Reaction #2271678

Reaction equation

6-fluoro-3-(4-piperidinyl)-1H-indazole

K2CO3

1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone

acetonitrile

→

desired product

Yield 80.8%

1-[4-[3-[4-(6-Fluoro-1H-indazol-3-yl)-1-piperidinyl]propoxy]-3-methoxyphenyl]-ethanone

Yield 80.8%

Solvents

water

Conditions

Workup

1. 1
   Otherthe resulting white solid, which precipitated from solution
2. 2
   Otherwas collected

Procedure

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1H-indazole (3.5 g, 16 mmol). K2CO3 (2.2 g). 1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone (3.8 g, 16 mmol) and acetonitrile (90 ml) was refluxed for 16 hours. The reaction was poured into water and the resulting white solid, which precipitated from solution, was collected to afford 5.5 g of the desired product. The compound was recrystallized from dimethylformamide (twice) to afford 3.0 g (44%) of 1-[4-[3-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]propoxy]-methoxyphenyl]ethanone as a white solid, m.p.=202°-204° C.

Source