Fumaric Acid → HCID 131718068, compound

A mixture of 3-(1,2-benzisothiazol-3-yl)-8-azabicyclo[3.2.1]octane (2.8 g), 4-(3-chloropropoxy)-3-methoxyphenyl ethanone (3.1 g), and potassium carbonate (1.8 g) was heated in 150 ml of refluxing acetonitrile for 22 hours. The resulting mixture was allowed to cool to room temperature and then filtered. The filtrate was concentrated and purified by HPLC on silica gel (elution with triethylamine- methanol- ethyl acetate) to afford 3.8 g of product as an oil. The oil was dissolved in methanol and fumaric acid (1.1 g dissolved in methanol) and was added to the free base in solution. The product (4.0 g) precipitated from solution upon addition of ethyl ether. This product was then recrystallized from methanol to yield 2.8 g of [4-[3-[1,2-benzisothiazol-3yl]-8-azabicyclo[3.2.1]octan-8-yl]propoxy]-3-methoxyphenyl] ethanone fumarate, m.p. 159°-160° C.

1. customThe product (4.0 g) precipitated from solution upon addition of ethyl ether
2. customThis product was then recrystallized from methanol

ORD record

ord-667eb4b7106f403083bcb0b814e4ab23

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05234931