HCID 70234942, compound → HCID 70234419, compound

HRID 1387442Notes

Reaction equation

HRID 1387442 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[CH2:5][C@@H:6]([C:26]1[CH:27]=[N:28][C:29]2[C:34]([CH:35]=1)=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:7]1[CH2:11][CH2:10][CH:9]([CH2:12][CH2:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[C:8]1=[O:25])[CH3:2].[H][H]>CCO.[Pd].[C]>[CH2:1]([O:3][C:4](=[O:36])[CH2:5][C@@H:6]([C:26]1[CH:27]=[N:28][C:29]2[C:34]([CH:35]=1)=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:7]1[CH2:11][CH2:10][CH:9]([CH2:12][CH2:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[C:8]1=[O:25])[CH3:2]

Participants

5

Reactant 2

HCID 70234942HCID 70234942, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70234419HCID 70234419, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-3 (380 mg, 0.8 mmol) and 10% Pd/carbon (200 mg) in EtOH (20 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 to 70:20:10 chloroform/ethyl acetate/MeOH) to give 6-4 as a yellow oil.

Workup

  1. filtrationfiltration
  2. customremoval of the solvent
  3. customthe residue was chromatographed (silica gel, 70:25:5 to 70:20:10 chloroform/ethyl acetate/MeOH)

Sources & evidence

ORD record
ord-45a98a605fba4fdeb2b6db14f1430cd9
Source dataset
uspto-grants-2001_07
Patent number
US06268378B1

Reaction notes

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