HCID 86725410, compound → HCID 86725411, compound

HRID 1503878Notes

Reaction equation

HRID 1503878 reaction equation
[F:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([N+:10]([O-])=O)[CH:5]=[C:4]([F:13])[C:3]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1>CO.[Ni]>[NH2:10][C:6]1[CH:5]=[C:4]([F:13])[C:3]([N:14]2[CH2:15][CH2:16][N:17]([C:20]([O:22][C:23]([CH3:25])([CH3:26])[CH3:24])=[O:21])[CH2:18][CH2:19]2)=[C:2]([F:1])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 1

HCID 86725410HCID 86725410, compound

Product 1

HCID 86725411HCID 86725411, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Example 52B (600 mg, 1.6 mmol) in methanol (100 mL) was added Raney Nickel (60 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: 344 (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-321b62091bc94af78d752d4f3e2980e8
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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