Reaction #161810

Reaction equation

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

(6-chloropyrimidin-4-yl)-(octahydroindol-1-yl)-methanone

DIPEA

→

1-{1-[6-(octahydroindole-1-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydroimidazo[4,5-b]pyridin-2-one

Solvents

DMF

Conditions

Workup

1. 1
   Otherpurified by preparative HPLC-MS
2. 2
   Otherthe organic solvent was removed
3. 3
   Otherthe rotary evaporator
4. 4
   Otherthe precipitate obtained
5. 5
   Filtrationfiltered
6. 6
   WashThe precipitate was washed with water
7. 7
   Otherdried

Procedure

201 mg (0.69 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-on-dihydrochloride were added to 184 mg (0.69 mmol) (6-chloropyrimidin-4-yl)-(octahydroindol-1-yl)-methanone and 488 μL (2.8 mmol) DIPEA in 3 mL DMF. The reaction mixture was stirred at RT over the weekend and then purified by preparative HPLC-MS. The product fractions were combined and the organic solvent was removed using the rotary evaporator. The aqueous solution was neutralised with aqueous 1N NaOH solution and the precipitate obtained was suction filtered. The precipitate was washed with water and dried.

Source