Reaktion #645023

Reaktionsgleichung

1′-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one

1H-Indazole

toluene

(1S,2S)—N,N′-dimethylcyclohexane-1,2-diamine

potassium phosphate

→

desired compound

(1R)-1′-({1-[4-(2H-Indazol-2-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was microwaved at 150 Celsius for 60 minutes
2. 2
   Filtrationfiltered
3. 3
   workup.ADDITIONThe filtrate was diluted with methanol

Vorschrift

To a solution of 1′-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one (30 mg, 0.00007 mol), 1H-Indazole (10.3 mg, 0.0000871 mol) in toluene (1 mL, 0.01 mol) were added (1S,2S)—N,N′-dimethylcyclohexane-1,2-diamine (2.1 mg, 0.000014 mol), copper(I) iodide (1 mg, 0.000007 mol), and potassium phosphate (32.4 mg, 0.000152 mol) in a sealed vial. The mixture was microwaved at 150 Celsius for 60 minutes. Then the mixture was cooled down to r.t. and filtered. The filtrate was diluted with methanol, and the desired compound was obtained by revised phase prep-HPLC. MS (ESI): 451.1 (M+H+). The enantiomers were separated by chiral HPLC.

Quelle