HCID 178438003, compound → HCID 178438002, compound

HRID 279230Notes

Reaction equation

HRID 279230 reaction equation
[CH:1]1([CH:6]([C:8]2[C:16]3[C:11](=[CH:12][C:13]([C@@H:17]4[CH2:21][N:20](CC5C=CC=CC=5)[CH2:19][C@:18]4([CH2:30][OH:31])[CH3:29])=[CH:14][CH:15]=3)[NH:10][N:9]=2)[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1>[Pd].C(O)C>[CH:1]1([CH:6]([C:8]2[C:16]3[C:11](=[CH:12][C:13]([C@@H:17]4[CH2:21][NH:20][CH2:19][C@:18]4([CH2:30][OH:31])[CH3:29])=[CH:14][CH:15]=3)[NH:10][N:9]=2)[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 178438003HCID 178438003, compound

Product 1

HCID 178438002HCID 178438002, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of Example 3 (25.5 mg; 0.0611 mmol) in 190 proof ethanol (2.0 mL) was added 10% Pd/C (5 mg; 20 wt. % catalyst). Hydrogen was vigorously bubbled through the solution for 5 minutes. The reaction was allowed to stir at room temperature for 2 hours, then the catalyst was removed by filtration through celite. The solvent then was removed in vacuo to provide the named pyrrolidine (14 mg; 71%).

Workup

  1. customHydrogen was vigorously bubbled through the solution for 5 minutes
  2. customthe catalyst was removed by filtration through celite
  3. customThe solvent then was removed in vacuo

Sources & evidence

ORD record
ord-7745b86ed43e452b949534d8ff91a7ee
Source dataset
uspto-grants-2002_03
Patent number
US06362213B1

Reaction notes

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