HCID 66758894, compound → HCID 66758374, compound

HRID 242531Notes

Reaction equation

HRID 242531 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:34])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][C:30]([CH:32]=[CH2:33])=[CH:31][C:19]=4[CH2:18]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>C(O)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:34])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][C:30]([CH2:32][CH3:33])=[CH:31][C:19]=4[CH2:18]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 66758894HCID 66758894, compound

Product 1

HCID 66758374HCID 66758374, compoundYield 49.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of the product of example 164 (100 mg) and Pd—C (20 mg) in ethanol (2 ml) stirred under a hydrogen balloon at room temperature for 1 hour. The mixture was filtered through the celite and distilled off under reduced pressure. The residue was purified by preparative thin layer chromatography eluting with chloroform-methanol (15:1) to give the titled compound (50 mg).

Workup

  1. filtrationThe mixture was filtered through the celite
  2. distillationdistilled off under reduced pressure
  3. customThe residue was purified by preparative thin layer chromatography
  4. washeluting with chloroform-methanol (15:1)

Sources & evidence

ORD record
ord-b0db2fc4191c44f19a414d182d790202
Source dataset
uspto-grants-2014_02
Patent number
US08653096B2

Reaction notes

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