1-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one → 2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one

HRID 1454965Notes

Reaction equation

HRID 1454965 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([CH:8]([C:13]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=2[F:20])[C:9](=[O:12])[C:10]#[CH:11])=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:11]=[CH:10][C:9](=[O:12])[C:8]=2[C:13]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=2[F:20])[N:7]=1

Participants

3

Reactant 1

HCID 575312331-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one

Product 1

HCID 575312262-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-(6-chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one (10.2 g) in toluene was heated to 90° C. for 3 hours. LCMS analysis revealed the reaction was complete and the reaction was concentrated to yield a solid. The crude material was purified via silica gel chromatography (CH2Cl2/EtOAc/MeOH) to yield the title compound.

Workup

  1. concentrationthe reaction was concentrated
  2. customto yield a solid
  3. customThe crude material was purified via silica gel chromatography (CH2Cl2/EtOAc/MeOH)

Sources & evidence

ORD record
ord-9593ed235d824eb68bbf47529d79f111
Source dataset
uspto-grants-2009_01
Patent number
US07482345B2

Reaction notes

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