Reaktion #328825

Reaktionsgleichung

1-(cyclopropylmethyl)-2-neopentyl-5-(piperidin-4-ylmethylsulfonyl)-1H-benzo[d]imidazole

4-chloropyridine hydrochloride

triethylamine

→

1-(cyclopropylmethyl)-2-neopentyl-5-((1-(pyridin-4-yl)piperidin-4-yl)methylsulfonyl)-1H-benzo[d]imidazole

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed
2. 2
   workup.ADDITIONThe residue was diluted with ethyl acetate and saturated sodium bicarbonate aqueous solution
3. 3
   Sonstigeto separate
4. 4
   ExtraktionThe aqueous layer was extracted with ethyl acetate (3 mL×2)
5. 5
   Filtrationthe organic layer was filtered through magnesium sulfate column
6. 6
   EinengenThe filtrate was concentrated in vacuo
7. 7
   SonstigeThe residue was purified by prep-LC-MS (“process A”)

Vorschrift

A mixture of 1-(cyclopropylmethyl)-2-neopentyl-5-(piperidin-4-ylmethylsulfonyl)-1H-benzo[d]imidazole (STEP D, 25 mg, 0.062 mmol), 4-chloropyridine hydrochloride (19 mg, 0.12 mmol) and triethylamine (35 microL, 0.25 mmol) in ethanol was stirred at 150° C. under microwave for 3 h. The solvent was removed. The residue was diluted with ethyl acetate and saturated sodium bicarbonate aqueous solution to separate. The aqueous layer was extracted with ethyl acetate (3 mL×2) and the organic layer was filtered through magnesium sulfate column. The filtrate was concentrated in vacuo. The residue was purified by prep-LC-MS (“process A”).

Quelle