HCID 20072687, compound → HCID 20072712, compound

HRID 704661Notes

Reaction equation

HRID 704661 reaction equation
[C:1]1([CH:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:8]2[C:13](=[O:14])[CH:12]=[C:11]([CH2:15][OH:16])[N:10]([CH2:17][C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[O-2].[O-2].[Mn+4]>[C:24]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[C:13](=[O:14])[CH:12]=[C:11]([CH:15]=[O:16])[N:10]([CH2:17][C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH:9]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 1

HCID 20072687HCID 20072687, compound

Product 1

HCID 20072712HCID 20072712, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2.391 g of 3-diphenylmethyl-6-hydroxymethyl-1-(4-pyridyl)methyl-4-pyridone in 150 ml of methanol is added 14.0 g of active manganese dioxide at room temperature, and the mixture is stirred for 30 minutes. After insolubles are removed by filtration, the filtrate is subjected to flash column chromatography on 100 g of Wako-Gel C-300 (manufactured by Wako Pure Chemical Industries, Ltd.) with an eluent of chloroform-methanol (20:1) to perform separation and purification. The title compound (2.043 g) is obtained as colorless foam.

Workup

  1. customAfter insolubles are removed by filtration
  2. customseparation and purification

Sources & evidence

ORD record
ord-bc742c0074ca4164933abd9fa99fb13c
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

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