1-[2-(Trifluoromethyl)benzoyl]piperazine → 4-METHYL-2-({6-[4-(2-TRIFLUOROMETHYLBENZOYL)PIPERAZIN-1-YL]-PYRIDAZINE-3-CARBONYL}AMINO)PENTANOIC Acid Methyl Ester

HRID 2424566Notes

Reaction equation

HRID 2424566 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH:4]([NH:9][C:10]([C:12]1[N:13]=[N:14][C:15](Cl)=[CH:16][CH:17]=1)=[O:11])[CH2:5][CH:6]([CH3:8])[CH3:7].[N:20]1([C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]([F:37])([F:36])[F:35])=[O:27])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[CH3:1][O:2][C:3](=[O:19])[CH:4]([NH:9][C:10]([C:12]1[N:13]=[N:14][C:15]([N:23]2[CH2:24][CH2:25][N:20]([C:26](=[O:27])[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]([F:37])([F:35])[F:36])[CH2:21][CH2:22]2)=[CH:16][CH:17]=1)=[O:11])[CH2:5][CH:6]([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 167337841-[2-(Trifluoromethyl)benzoyl]piperazineHCID 610418552-[(6-Chloropyridazine-3-carbonyl)amino]-4-methylpentanoic acid methyl ester

Product 1

HCID 160357644-METHYL-2-({6-[4-(2-TRIFLUOROMETHYLBENZOYL)PIPERAZIN-1-YL]-PYRIDAZINE-3-CARBONYL}AMINO)PENTANOIC Acid Methyl Ester

Procedure

Following the procedure of Example 15, making variations only as required to use 2-[(6-chloropyridazine-3-carbonyl)amino]-4-methylpentanoic acid methyl ester in place of 6-chloropyridazine-3-carboxylic acid (2-cyclopropyl-2-hydroxyethyl)amide to react with piperazin-1-yl-(2-trifluoromethylphenyl)-methanone, the title compound was obtained as a white solid (36% yield). 1H NMR (400 MHz, CDCl3) δ 8.16, 8.04, 7.85, 7.66-7.53, 7.28, 7.00, 4.82-4.77, 4.14-3.68, 3.58-3.51, 1.83-1.60, 1.03-0.95.

Sources & evidence

ORD record
ord-3719d0657a274c278de75e9dc449d3a2
Source dataset
uspto-grants-2011_06
Patent number
US07964591B2

Reaction notes

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