Phenylacetic Acid → HCID 178524026, compound

Participants

Reaction Steps

As shown in Scheme 1, reaction of isatin (1) and phenylacetic acid (2) gives 2-hydroxy-3-phenylquinoline-4-carboxylic acid (3), which may be treated with POCl3 to yield 6-chloro-11H-indeno[1,2-c]quinolin-11-one (4). Reaction of a compound 4 with a compound of formula R9AH, such as piperazine, yields a compound 5, such as 6-(piperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-one (compd. 5x in Synthesis Ex. 9, infra), which may be reacted either with NH2OH, optionally followed by alkylation with an alkyl halide of formula R10X, or with NH2OR10 directly, to give a corresponding compound of formula (I).

Provenance & Evidence