Triazolopyrazine Series

5-chloro-[1,2,4]triazolom4,3-a]pyrazine (500 mg, 3.24 mmol) was combined with N-bromosuccinimide (0.98 g, 3.56 mmol, 1.7 eq) in chloroform (25 mL) and refluxed from 4 pm. TLC showed new spots (plus two for SM) but still SM so left to stir o/n.

TLC:

N-bromosuccinamide purified prior to AEW 206-1 by recrystalliation in water:

20 g in 200 mL, heated to 95 ˚C until all solid dissolved and then left to cool at rt until white crystals formed. Then cooled to 0 ˚C for 30 minutes, filtered washed with cold water to yield a white solid (15 g).

Hazard and Risk Assessment:

See Synthesis of 3-bromo-5-chloro-[1,2,4]triazolo[4,3-a]pyrazine (TM 57-1)

Strings:

InChI=1S/C5H3ClN4/c6-4-1-7-2-5-9-8-3-10(4)5/h1-3H

to

InChI=1S/C5H2BrClN4/c6-5-10-9-4-2-8-1-3(7)11(4)5/h1-2H

ClC1=CN=CC2=NN=CN21

to 

ClC1=CN=CC2=NN=C(Br)N21