Potassium Carbonate → Benzo[d]isoxazol-6-yl-(6-bromo-imidazo[1,2-a]pyrazin-8-yl)-amine

HRID 746462Notes

Reaction equation

HRID 746462 reaction equation
[O:1]1[C:5]2[CH:6]=[C:7]([NH2:10])[CH:8]=[CH:9][C:4]=2[CH:3]=[N:2]1.[Br:11][C:12]1[N:13]=[C:14](Br)[C:15]2[N:16]([CH:18]=[CH:19][N:20]=2)[CH:17]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[O:1]1[C:5]2[CH:6]=[C:7]([NH:10][C:14]3[C:15]4[N:16]([CH:18]=[CH:19][N:20]=4)[CH:17]=[C:12]([Br:11])[N:13]=3)[CH:8]=[CH:9][C:4]=2[CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazineHCID 457900386-Amino-1,2-benzisoxazole

Product 1

HCID 59747864Benzo[d]isoxazol-6-yl-(6-bromo-imidazo[1,2-a]pyrazin-8-yl)-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A quantity of 0.13 g (1 mmole) of Benzo[d]isoxazol-6-ylamine is treated with 0.27 g (1 mmole) of 6,8-Dibromo-imidazo[1,2-a]pyrazine in acetonitrile with 3 eq. of K2CO3 at reflux for 16 hrs. The reaction mixture is cooled partitioned between ethyl acetate and water, the organic extracts are dried over anhydrous MgSO4 and evaporated in vacuo to afford Benzo[d]isoxazol-6-yl-(6-bromo-imidazo[1,2-a]pyrazin-8-yl)-amine.

Workup

  1. temperatureat reflux for 16 hrs
  2. temperatureThe reaction mixture is cooled
  3. custompartitioned between ethyl acetate and water
  4. dry with materialthe organic extracts are dried over anhydrous MgSO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-115e97f6e6f14341b9d55ea867c1a4c9
Source dataset
uspto-grants-2008_07
Patent number
US07393848B2

Reaction notes

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