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30th January 2018 @ 13:17

Reaction
SBM005 was dissolved in degassed toluene (2ml). Morpholine (4 drops, approx. 20ul) was added, followed by BINAP (approx. 0.5mg), NaOtBu (16.38mg) and Pd(DBA)3 (approx. 0.6mg) and left stirring at 800C. This was repeated with the same conditions but JohnPhos instead of BINAP.

Reaction Mixtures

TLCs (5% methanol, 95% DCM) were run at 2hrs, 22hrs, 7 days and 14 days. The JohnPhos reaction mixture dried out before reaching the 7 day point.


22 hr TLC
At 14 days, reaction mixture was extracted with HCl (2ml) and EtOAc (3x2ml) and then dried with MgSO4 before being put under rotary evap.

NMR of crude product showed reaction was unsuccesful.


Attached Files
buchwald Hartwig.jpg