HCID 22734123, compound → HCID 12110022, compound

HRID 2084776Notes

Reaction equation

HRID 2084776 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[CH2:8][CH:9]([C:11]1[C:16]2[CH2:17][C:18]([CH3:21])([CH3:20])[O:19][C:15]=2[C:14]([O:22][CH3:23])=[CH:13][CH:12]=1)[OH:10].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[CH2:8][C:9]([C:11]1[C:16]2[CH2:17][C:18]([CH3:20])([CH3:21])[O:19][C:15]=2[C:14]([O:22][CH3:23])=[CH:13][CH:12]=1)=[O:10]

Participants

4

Reactant 2

HCID 22734123HCID 22734123, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 12110022HCID 12110022, compoundYield 44.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 45a (3.0 g) obtained in Step A of Example 45 was dissolved in methylene chloride (80 ml), and a powder of silica gel (15 g) and pyridinium chlorochromate (PCC) (2.1 g) were added thereto, followed by stirring at room temperature for 2 hours. The reaction solution was filtered and the obtained filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=30/1) to give Compound 95 (1.3 g, 44.9%) as pale-yellow crystals.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (chloroform/methanol=30/1)

Sources & evidence

ORD record
ord-2445236e72904e41ae4660cf23cd9651
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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