HCID 72650910, compound → HCID 22669657, compound

HRID 1007512Notes

Reaction equation

HRID 1007512 reaction equation
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:26]([C:27]([F:30])([F:29])[F:28])=[CH:25][C:17]([CH:18]=[C:19]4[CH2:23][CH2:22][O:21][C:20]4=[O:24])=[CH:16][C:15]=3[C:31]([F:34])([F:33])[F:32])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]>CO.[H][H].[Pd]>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:15]([C:31]([F:32])([F:34])[F:33])=[CH:16][C:17]([CH2:18][CH:19]4[CH2:23][CH2:22][O:21][C:20]4=[O:24])=[CH:25][C:26]=3[C:27]([F:29])([F:30])[F:28])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 1

HCID 72650910HCID 72650910, compound

Product 1

HCID 22669657HCID 22669657, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 23938PalladiumSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

0.2 g (0.38 mmol) of benzylidene compound from Example 24 are dissolved in 100 ml of methanol and hydrogenated with hydrogen for 18 hours in the presence of palladium on active carbon. The catalyst is filtered off through kieselguhr and the filtrate is concentrated in vacuo. The crude product is purified by chromatography on silica gel 60 in the isocratic gradient mode using toluene/ethyl acetate (10:1).

Workup

  1. filtrationThe catalyst is filtered off through kieselguhr
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe crude product is purified by chromatography on silica gel 60 in the isocratic gradient mode

Sources & evidence

ORD record
ord-0be2cc1f908744df8f35753500b0cdb8
Source dataset
uspto-grants-2004_09
Patent number
US06794406B2

Reaction notes

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