HCID 22891997, compound → HCID 69940044, compound

HRID 993435Notes

Reaction equation

HRID 993435 reaction equation
[CH2:1]([O:8]C([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][N:18]2[C:22]([CH2:23][N:24]3[CH:28]=[C:27]([C:29]([N:31]4[CH2:36][CH2:35][O:34][CH2:33][CH2:32]4)=[O:30])[C:26]([C:37]4[C:46]5[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=5)[CH:40]=[CH:39][CH:38]=4)=[N:25]3)=[CH:21][N:20]=[CH:19]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[H][H]>CO.[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[OH2:8].[NH3:11].[CH3:1][OH:8].[NH:11]1[CH2:12][CH2:13][CH:14]([CH2:17][N:18]2[C:22]([CH2:23][N:24]3[CH:28]=[C:27]([C:29]([N:31]4[CH2:36][CH2:35][O:34][CH2:33][CH2:32]4)=[O:30])[C:26]([C:37]4[C:46]5[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=5)[CH:40]=[CH:39][CH:38]=4)=[N:25]3)=[CH:21][N:20]=[CH:19]2)[CH2:15][CH2:16]1

Participants

6

Reactant 2

HCID 22891997HCID 22891997, compoundHCID 178418361HCID 178418361, compound

Product 2

HCID 69940044HCID 69940044, compoundYield 144.4%HCID 140995658HCID 140995658, compound

Reagents, catalysts & solvents 2

HCID 178420936HCID 178420936, compoundCatalystHCID 887MethanolSolvent

Procedure

227 mg (0.36 mmol) of the compound prepared in Example 158 was dissolved in methanol, 20 mg of palladium hydroxide carbon was added thereto, and the mixture was reacted under 1 atm of hydrogen for 2 hours. After the reaction was completed, the mixture was filtered and the solvent therein was removed. The residue was subjected to silica gel column chromatography(eluent: ammonia water/methanol=15/85, v/v) to give 120 mg (0.26 mmol, Yield 74%) of the title compound.

Workup

  1. filtrationthe mixture was filtered
  2. customthe solvent therein was removed

Sources & evidence

ORD record
ord-609d34d020a544c09ff8a043d3d4ad85
Source dataset
uspto-grants-2002_10
Patent number
US06472526B1

Reaction notes

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