Hydrazine hydrate (1:1) → 5-Bromo-8-morpholinoimidazo[1,2-a]pyrazine-2-carbohydrazide

HRID 1772633Notes

Reaction equation

HRID 1772633 reaction equation
[Br:1][C:2]1[N:7]2[CH:8]=[C:9]([C:11](OCC)=[O:12])[N:10]=[C:6]2[C:5]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[N:4][CH:3]=1.O.[NH2:23][NH2:24]>CCO>[Br:1][C:2]1[N:7]2[CH:8]=[C:9]([C:11]([NH:23][NH2:24])=[O:12])[N:10]=[C:6]2[C:5]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 117727933Ethyl 5-bromo-8-morpholinoimidazo[1,2-a]pyrazine-2-carboxylate

Product 1

HCID 1177278355-Bromo-8-morpholinoimidazo[1,2-a]pyrazine-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of compound 21a (1.6 g, 4.5 mmol) and hydrazine monohydrate (2.6 mL, 27 mmol) in EtOH (20 mL) was heated at reflux overnight. An off-white solid formed, the collected by filtration and dried under reduced pressure to give 5-bromo-8-morpholinoimidazo[1,2-a]pyrazine-2-carbohydrazide which was directly used in next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. customAn off-white solid formed
  4. filtrationthe collected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-e3ae25c557e94989810abc76a750e79b
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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