Tetralin → HCID 11769400, compound

Participants

Reaction Steps

According to Route A, 1,2,3,4-tetrahydronaphthalene (Compound VI) is converted into 1,2,3,4-tetrahydro-1-naphthoic acid (Compound VII), which is optically resolved to obtain the S-enantiomer (Compound VIIA). The optically enriched acid then is reacted with thionyl chloride to afford (S)-1,2,3,4-tetrahydro-1-naphthoyl chloride (Compound VIIIA). This acid chloride is reacted with Compound III to afford N-(1-azabicyclo[2.2.2]oct-3S-yl)-(1,2,3,4-tetrahydronaphthalen-1S-ylmethyl)amine (Compound IXA), which subsequently is converted to palonosetron hydrochloride over several steps.

Provenance & Evidence