Hydrazine → 4-(5-(4-Chlorophenyl)-6-hydrazinyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)benzonitrile

HRID 1661100Notes

Reaction equation

HRID 1661100 reaction equation
Br[C:2]1[C:3]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)=[C:4]([C:21]2[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=2)[C:5](=[O:20])[N:6]([CH2:8][C:9]2[C:10]([CH3:19])=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[N:7]=1.[NH2:36][NH2:37]>N1C=CC=CC=1>[Cl:35][C:32]1[CH:33]=[CH:34][C:29]([C:3]2[C:2]([NH:36][NH2:37])=[N:7][N:6]([CH2:8][C:9]3[C:10]([CH3:19])=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=3)[C:5](=[O:20])[C:4]=2[C:21]2[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 671288574-(6-Bromo-5-(4-chlorophenyl)-2-((2-methyl-6-(trifluoromethyl) pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl) benzonitrile

Product 1

HCID 671287294-(5-(4-Chlorophenyl)-6-hydrazinyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a microwave flask was added 4-(6-bromo-5-(4-chlorophenyl)-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)benzonitrile (105 mg, 0.187 mmol), pyridine (10 ml) and anhydrous hydrazine (60 mg, 1.87 mmol). The reaction was subjected to microwave at 200° C. for 30 min. After this time the solvent was removed to give 4-(5-(4-chlorophenyl)-6-hydrazinyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)benzonitrile as a yellow solid. The material was used in the next step without further purification.

Workup

  1. customAfter this time the solvent was removed

Sources & evidence

ORD record
ord-54a97e876c0b46d9beaf32e603c23924
Source dataset
uspto-grants-2011_10
Patent number
US08030306B2

Reaction notes

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