N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide → HCID 11442719, compound

HRID 2424465Notes

Reaction equation

HRID 2424465 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]([CH3:11])([C:7]([F:10])([F:9])[F:8])[C:4](Cl)=[O:5].[CH:14]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[N:23]=[N:24][C:25]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[CH:26][CH:27]=2)=[O:21])[CH2:16][CH2:15]1>>[CH:14]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[N:23]=[N:24][C:25]([N:28]3[CH2:33][CH2:32][N:31]([C:4](=[O:5])[C:3]([CH3:11])([C:7]([F:10])([F:9])[F:8])[C:2]([F:13])([F:12])[F:1])[CH2:30][CH2:29]3)=[CH:26][CH:27]=2)=[O:21])[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamideHCID 713545713,3,3-Trifluoro-2-methyl-2-(trifluoromethyl)propanoyl chloride

Product 1

HCID 11442719HCID 11442719, compound

Procedure

Following the procedure of Example 3, making variations only as required to use (3,3,3-trifluoro-2-methyl-2-trifluoromethylpropionyl chloride in place of isoxazole-5-carbonyl chloride to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white solid (35% yield). 1H NMR (300 MHz, CDCl3) δ 8.02, 7.96, 6.80, 3.91-3.75, 3.58, 1.58-1.48, 0.78-0.63, 0.48-0.43, 0.11-0.04. MS (ES+) m/z 468.2 (M+1).

Sources & evidence

ORD record
ord-c74e6f393383490fbde9326b84c51ae7
Source dataset
uspto-grants-2011_06
Patent number
US07964591B2

Reaction notes

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