HCID 117889663, compound → HCID 117894042, compound

HRID 930534Notes

Reaction equation

HRID 930534 reaction equation
[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C:17]3[CH:18]([CH3:24])[CH2:19][C:20](=[O:23])[NH:21][N:22]=3)=[CH:16][C:11]=2[N:10]=[C:9]1[C:25]1[CH:30]=[C:29]([N+:31]([O-])=O)[C:28](=[O:34])[N:27]([CH3:35])[CH:26]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.[Ni]>[NH2:31][C:29]1[C:28](=[O:34])[N:27]([CH3:35])[CH:26]=[C:25]([C:9]2[N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:12]3[CH:13]=[CH:14][C:15]([C:17]4[CH:18]([CH3:24])[CH2:19][C:20](=[O:23])[NH:21][N:22]=4)=[CH:16][C:11]=3[N:10]=2)[CH:30]=1

Participants

4

Reactant 1

HCID 117889663HCID 117889663, compound

Product 1

HCID 117894042HCID 117894042, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a hydrogenation apparatus is placed 6-[1-benzyl-2-(1-methyl-5-nitro-6-oxo-1,6-dihydro-pyridin-3-yl)-1H-benzoimidazol-5-yl]-5-methyl-4,5-dihydro-2H-pyridazin-3-one F-1 (97 mg; 0.21 mmol) dissolved in 50 ml THF. A scoop of Raney-Nickel is added and the reactor filled up with H2 to 5 bar. The reaction mixture is stirred at room temperature for 1 hour. The Raney-Nickel is filtered off and the filtrate concentrated under reduced pressure. The residue is purified by using reversed phase chromatography (Method: prep. HPLC1).

Workup

  1. additionthe reactor filled up with H2 to 5 bar
  2. filtrationThe Raney-Nickel is filtered off
  3. concentrationthe filtrate concentrated under reduced pressure
  4. customThe residue is purified

Sources & evidence

ORD record
ord-098a14a929a44e629c7e790a151ca6bc
Source dataset
uspto-grants-2016_03
Patent number
US09296748B2

Reaction notes

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