Acetic Acid → HCID 59305559, compound

HRID 2261371Notes

Reaction equation

HRID 2261371 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[C:7](=[O:21])[N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)[CH2:9][CH:10]=1.C(O)(=O)C>CO.[Zn]>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[C:7](=[O:21])[N:8]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=2)[CH2:9][CH:10]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 59305556HCID 59305556, compound

Product 1

HCID 59305559HCID 59305559, compoundYield 25%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

90 mg of 3-[1-(4-nitro-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester (0.3 mmol) was dissolved in methanol solution at room temperature. And then 290 mg of Zn (4.44 mmol) and 0.02 ml of acetic acid (0.3 mmol) were added thereto and the mixture was stirred for 48 hrs at room temperature. The resulting compound was purified by Silica gel column chromatography with ethylacetate as an eluant to give 20 mg of 3-[1-(4-amino-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester (h) (yield: 25%).

Workup

  1. customThe resulting compound was purified by Silica gel column chromatography with ethylacetate as an eluant

Sources & evidence

ORD record
ord-6df60c1c9ab74bf9bb4d838f268851cb
Source dataset
uspto-grants-2010_12
Patent number
US07846963B2

Reaction notes

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