Glycinamide → N-(2-Amino-2-oxoethyl)-2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide

HRID 621603Notes

Reaction equation

HRID 621603 reaction equation
[OH:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]([O:10]CC)=O)[C:4](=[O:13])[CH2:3]1.[NH2:14][CH2:15][C:16]([NH2:18])=[O:17]>>[OH:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]([NH:14][CH2:15][C:16]([NH2:18])=[O:17])=[O:10])[C:4](=[O:13])[CH2:3]1

Participants

3

Reactant 2

HCID 69020GlycinamideHCID 12365604Ethyl 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetate

Product 1

HCID 11701304N-(2-Amino-2-oxoethyl)-2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamideYield 43.5%

Conditions

Temperature
80 °C

Procedure

A mixture of ethyl 4-hydroxy-2-oxo-1-pyrrolidineacetate (0.5 g) and glycinamide (0.6 g) was stirred under nitrogen at 80° C. for 4 hours. After cooling, the mixture was chromatographed on a silica gel column, by eluting with dichloromethane/methanol 7:3, affording the title compound (250 mg).

Workup

  1. temperatureAfter cooling
  2. customthe mixture was chromatographed on a silica gel column
  3. washby eluting with dichloromethane/methanol 7:3

Sources & evidence

ORD record
ord-76fda67fcc57443f940989b112aa1e45
Source dataset
uspto-grants-1989_04
Patent number
US04824861

Reaction notes

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