HCID 18175012, compound → HCID 18175033, compound

HRID 395582Notes

Reaction equation

HRID 395582 reaction equation
O=[C:2]1[C:11]2[C:10]3[C:12]([CH2:16][CH2:17][NH:18][C:19](=[O:27])[CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[CH:13][CH:14]=[CH:15][C:9]=3[CH:8]=[CH:7][C:6]=2[NH:5][C:4](=[O:28])[CH2:3]1>C(O)(=O)C.[Pd]>[O:28]=[C:4]1[CH2:3][CH2:2][C:11]2[C:10]3[C:12]([CH2:16][CH2:17][NH:18][C:19](=[O:27])[CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[CH:13][CH:14]=[CH:15][C:9]=3[CH:8]=[CH:7][C:6]=2[NH:5]1

Participants

4

Reactant 1

HCID 18175012HCID 18175012, compound

Product 1

HCID 18175033HCID 18175033, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The product of Example 115 (3 mmol) is dissolved in acetic acid (70 ml). After several purges with argon, 10% palladium-on-carbon (600 mg) is added and the mixture is placed under a hydrogen atmosphere. Stirring is carried out at ambient temperature until the end of the reaction (monitored by TLC) and the palladium is filtered off over Celite. The acetic acid is evaporated off to dryness and the residue is chromatographed on silica gel to yield the title product.

Workup

  1. customis carried out at ambient temperature until the end of the reaction (monitored by TLC)
  2. filtrationthe palladium is filtered off over Celite
  3. customThe acetic acid is evaporated off to dryness
  4. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-2729f698a6314eb885c54fdc323d5fce
Source dataset
uspto-grants-2003_08
Patent number
US06605632B1

Reaction notes

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