HCID 66960208, compound → HCID 59170958, compound

HRID 1446537Notes

Reaction equation

HRID 1446537 reaction equation
[OH:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([NH:18][CH:19]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21][CH2:20]3)=[O:17])=[CH:10][C:9]=2[O:28][CH3:29])[CH:7]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH:2]([C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([NH:18][CH:19]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21][CH2:20]3)=[O:17])=[CH:10][C:9]=2[O:28][CH3:29])[CH:7]=1)=[O:1]

Participants

4

Reactant 1

HCID 66960208HCID 66960208, compound

Product 1

HCID 59170958HCID 59170958, compoundYield 201%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a chloroform (5 mL) solution of (E)-3-(4-(4-hydroxymethyl-1H-imidazol-1-yl)-3-methoxyphenyl)-N-indan-1-ylacrylamide (15 mg) obtained in Example 45, activated manganese dioxide (280 mg) was added, and the reaction mixture was agitated at room temperature overnight. The reaction solution was filtered through a filter paper and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent:ethyl acetate), and 30 mg of the title compound was obtained.

Workup

  1. filtrationThe reaction solution was filtered through a filter paper
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (elution solvent:ethyl acetate)

Sources & evidence

ORD record
ord-c1f0fe074e9d4010ad1660c71356c024
Source dataset
uspto-grants-2010_02
Patent number
US07667041B2

Reaction notes

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