HCID 18175012, compound → HCID 18175033, compound

HRID 351147Notes

Reaction equation

HRID 351147 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-f403fbe9a34e4d14ab917718ed39a2a4
Source dataset
uspto-grants-2007_02
Patent number
US07183318B2

Reaction notes

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