HCID 68771066, compound → HCID 42646799, compound

HRID 1805948Notes

Reaction equation

HRID 1805948 reaction equation
C([N:8]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[CH:10]([C:20]([N:22]2[CH2:26][CH2:25][CH2:24][CH:23]2[CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:21])[CH2:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[CH2:27]([CH:23]1[CH2:24][CH2:25][CH2:26][N:22]1[C:20]([C@H:10]1[C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[CH2:12][NH:8][CH2:9]1)=[O:21])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 1

HCID 68771066HCID 68771066, compound

Product 1

HCID 42646799HCID 42646799, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 1-Benzyl-3-[(2-benzylpyrrolidin-1-yl)carbonyl]-4-(2-methylphenyl)pyrrolidine (0.1 g, 0.228 mmol) in MeOH (10 ml) was added Pearlman's Catalyst (0.05 g, 0.071 mmol) and hydrogenated with a balloon for 2 hours. Filter through celite, concentrate, and purify on reverse phase HPLC. LRMS (M+H)=349.13

Workup

  1. filtrationFilter through celite
  2. concentrationconcentrate
  3. custompurify on reverse phase HPLC

Sources & evidence

ORD record
ord-58cb196dd896466e9169f06e2dd44071
Source dataset
uspto-grants-2013_01
Patent number
US08354545B2

Reaction notes

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