Reacción #161869

Ecuación de reacción

1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one

(2,6-dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone

DIPEA

→

1-[6′-chloro-4′-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThen the reaction mixture was evaporated down
2. 2
   workup.ADDITIONthe residue was mixed with water
3. 3
   Filtraciónfiltered
4. 4
   workup.STIRRINGstirred with diisopropylether and isopropanol and suction
5. 5
   Filtraciónfiltered again
6. 6
   SecadoAfter drying the crude product
7. 7
   Otrowas purified by preparative HPLC-MS
8. 8
   Otrofreeze-dried

Procedimiento

0.74 g (3.4 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 1.0 g (3.2 mmol) (2,6-dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone and 0.65 mL (3.8 mmol) DIPEA in 10 mL DMF were stirred for 2 h at RT. Then the reaction mixture was evaporated down, the residue was mixed with water and stirred for 30 min at RT. The precipitated solid was suction filtered, stirred with diisopropylether and isopropanol and suction filtered again. After drying the crude product was purified by preparative HPLC-MS. The product-containing fractions were combined and freeze-dried.

Fuente