HCID 66602584, compound → HCID 86627054, compound

HRID 2097536Notes

Reaction equation

HRID 2097536 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[NH:19][C:18]([CH2:20][OH:21])=[C:17]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1>[O-2].[O-2].[Mn+4].ClCCl>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[NH:19][C:18]([CH:20]=[O:21])=[C:17]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 66602584HCID 66602584, compound

Product 1

HCID 86627054HCID 86627054, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To 30 ml of dichloromethane solution containing 1.08 g (3.0 mmol) of ethyl 5-(3-cyclopentoxy-4-methoxyphenyl)-2-hydroxymethyl-1H-pyrrol-3-carboxylate obtained in Reference example 47-(d) was added 3.13 g (36 mmol) of manganese dioxide, and the mixture was stirred at room temperature for 1.2 hours. After completion of the reaction, the reaction suspension was filtered through Celite, and the obtained filtrate was concentrated under reduced pressure to obtain 1.05 g of the title compound as a yellowish solid. (Yield: 97%)

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction suspension was filtered through Celite
  3. concentrationthe obtained filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4d357a79cf2847b3b532a961d9447784
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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