4,4,4-Trifluoro-3-hydroxy-3-methylbutanoic acid → 6-[4-(4,4,4-TRIFLUORO-3-HYDROXY-3-METHYLBUTYRYL)PIPERAZIN-1-YL]-PYRIDAZINE-3-CARBOXYLIC Acid (2-CYCLOPROPYLETHYL)AMIDE

HRID 2056517Notes

Reaction equation

HRID 2056517 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]([OH:9])([CH3:8])[CH2:4][C:5]([OH:7])=O.[CH:12]1([CH2:15][CH2:16][NH:17][C:18]([C:20]2[N:21]=[N:22][C:23]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[CH:24][CH:25]=2)=[O:19])[CH2:14][CH2:13]1>>[CH:12]1([CH2:15][CH2:16][NH:17][C:18]([C:20]2[N:21]=[N:22][C:23]([N:26]3[CH2:31][CH2:30][N:29]([C:5](=[O:7])[CH2:4][C:3]([OH:9])([CH3:8])[C:2]([F:1])([F:11])[F:10])[CH2:28][CH2:27]3)=[CH:24][CH:25]=2)=[O:19])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 1361684,4,4-Trifluoro-3-hydroxy-3-methylbutanoic acidHCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide

Product 1

HCID 113393976-[4-(4,4,4-TRIFLUORO-3-HYDROXY-3-METHYLBUTYRYL)PIPERAZIN-1-YL]-PYRIDAZINE-3-CARBOXYLIC Acid (2-CYCLOPROPYLETHYL)AMIDE

Procedure

Following the procedure of Example 9, making variations only as required to use 4,4,4-trifluoro-3-hydroxy-3-methylbutyric acid in place of 2,5-dichlorobenzoic acid to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white powder (50.1% yield). 1H NMR (300 MHz, CDCl3) δ 8.07, 7.96, 6.98, 6.23, 4.05-3.52, 2.90, 2.47, 1.53-1.43, 0.76, 0.46, 0.09. MS (ES+) m/z 430 (M+1).

Sources & evidence

ORD record
ord-3c2ddce5a9ee41efadb0836ebf352ca4
Source dataset
uspto-grants-2008_02
Patent number
US07335658B2

Reaction notes

Loading…