Reaktion #41056

Reaktionsgleichung

5-(6-methyl-pyridin-2-yl)-1H-pyrimidine-2,4-dione hydrochloride

(1S,5R)-3-(3-chloro-propyl)-1-(4-trifluoromethyl-phenyl)-3-aza-bicyclo[3.1.0]hexane

DIPEA

HCl

dioxane

→

title compound

5-(6-methyl-2-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochloride

Lösungsmittel

Water

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe product was extracted with ethyl acetate
2. 2
   SonstigeThe crude was purified by preparative LC/MS
3. 3
   Waschenwashing with MeOH
4. 4
   Wascheneluting with MeOH/NH3 95:5 The free base
5. 5
   Sonstigeobtained

Vorschrift

A solution of 5-(6-methyl-pyridin-2-yl)-1H-pyrimidine-2,4-dione hydrochloride (Prep50, 171 mg, 0.72 mmol), (1S,5R)-3-(3-chloro-propyl)-1-(4-trifluoromethyl-phenyl)-3-aza-bicyclo[3.1.0]hexane (Prep13, 240 mg, 0.79 mmol), and DIPEA (278 μl, 2.2 mmol) in DMSO (3 mL) was heated at 125° C. for 3 hours in a microwave oven. Water was added and the product was extracted with ethyl acetate. The crude was purified by preparative LC/MS followed by SCX cartridge washing with MeOH and eluting with MeOH/NH3 95:5 The free base obtained was treated with 4N HCl in dioxane (2 eq), to give the title compound as a white powder. (40 mg)

Quelle