HCID 22914913, compound → HCID 22914921, compound

HRID 1377523Notes

Reaction equation

HRID 1377523 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[N:27]([CH:28]([O:30][CH2:31][CH3:32])[CH3:29])[N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]([CH:33]([C:35]2[CH:40]=[CH:39][C:38]([CH:41]([O:44][CH3:45])[O:42][CH3:43])=[CH:37][N:36]=2)[OH:34])=[C:7]([Cl:46])[N:6]=1)[CH2:2][CH2:3][CH3:4]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[N:27]([CH:28]([O:30][CH2:31][CH3:32])[CH3:29])[N:26]=[N:25][N:24]=3)=[CH:15][CH:16]=2)[C:8]([C:33]([C:35]2[CH:40]=[CH:39][C:38]([CH:41]([O:42][CH3:43])[O:44][CH3:45])=[CH:37][N:36]=2)=[O:34])=[C:7]([Cl:46])[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 22914913HCID 22914913, compound

Product 1

HCID 22914921HCID 22914921, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

500 mg (0.77 mmole) of the compound obtained in step 1 was dissolved in 8 ml of methylene chloride and to the resulting solution was added 73 mg (7.74 mmole) of manganese dioxide. The mixture was stirred for 5 hours at room temperature and the resultant was removed from the solvent and purified with silica gel column chromatography to obtain 346 mg of the title compound (yield 70%).

Workup

  1. customthe resultant was removed from the solvent
  2. custompurified with silica gel column chromatography

Sources & evidence

ORD record
ord-c066b5fe121c48ac8d37dc3e72b7bacd
Source dataset
uspto-grants-1997_09
Patent number
US05665738

Reaction notes

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