6-Amino-3-chloropyridazine → 3-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)benzonitrile

HRID 251805

Reaction equation

HRID 251805 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])=O.[Cl:13][C:14]1[N:19]=[N:18][C:17]([NH2:20])=[CH:16][CH:15]=1>CCO>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]2[N:18]([CH:2]=[C:3]([C:5]3[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=3)[C:8]#[N:9])[N:20]=2)[N:19]=1

Participants

4

Reactant 2

HCID 216436-Amino-3-chloropyridazineHCID 27358673-(2-Bromoacetyl)benzonitrile

Product 1

HCID 468355643-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)benzonitrileYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 mmol 3-(2-bromoacetyl)benzonitrile and 1 mmol 6-chloropyridazin-3-amine in 10 ml EtOH were heated to reflux for 12 h, then cooled to room temperature. The orange-red precipitate was collected by filtration, washed with cold EtOH, and air-dried to give the 3-(6-chloroimidazo[1,2-b]pyridazin-2-yl)benzonitrile (125 mg, 50%).

Workup

  1. temperatureto reflux for 12 h
  2. filtrationThe orange-red precipitate was collected by filtration
  3. washwashed with cold EtOH
  4. customair-dried

Sources & evidence

ORD record
ord-8b23bb73b09a4ae99af5a05f93b29787
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Linked notes

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