Diisopropylamine → HCID 66704174, compound

HRID 1675935Notes

Reaction equation

HRID 1675935 reaction equation
[O:1]=[C:2]1[C@@:6]([N:12]2[CH:16]=[CH:15][CH:14]=[CH:13]2)([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:5][C:4](=[O:17])[NH:3]1.[CH:18]([NH:21][CH:22]([CH3:24])[CH3:23])([CH3:20])[CH3:19].CCCCCC>C(OCC)(=O)C>[CH:18]([NH:21][CH:22]([CH3:24])[CH3:23])([CH3:20])[CH3:19].[O:1]=[C:2]1[C@@:6]([N:12]2[CH:13]=[CH:14][CH:15]=[CH:16]2)([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:5][C:4](=[O:17])[NH:3]1

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 8058HexaneHCID 10823690Ethyl (3R)-2,5-dioxo-3-(1H-pyrrol-1-yl)-3-pyrrolidinecarboxylate

Product 1

HCID 66704174HCID 66704174, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

Ethyl (R)-2,5-dioxo-3-(pyrrol-1-yl)pyrrolidine-3-carboxylate (220 mg) was dissolved in ethyl acetate (1 ml) and thereto was added diisopropylamine (0.130 ml). To this solution was added hexane (1 ml) and the resulting white suspension was warmed at 40° C. to give a homogeneous solution. This mixture was allowed to stand at room temperature and precipitated crystal was collected by filtering to give ethyl (R)-2.5-dioxo-3-(pyrrol-1-yl)pyrrolidine-3-carboxylate diisopropylamine salt (198 mg, 60%) as crystal.

Workup

  1. customto give a homogeneous solution
  2. customto stand at room temperature
  3. customprecipitated crystal
  4. customwas collected
  5. filtrationby filtering

Sources & evidence

ORD record
ord-1f9bd8cad2444227850e5b8b6f268b4b
Source dataset
uspto-grants-2011_08
Patent number
US08003808B2

Reaction notes

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