HCID 11441714, compound → HCID 11603625, compound

HRID 2424555Notes

Reaction equation

HRID 2424555 reaction equation
[CH3:1][CH:2]([CH3:31])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:30])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[N+:27]([O-])=O)[CH2:16][CH2:15]2)=[CH:12][CH:13]=1)=[O:7]>[Pd]>[CH3:1][CH:2]([CH3:31])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:15][CH2:16][N:17]([C:20](=[O:30])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[NH2:27])[CH2:18][CH2:19]2)=[CH:12][CH:13]=1)=[O:7]

Participants

3

Reactant 1

HCID 11441714HCID 11441714, compound

Product 1

HCID 11603625HCID 11603625, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

6-[4-(2-Nitrobenzoyl)piperazin-1-yl]pyridazine-3-carboxylic acid (3-methyl-butyl)amide (100 mg, 0.235 mmol) was hydrogenated with 10 mg 10% Pd/C as catalyst at ambient temperature under 1 atm for 24 hours. The mixture was filtered through a celite cake. The filtrate was concentrated and purified by flash chromatography (ethyl acetate) to give a white solid (83% yield). 1H NMR (500 MHz, CDCl3) δ 8.05, 7.86, 7.19-7.23, 7.10-7.13, 6.99, 4.40, 3.74-3.88, 3.50, 1.65-1.75, 1.52, 0.94. MS (ES+) m/z 397 (M+1).

Workup

  1. filtrationThe mixture was filtered through a celite cake
  2. concentrationThe filtrate was concentrated
  3. custompurified by flash chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-e55c7380daae429a87c2e9f19291d1ea
Source dataset
uspto-grants-2011_06
Patent number
US07964591B2

Reaction notes

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