Bromine → 3-Bromo-6-chloroimidazo(1,2-b)pyridazine

HRID 2370042Notes

Reaction equation

HRID 2370042 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.[Br:11]Br>C(O)(=O)C>[Br:11][C:8]1[N:6]2[N:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

Product 1

HCID 128723233-Bromo-6-chloroimidazo(1,2-b)pyridazineYield 60%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The 6-Chloro-imidazo[1,2-b]pyridazine (4) (500 mg, 0.0032 mol) was taken in glacial acetic acid (5 ml) and bromine (0.4 ml) was added slowly at room temperature. After 20 mins solid precipitated out which was filtered. The solid was washed with ether (3×15 ml) and dried under air to furnish 3-Bromo-6-chloro-imidazo[1,2-b]pyridazine (5) (400 mg, yield=60%).

Workup

  1. customAfter 20 mins solid precipitated out which
  2. filtrationwas filtered
  3. washThe solid was washed with ether (3×15 ml)
  4. customdried under air

Sources & evidence

ORD record
ord-e59a6074bd48483f9f87c20355214b69
Source dataset
uspto-grants-2014_04
Patent number
US08710057B2

Reaction notes

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