Acetonitrile → HCID 20083134, compound

HRID 1656775Notes

Reaction equation

HRID 1656775 reaction equation
F[C:2]1[CH:11]=[CH:10][C:9]2[C:12](=[O:18])[C:13]([C:15]([OH:17])=[O:16])=[CH:14][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH3:19].[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1.C(#N)C>C(O)C>[N:20]1([C:2]2[CH:11]=[CH:10][C:9]3[C:12](=[O:18])[C:13]([C:15]([OH:17])=[O:16])=[CH:14][N:7]4[C:8]=3[C:3]=2[CH2:4][CH2:5][N:6]4[CH3:19])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 31268PyrrolidineHCID 20083176HCID 20083176, compound

Product 1

HCID 20083134HCID 20083134, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

15 mg (0.06 mmol) of the compound (191) obtained in Example 64 and 0.1 ml of pyrrolidine were added to 5 ml of acetonitrile, and the solution was heated at reflux for 2 hours. After the solvent was removed by distillation, obtained crystals were dispersed in ethanol and filtered off and washed with ethanol and ether in this order to obtain 15 mg of the subject compound (192) in a 84% yield.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 2 hours
  3. customAfter the solvent was removed by distillation
  4. customobtained crystals
  5. filtrationfiltered off
  6. washwashed with ethanol and ether in this order

Sources & evidence

ORD record
ord-139a1ec762af4951a80ac0f4968d7d24
Source dataset
uspto-grants-1993_10
Patent number
US05254685

Reaction notes

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