HCID 22494136, compound → HCID 22494177, compound

HRID 1296214Notes

Reaction equation

HRID 1296214 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH:5]([O:25][CH:26]([CH3:28])[CH3:27])[CH2:6][C:7]1[CH:15]=[C:14]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:10]2[O:11][CH:12]=[CH:13][C:9]=2[CH:8]=1)[CH3:2]>C(O)C.[H][H].[C].[Pd]>[CH2:1]([O:3][C:4](=[O:29])[CH:5]([O:25][CH:26]([CH3:28])[CH3:27])[CH2:6][C:7]1[CH:15]=[C:14]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[C:10]2[O:11][CH2:12][CH2:13][C:9]=2[CH:8]=1)[CH3:2]

Participants

5

Reactant 1

HCID 22494136HCID 22494136, compound

Product 1

HCID 22494177HCID 22494177, compoundYield 92.6%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-60def0eb30344dc2adac64407b67e6a1
Source dataset
uspto-grants-2007_07
Patent number
US07244861B2

Reaction notes

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