US 7,524,961 B2
Diastereoselective addition of lithiated N-methylimidazole on sulfinimines
Walter Ferdinand Maria Filliers, Vremde (Belgium); Rudy Laurent Maria Broeckx, Turnhout (Belgium); and Patrick René Angibaud, Fontaine-Bellenger (France)
Assigned to Janssen Pharmaceutica, N.V., Beerse (Belgium)
Appl. No. 11/568,415
PCT Filed Apr. 28, 2005, PCT No. PCT/EP2005/051928
§ 371(c)(1), (2), (4) Date Oct. 27, 2006,
PCT Pub. No. WO2005/105782, PCT Pub. Date Nov. 10, 2005.
Claims priority of application No. 04076320 (EP), filed on May 03, 2004.
Prior Publication US 2007/0293679 A1, Dec. 20, 2007
Int. Cl. C07D 215/12 (2006.01); C07D 215/00 (2006.01)
U.S. Cl. 546—168  [546/157] 8 Claims
 
1. A process for the preparation of the following compound

OG Complex Work Unit Drawing
in diastereomeric excess of 20% or higher, comprising reacting the compound

OG Complex Work Unit Drawing
with a 1-imidazole product formed by reacting 1-imidazole with n-butyl-lithium or n-hexyl-lithium, reacting the resulting product with triethylsilyl halide or tri-iso-butylsilyl halide and reacting the resulting product with n-butyl-lithium or n-hexyl-lithium.