HCID 22494136, compound → HCID 22494177, compound

HRID 1816610Notes

Reaction equation

HRID 1816610 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:15]2[O:16][CH:17]=[CH:18][C:14]=2[CH:13]=[C:12]([CH2:19][CH:20]([O:26][CH:27]([CH3:29])[CH3:28])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:15]2[O:16][CH2:17][CH2:18][C:14]=2[CH:13]=[C:12]([CH2:19][CH:20]([O:26][CH:27]([CH3:28])[CH3:29])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:11]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 22494136HCID 22494136, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22494177HCID 22494177, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

29 mg of ethyl 3-(7-[(tertiary butoxycarbonyl)amino]methylbenzo[b]furan-5-yl)-2-isopropoxypropionate was dissolved in ethanol, and 30 mg of 10% palladium-carbon was added, and the mixture was stirred at room temperature for 3 days in a hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated, to give 27 mg of ethyl 3-(7-[(tertiary butoxycarbonyl)amino]methyl-2,3-dihydrobenzo[b]furan-5-yl)-2-isopropoxypropionate.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-fd29410ab9d049b0a2916f1f776ab779
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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