HCID 69711854, compound → HCID 69710297, compound

HRID 322075Notes

Reaction equation

HRID 322075 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[CH2:5][C@@H:6]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=1)[N:7]1[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[N:19][CH:20]=[CH:21][CH:22]=3)[N:17]=2)[C:8]1=[O:26])[CH3:2].[H][H]>CCO.[Pd].[C]>[CH2:1]([O:3][C:4](=[O:34])[CH2:5][C@@H:6]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=1)[N:7]1[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:23]3[CH2:22][CH2:21][CH2:20][NH:19][C:18]=3[N:17]=2)[C:8]1=[O:26])[CH3:2]

Participants

5

Reactant 2

HCID 69711854HCID 69711854, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69710297HCID 69710297, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-8 (400 mg, 0.86 mmol) and 10% Pd/carbon (1300 mg) in EtOH (10 mL) was stirred under a balloon of hydrogen for 6 h. Following filtration and evaporative removal of the solvent, the residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH) to give 2-9 as a yellow oil.

Workup

  1. filtrationfiltration
  2. customremoval of the solvent
  3. customthe residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH)

Sources & evidence

ORD record
ord-f18b94c4e4c542fcaf793cd034d85a27
Source dataset
uspto-grants-2001_04
Patent number
US06211191B1

Reaction notes

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