Hydrazine hydrate (1:1) → 2-Bromo-4-(6,7-dimethoxyphthalazin-1-yl)pyridine

HRID 1739429Notes

Reaction equation

HRID 1739429 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:8]([C:13](=O)[C:14]2[CH:19]=[CH:18][N:17]=[C:16]([Br:20])[CH:15]=2)=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.O.[NH2:23][NH2:24]>CO>[Br:20][C:16]1[CH:15]=[C:14]([C:13]2[C:8]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:10]([O:11][CH3:12])[CH:9]=3)[CH:6]=[N:24][N:23]=2)[CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 218408403,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde

Product 1

HCID 218408262-Bromo-4-(6,7-dimethoxyphthalazin-1-yl)pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3,4-dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde (4.5 g) in methanol (70 ml) is added dropwise hydrazine monohydrate (0.8 ml). The reaction mixture is cooled with ice, and the precipitates are collected by filtration, and recrystallized from methanol to give 2-bromo-4-(6,7-dimethoxyphthalazin-1-yl)pyridine (4.01 g) as yellow crystals.

Workup

  1. temperatureThe reaction mixture is cooled with ice
  2. filtrationthe precipitates are collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-daa5282d355343339542882c9bf68cc2
Source dataset
uspto-grants-1999_10
Patent number
US05965730

Reaction notes

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