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

HRID 746460Notes

Reaction equation

HRID 746460 reaction equation
[O:1]1[C:5]2[CH:6]=[C:7]([NH2:10])[CH:8]=[CH:9][C:4]=2[N:3]=[CH: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[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5841201,3-Benzoxazol-6-amineHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazine

Product 1

HCID 57447606Benzooxazol-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 Benzooxazol-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 benzooxazol-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-d0cc7d22717641669e8707a51a6d8639
Source dataset
uspto-grants-2008_07
Patent number
US07393848B2

Reaction notes

Loading…