Pyrrolidine → HCID 20083094, compound

HRID 1609078Notes

Reaction equation

HRID 1609078 reaction equation
F[C:2]1[C:11]([F:12])=[CH:10][C:9]2[C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[C:8]=2[C:3]=1[CH2:4][CH:5]([CH3:21])[N:6]3[CH3:20].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>C(#N)C>[F:12][C:11]1[C:2]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[C:3]2[C:8]3=[C:9]([C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[N:6]([CH3:20])[CH:5]([CH3:21])[CH2:4]2)[CH:10]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 20083175HCID 20083175, compound

Product 1

HCID 20083094HCID 20083094, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

100 mg (0.34 mmol) of the compound (157) obtained in Example 35 and 88 mg (1.24 mmol) of pyrrolidine were added to 1 ml of acetonitrile, and the solution was heated at reflux for 3 hours. Then, the solvent was removed by distillation, and the residue was extracted with 20 ml of chloroform, and after drying over magnesium sulfate, the solvent was removed by distillation. The residue was solidified with ether and the solids were filtered off to obtain 70 mg of the subject compound (160) in a 60% yield.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 3 hours
  3. customThen, the solvent was removed by distillation
  4. extractionthe residue was extracted with 20 ml of chloroform
  5. dry with materialafter drying over magnesium sulfate
  6. customthe solvent was removed by distillation
  7. filtrationthe solids were filtered off

Sources & evidence

ORD record
ord-20425931e19745fe97ec92da5576e4ce
Source dataset
uspto-grants-1995_03
Patent number
US05399553

Reaction notes

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