4-[(Piperazin-1-yl)methyl]benzonitrile → 4-((4-(7-Methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperazin-1-yl)methyl)benzonitrile

HRID 1674777Notes

Reaction equation

HRID 1674777 reaction equation
Cl[C:2]1[C:3]([CH3:15])=[CH:4][C:5]2[N:6]([C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][N:10]=2)[N:7]=1.[C:16]([C:18]1[CH:30]=[CH:29][C:21]([CH2:22][N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:20][CH:19]=1)#[N:17]>>[CH3:15][C:3]1[C:2]([N:26]2[CH2:27][CH2:28][N:23]([CH2:22][C:21]3[CH:29]=[CH:30][C:18]([C:16]#[N:17])=[CH:19][CH:20]=3)[CH2:24][CH2:25]2)=[N:7][N:6]2[C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][N:10]=[C:5]2[CH:4]=1

Participants

3

Reactant 2

HCID 20608924-[(Piperazin-1-yl)methyl]benzonitrileHCID 536292016-Chloro-7-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine

Product 1

HCID 673409634-((4-(7-Methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperazin-1-yl)methyl)benzonitrileYield 75%

Procedure

The method of Example 12 was repeated using a mixture of 6-chloro-7-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (0.078 g, 0.33 mmol) and 1-(4-cyanobenzyl)-piperazine (0.199 g, 0.99 mmol) to give 4-((4-(7-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperazin-1-yl)methyl)benzonitrile (0.099 g, 75%).

Sources & evidence

ORD record
ord-d22a27defa1c424a961f82fb763a016c
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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