS until the starting material was consumed. Then the reaction mixture was concentrated to remove EtOH. The residue was diluted with water. The pH value of the mixture was acidified to 5 by adding 1M aqueous HC1 solution. The precipitate was filtered to give the desired product (28 g, 99%) as red solid.

References:

WO2017/184547,2017,A1 Location in patent:Paragraph 00363; 00442