Cyanogen Bromide → 6-Chloro-8-methanesulfonyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657916Notes

Reaction equation

HRID 657916 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[C:4]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:3]=1.[N:14]#[C:15]Br>CO>[Cl:1][C:2]1[CH:3]=[C:4]([S:10]([CH3:13])(=[O:12])=[O:11])[C:5]2[N:6]([C:15]([NH2:14])=[N:9][N:8]=2)[N:7]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 58045948(6-Chloro-4-methanesulfonylpyridazin-3-yl)hydrazine

Product 1

HCID 580458006-Chloro-8-methanesulfonyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(6-Chloro-4-methanesulfonylpyridazin-3-yl)hydrazine (W3.126; 200 mg, 0.9 mmol) was dissolved in methanol (5 ml), cyanogen bromide (360 μl, 3 M in DCM) was added and the mixture was stirred at RT for 4 h. The mixture was concentrated and the residue was purified by flash chromatography (dichloromethane:methanol). Yield: 111 mg.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography (dichloromethane:methanol)

Sources & evidence

ORD record
ord-df22f40eaf414776a38e8fef67ee06a8
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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