HCID 22733943, compound → HCID 22734439, compound

HRID 2084777Notes

Reaction equation

HRID 2084777 reaction equation
Cl[C:2]1[CH:3]=[N:4][CH:5]=[C:6](Cl)[C:7]=1[CH2:8][C:9]([C:11]1[C:16]2[C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:18][O:19][C:15]=2[C:14]([O:26][CH3:27])=[CH:13][CH:12]=1)=[O:10]>CN(C=O)C.CO.[C].[Pd]>[CH2:24]([O:23][C:21]([CH2:20][C:17]1[C:16]2[C:11]([C:9](=[O:10])[CH2:8][C:7]3[CH:2]=[CH:3][N:4]=[CH:5][CH:6]=3)=[CH:12][CH:13]=[C:14]([O:26][CH3:27])[C:15]=2[O:19][CH:18]=1)=[O:22])[CH3:25]

Participants

4

Reactant 1

HCID 22733943HCID 22733943, compound

Product 1

HCID 22734439HCID 22734439, compoundYield 59.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

Compound 119 (0.04 g) obtained in Example 119 was dissolved in DMF-methanol (1:1) (1.0 ml), and 10% palladium carbon (0.016 g) was added thereto, followed by hydrogenation at normal temperature and normal pressure for 6 hours. The catalyst was removed and the filtrate was concentrated. Water and a saturated aqueous solution of sodium bicarbonate were added to the residue, and a precipitate was collected by filtration and dried to give Compound 120 (0.02 g, 9%) as a white solid.

Workup

  1. customThe catalyst was removed
  2. concentrationthe filtrate was concentrated
  3. additionWater and a saturated aqueous solution of sodium bicarbonate were added to the residue
  4. filtrationa precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-079301e7b4104c0d96d31c50b588cb62
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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