4-Aminophenylacetic acid → HCID 17747304, compound

Participants

Reaction Conditions

Reaction Steps

4-Aminophenylacetic acid (418 mg, 2.77 mmol) was added to 1,4-bis(ethyloxy)-6-fluoro-2,3-naphthalenedicarboxylic acid (810 mg, 2.5 mmol) and powdered molecular sieves (4 Å, 200 mg) in NMP (4.5 ml) and heated in a microwave at 180° C. for 10 minutes. The reaction mixture was cooled and diluted with EtOAc, filtered through celite, washed with water, brine, dried over magnesium sulphate and concentrated in vacuo to yield a yellow solid. This was recrystallised from methanol (˜50 ml) and the white solid filtered, washed with methanol and dried in vacuo in an oven to give the title compound as a white solid (490 mg, 1.1 mmol). The filtrate was concentrated in vacuo and the yellow oil purified by reverse phase chromatography eluting with acetonitrile:water (1:20-1:0) to give the title compound as a white solid (107 mg, 0.24 mmol).

Provenance & Evidence