Hydride → N-(3-{6-Methyl-3-[3-(2-thienyl)propyl]-3-azabicyclo[3.1.0]hex-6-yl}phenyl)methanesulfonamide

To a solution of N-(3-{6-methyl-3-[3-(2-thienyl)propanoyl]-3-azabicyclo[3.1.0]hex-6-yl]phenyl)methanesulfonamide (Preparation 125, 200 mg, 0.49 mmol) in anhydrous tetrahydrofluran (7.5 ml) under a nitrogen atmosphere at 0° C. was added dropwise lithium alumirnium hydride (1.0M solution in tetrahydrofuran, 0.99 ml, 0.99 mmol) and the mixture was stirred at room temperature for 2 h. The rapidly stirred reaction mixture was treated sequentially with water (1.0 ml), sodium hydrogen carbonate (1.0 g) and ethyl acetate (25 ml). After 15 min the reaction mixture was filtered and concentrated in vacuo to afford a light yellow oil. This was purified by chromatography using a Biotage Flash 12™ cartridge packed with silica gel (8 g) eluting with hexane:ethyl acetate (100:0 to 0:100) to afford the title compound as a colourless oil (135 mg, 70%).

1. customThe rapidly stirred reaction mixture
2. filtrationAfter 15 min the reaction mixture was filtered
3. concentrationconcentrated in vacuo
4. customto afford a light yellow oil
5. customThis was purified by chromatography
6. washeluting with hexane:ethyl acetate (100:0 to 0:100)

ORD 기록

ord-6a4dfb31312e46008212ee64940a3db9

출처 데이터셋

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06313312B1