6-Piperazin-1-yl-pyridazin-3-carboxylic acid (3-methylbutyl)amide → 6-[4-(3-BENZYL-5-TRIFLUOROMETHYL-3H-[1,2,3]TRIAZOLE-4-CARBONYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE

HRID 2354715Notes

Reaction equation

HRID 2354715 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]([OH:15])=O)=[C:11]([C:16]([F:19])([F:18])[F:17])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][CH:21]([CH3:39])[CH2:22][CH2:23][NH:24][C:25]([C:27]1[N:28]=[N:29][C:30]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[CH:31][CH:32]=1)=[O:26]>>[CH3:20][CH:21]([CH3:39])[CH2:22][CH2:23][NH:24][C:25]([C:27]1[N:28]=[N:29][C:30]([N:33]2[CH2:38][CH2:37][N:36]([C:13]([C:12]3[N:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[N:9]=[N:10][C:11]=3[C:16]([F:19])([F:18])[F:17])=[O:15])[CH2:35][CH2:34]2)=[CH:31][CH:32]=1)=[O:26]

Participants

3

Reactant 2

HCID 668493226-Piperazin-1-yl-pyridazin-3-carboxylic acid (3-methylbutyl)amideHCID 66850222HCID 66850222, compound

Product 1

HCID 668495356-[4-(3-BENZYL-5-TRIFLUOROMETHYL-3H-[1,2,3]TRIAZOLE-4-CARBONYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE

Procedure

Following the procedure of Example 9, making variations only as required to use 3-benzyl-5-trifluoromethyl-3H-[1,2,3]triazole-4-carboxylic acid in place of 2,5-dichlorobenzoic acid to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (3-methylbutyl)amide, the title compound was obtained as a white powder (37% yield). 1H NMR (300 MHz, DMSO-d6) δ 8.04, 7.83, 7.36, 7.28, 6.99, 5.69, 3.94, 3.84, 3.70, 3.46, 1.75-1.61, 1.49, 0.91. MS (ES+) m/z 531.2 (M+1).

Sources & evidence

ORD record
ord-4325a46dac21414799fa5024f9565e7a
Source dataset
uspto-grants-2010_07
Patent number
US07754711B2

Reaction notes

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