2-Acetoxybenzoyl chloride → Acetic Acid 2-{4-[6-(2-CYCLOPROPYLETHYLCARBAMOYL)PYRIDAZIN-3-YL]-PIPERAZINE-1-CARBONYL}PHENYL Ester

HRID 2354681Notes

Reaction equation

HRID 2354681 reaction equation
[C:1]([O:4][C:5]1[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:7](Cl)=[O:8])(=[O:3])[CH3:2].[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:7]([C:6]4[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=4[O:4][C:1](=[O:3])[CH3:2])=[O:8])[CH2:30][CH2:29]3)=[CH:26][CH:27]=2)=[O:21])[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 796682-Acetoxybenzoyl chlorideHCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide

Product 1

HCID 11604547Acetic Acid 2-{4-[6-(2-CYCLOPROPYLETHYLCARBAMOYL)PYRIDAZIN-3-YL]-PIPERAZINE-1-CARBONYL}PHENYL Ester

Procedure

Following the procedure of Example 3, making variations only as required to use acetylsalicyloyl 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 (39% yield). 1H NMR (500 MHz, CDCl3) δ 8.06, 8.00, 7.00, 7.47, 7.34-7.29, 7.18, 6.98, 4.00-3.72, 3.60-3.48, 2.28, 1.52, 0.76, 0.48, 0.10. MS (ES+) m/z 438 (M+1).

Sources & evidence

ORD record
ord-78df7f10791a4404be26d6a6914da36d
Source dataset
uspto-grants-2010_07
Patent number
US07754711B2

Reaction notes

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