HCID 86725397, compound → HCID 86725398, compound

HRID 1503855Notes

Reaction equation

HRID 1503855 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][C:23]=1[N+:24]([O-])=O)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]1)=[O:7]>CO.[Ni]>[NH2:24][C:23]1[CH:22]=[CH:21][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])[CH2:10][CH2:9]2)=[O:7])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 86725397HCID 86725397, compound

Product 1

HCID 86725398HCID 86725398, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Example 39B (3 g, 11 mmol) in methanol (100 mL) was added Raney Ni (300 mg) and the mixture was stirred under hydrogen for 14 hours. The catalyst was filtered off and the filtrate was concentrated and purified by flash chromatography on silica gel (200-300 mesh) eluting with 100/1 dichloromethane/methanol to provide the title compound. MS: 336 (M+H+).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. custompurified by flash chromatography on silica gel (200-300 mesh)
  4. washeluting with 100/1 dichloromethane/methanol

Sources & evidence

ORD record
ord-327b007c8c274af9b7469cdfcfd785d1
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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