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26th November 2014 @ 05:25

Synthesis performed by Evan Hockings, James Manton-Hall, Andreas Orsmond and Hugh Russell.

Repeat of Synthesis of (E)-2-chloro-6-(2-(pyridin-3-ylmethylene)hydrazinyl)pyrazine (AEW 199-2).

SGS 1-1 (crude, 1.01 g, 7.0 mmol) was stirred into MeCN (12 mL). 4-Pyridinecarboxaldehyde (0.75 g, 7.0 mmol, density 1.137 g/mL) was added and the reaction mixture (terracotta) was stirred at room temperature for 24 h.  Solvent was removed in vaccuo to produce a pale orange solid.

 

InChi:

InChI=1S/C4H5ClN4/c5-3-1-7-2-4(8-3)9-6/h1-2H,6H2,(H,8,9)

and

InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H

to

InChI=1S/C10H8ClN5/c11-9-6-13-7-10(15-9)16-14-5-8-2-1-3-12-4-8/h1-7H,(H,15,16)/b14-5+


Smiles

ClC1=CN=CC(NN)=N1

and

O=C([H])C1=CC=CN=C1

to

ClC1=CN=CC(N/N=C/C2=CN=CC=C2)=N1

Attached Files
TLC SGS 1-1 and SGS 5-1.JPG
Synthesis of SGS 5-1.jpg