N'-(7-bromoquinoxalin-2-yl)cyclopropanecarbohydrazide → 8-Bromo-1-cyclopropyl-[1,2,4]triazolo[4,3-a]quinoxaline

HRID 711367Notes

Reaction equation

[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([NH:12][NH:13][C:14]([CH:16]3[CH2:18][CH2:17]3)=O)=[N:9]2)=[CH:4][CH:3]=1>CC(O)=O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]3[N:9]2[C:14]([CH:16]2[CH2:18][CH2:17]2)=[N:13][N:12]=3)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 100 °C

Procedure

The crude product N′-(7-bromoquinoxalin-2-yl)cyclopropanecarbohydrazide was dissolved in HOAc (5 mL) and then heated to 100° C. overnight. The solvent was removed under vacuum and the residue was washed with water and dried in vacuo to afford the title product 8-bromo-1-cyclopropyl-[1,2,4]triazolo[4,3-a]quinoxaline as yellow solid in 42% overall yield (100 mg). m/z 291 (M+H)+.

Workup

customThe solvent was removed under vacuum
washthe residue was washed with water
customdried in vacuo

Sources & evidence

ORD record: ord-35b4cddb804241f99e82d9284acaa749
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181264B2

Reaction notes

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