Diethyl Ether → HCID 57153373, compound

HRID 1034253Notes

Reaction equation

HRID 1034253 reaction equation
[C:1]1([N:7]2[CH2:11][CH2:10][C:9](=O)[C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH:16]1[CH2:20][O:21][CH3:22].CCOCC>C1C=CC=CC=1>[CH3:22][O:21][CH2:20][CH:16]1[CH2:17][CH2:18][CH2:19][N:15]1[N:14]=[C:9]1[CH2:10][CH2:11][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]1=[O:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 1436632-(Methoxymethyl)pyrrolidin-1-amineHCID 190235711-Phenylpyrrolidine-2,3-dione

Product 1

HCID 57153373HCID 57153373, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of the product of Example 61 and chiral 1-amino-2-methoxymethylpyrrolidine (SAMP or RAMP; 1 equiv) in benzene is refluxed under Dean-Stark conditions for 20 h. After cooling, Et2O is added and the mixture is washed with water. The organic layer is dried (MgO4) and evaporated to give a residue which is chromatographed on silica gel to give the title compound.

Workup

  1. temperatureAfter cooling
  2. washthe mixture is washed with water
  3. customThe organic layer is dried (MgO4)
  4. customevaporated
  5. customto give a residue which
  6. customis chromatographed on silica gel

Sources & evidence

ORD record
ord-7cd4eb49a4a64bc196af6fa9a1c1c900
Source dataset
uspto-grants-1994_05
Patent number
US05314886

Reaction notes

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