Reaktion #730233

ord-bacda5dcd6924810bdf8174c73cd644d

Reaktionsgleichung

CN(C)C(=O)CCCC#Cc1cccc(C(=O)NCCF)c1
3-(5-dimethylcarbamoyl-pent-1-ynyl)-N-(2-fluoro-ethyl)benzamide
→
CN(C)C(=O)CCCC=Cc1cccc(C(=O)NCCF)c1
28
Ausbeute 40.0%
CN(C)C(=O)CCCC=Cc1cccc(C(=O)NCCF)c1
3-(5-Dimethylcarbamoyl-pent-1-enyl)-N-(2-fluoro-ethyl)-benzamide
Ausbeute 40.0%

Edukte

CN(C)C(=O)CCCC#Cc1cccc(C(=O)NCCF)c1
3-(5-dimethylcarbamoyl-pent-1-ynyl)-N-(2-fluoro-ethyl)benzamide

Reagenzien

[Ni]
Ni

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Hydrogenation of 3-(5-dimethylcarbamoyl-pent-1-ynyl)-N-(2-fluoro-ethyl)benzamide (26)(0.040 g, 0.13 mmol) using BER/Ni catalyst gave 40% 28, and 55% of starting material. The mixture was separated by reverse-phase HPLC chromatography (30% acetonitrile/70% water 20 min isocratic program) to give 3-(5-dimethylcarbamoyl-pent-1-enyl)-N-(2-fluoro-ethyl)-benzamide 28 (5 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07696382B2uspto-grants-2010_04