Diisopropylamine → HCID 66704174, compound

HRID 1943010Notes

Reaction equation

HRID 1943010 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-095727a490014f0ab45ac4d8c621cf1d
Source dataset
uspto-grants-2013_03
Patent number
US08389742B2

Reaction notes

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