Реакция #2271683

Уравнение реакции

acetonitrile

6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole

1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone

K2CO3

→

1-[4-[3-[4- (6-fluoro-1,2-benzisoxazol-3-yl)-1- piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoroethanone

Выход 56.0%

Растворители

water

Условия реакции

Обработка

1. 1
   Температураrefluxed for 16 hours
2. 2
   ТемператураAfter cooling
3. 3
   Экстракцияthe aqueous mixture extracted with ethyl acetate
4. 4
   ПромывкаThe extract was washed (H2O)
5. 5
   Сушкаdried (MgSO4)
6. 6
   Концентрированиеthe solvent was concentrated to an oil, which upon evacuation at high vacuum
7. 7
   Другоеafforded 3.2 g of a waxy solid
8. 8
   ДругоеThe solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane)

Методика

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (1.5 g, 6.7 mmol), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone (2.0 g, 6.7 mmol). K2CO3 (0.88 g). Kl (0.1 g) and acetonitrile (50 ml.) was stirred and refluxed for 16 hours. After cooling, the reaction was poured into water and the aqueous mixture extracted with ethyl acetate. The extract was washed (H2O), dried (MgSO4), and the solvent was concentrated to an oil, which upon evacuation at high vacuum afforded 3.2 g of a waxy solid. The solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane). Concentration of the appropriate fractions gave 1.8 g (56%) of 1-[4-[3-[4- (6-fluoro-1,2-benzisoxazol-3-yl)-1- piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoroethanone solid, m.p.=94°-96° C.

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