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1st November 2017 @ 14:58

VTM009

25/10/2017

VTM009.jpg

VTM008 + VTM002 (5.837 g, 18.78 mmol) was dissolved in DCM (100mL). BAIB (6.343g, 19.67 mmol) was added to the solution and the mixture was stirred at room temperature for 24 hours.

The reaction was completed by Sam and Nicola.

Attached Files
1st November 2017 @ 14:45

VTM008

23/10/2017

VTM008.jpg

4-bromobenzaldehyde (3.13 g, 16.92 mmol) was added to a solution of 2-chloro-6-hydrazineylpyrazine (2.94 g, 20.30 mmol) in EtOH (70 mL) and stirred at room temperature for 12 hours.The mixture was filtered and washed with EtOH (20 mL) to afford the product (5.21 g, 98 %)  as a light beige solid.

VTM008 P1.jpg
VTM008 P2.jpg
Attached Files
1st November 2017 @ 14:23

VTM007

23/10/2017

VTM007.jpg

 

VTM004 (0.03 g, 0.07 mmol) was dissolved in toluene (2 mL). Pyrrolidine (0.006 g, 0.084 mmol), NaO t Bu (9 mg, 98 µmol), JohnPhos (0.9 mg, 3 µmol) and Pd 2 (dpa) 3 (0.3 mg, 0.35 µmol) were added in this order to the solution and the mixture was heated at 80 °C for 16 hours. TLC analysis showed the presence of large quantities of the starting material.

VTM007 TLC.jpg

The temperature was increased to 100 °C and the reaction left to stir for two weeks.

Attached Files
1st November 2017 @ 14:12

VTM006

23/10/2017

VTM006.jpg

 

VTM004 (0.063 g, 0.146 mmol) was dissolved in toluene (2 mL). Pyrrolidine (0.012 g, 0.175 mmol), CsCO3 (0.066 g, 0.204 mmol), BINAP (4 mg, 6.6 µmol) and Pd (OAc) 2 (0.98 mg, 4.4 µmol) were added in this order to the solution and the mixture was heated at 80 °C for 16 hours. The temperature was increased to 100 °C and the reaction left to stir for two weeks.

Attached Files
1st November 2017 @ 13:45

VTM005

23/10/2017

VTM005.jpg

VTM004 (0.037 g, 0.08 mmol) was dissolved in toluene (2 mL). Pyrrolidine (0.007 g, 0.96 mmol), NaO t Bu (0.011 g, 0.11 mmol), BINAP (0.37 mg, 0.6 µmol) and Pd 2 (dpa) 3 (0.7 mg, 0.8 µmol) were added in this order to the solution and the mixture was heated at 80 °C for 16 hours. TLC analysis showed the presence of large quantities of the starting material.

VTM005 TLC 16hours.jpg

The temperature was increased to 100 °C and the reaction left to stir for two weeks. NMR analysis showed no formation of the final product.

Attached Files