HCID 22597445, compound → HCID 22597433, compound

HRID 1760211Notes

Reaction equation

HRID 1760211 reaction equation
[ClH:1].[NH2:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[N:5]=[C:6]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=1)[N:7]2[C:12]1[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=1.[H][H]>C1COCC1.CCO.[Pd]>[ClH:1].[ClH:1].[NH2:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[N:5]=[C:6]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=1)[N:7]2[C:12]1[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=1

Participants

6

Reactant 2

HCID 22597445HCID 22597445, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22597433HCID 22597433, compoundYield 147.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The free amine (371 mg) obtained in Example 35 was dissolved in THF (200 ml) and EtOH (200 ml), and 10% Pd—C (hydrous, 0.5 g) was added thereto, and the mixture was stirred for 2 hours in a hydrogen atmosphere at room temperature. The reaction mixture was filtered with Celite, and the filtrate was evaporated, to give 300 mg of the title compound in free form. This free amine (100 mg) was dissolved in methanol (2 ml), then 4N HCl/EtOAc (0.2 ml) was added thereto, and the precipitated crystals were collected by f iltration, to give 84 mng of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered with Celite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-ed84e63b5f46495fb93665d6706eb106
Source dataset
uspto-grants-2005_01
Patent number
US06841549B1

Reaction notes

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