HCID 59170702, compound → HCID 54765938, compound

HRID 2247550Notes

Reaction equation

HRID 2247550 reaction equation
[OH:1][CH:2]([C:4]1[CH:5]=[C:6](/[CH:15]=[CH:16]/[C:17]([NH:19][CH:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][CH2:21]2)=[O:18])[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)[CH3:3]>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[C:2]([C:4]1[CH:5]=[C:6](/[CH:15]=[CH:16]/[C:17]([NH:19][CH:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][CH2:21]2)=[O:18])[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)(=[O:1])[CH3:3]

Participants

4

Reactant 1

HCID 59170702HCID 59170702, compound

Product 1

HCID 54765938HCID 54765938, compoundYield 127.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a chloroform (0.5 mL) solution of (E)-3-(3-(1-hydroxyethyl)-4-(1H-imidazol-1-yl)phenyl)-N-indan-1-ylacrylamide (3 mg) obtained in Example 440, activated manganese dioxide (14 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 3.8 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-586348d0b19140fabc82613e2eff2915
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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