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1st December 2014 @ 11:51
Summary: Suzuki cross-coupling on the product of TF5-1. The reaction is analogous to previous cross-couplings performed by Patrick (PT-22), and my own syntheses, TF3-1 and TF4-1.   Hazard and Risk Assessment: [data]14237[/data] Reaction Scheme: Procedure: The procedure was scaled down from analogous syntheses so as to use 20mg of the thienopyrimidine starting material.   TF5-1 (20mg, 0.073mmol), MNR103 (24.8mg, 0.0876mmol) and PdCl2(dppf) (11.92mg, 20mol%) were placed in a sealed vessel along with IPA (1.5mL) and K2CO3 (0.15mL). The vessel was heated in a 200W microwave at 90oC for 30 mins.   The reaction mixture was separated dry flash chromatography to give a 12.1mg yield (0.0345mmol, 47.3%) of pale brown solid.     Data:   [data]14303[/data][data]14349[/data][data]14579[/data][data]14581[/data][data]14681[/data]   InChi:   InChI=1S/C14H14N4O3S2/c15-23(20,21)10-3-1-2-9(6-10)12-7-11-13(22-12)14(16-4-5-19)18-8-17-11/h1-3,6-8,19H,4-5H2,(H2,15,20,21)(H,16,17,18)    
Attached Files
RA TF7-1.doc
TF7-1 1H & 13C DMSO.tar
TF7-1 Nominal Mass Spec.jpg
TF7-1 Synthesis.png
TF7-1 High Res MS.jpg