Azane;hydrate → Imidazo(1,2-a)pyrazin-8-amine, 6-bromo-

HRID 896077Notes

Reaction equation

HRID 896077 reaction equation
[Br:1][C:2]1[N:3]=[C:4](Br)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[NH3:12].O>CN>[NH2:12][C:4]1[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=[C:2]([Br:1])[N:3]=1

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazine

Product 1

HCID 3088361Imidazo(1,2-a)pyrazin-8-amine, 6-bromo-

Reagents, catalysts & solvents 1

HCID 6329MethylamineSolvent

Conditions

Temperature
85 °C

Procedure

Procedure 1: A mixture of 1.00 eq. of 6,8-imidazo[1,2-a]pyrazine 3 in 28% ammonia/water solution or 40% aqueous methyl amine is heated to between 80 to 90° C. for 24 hr. The resulting mixture is partitioned between CH2Cl2 and H2O. The aqueous layer is extracted with CH2Cl2 and the combined organic extracts are dried over Na2SO4. The solvent is removed under reduced pressure and the resulting residue is crystallized from ethanol to yield 4.

Workup

  1. customThe resulting mixture is partitioned between CH2Cl2 and H2O
  2. extractionThe aqueous layer is extracted with CH2Cl2
  3. dry with materialthe combined organic extracts are dried over Na2SO4
  4. customThe solvent is removed under reduced pressure
  5. customthe resulting residue is crystallized from ethanol
  6. customto yield 4

Sources & evidence

ORD record
ord-acf1fe3bdefa43a4a704dae0260278e4
Source dataset
uspto-grants-2005_07
Patent number
US06919340B2

Reaction notes

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