HCID 117839600, compound → HCID 117840746, compound

HRID 1477651Notes

Reaction equation

HRID 1477651 reaction equation
C([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][N:12]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[CH2:13]2)[CH2:9]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)C>[F:22][C:19]1[CH:18]=[CH:17][C:16]([N:12]2[CH2:11][CH:10]3[CH:14]([CH2:15][NH:8][CH2:9]3)[CH2:13]2)=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 117839600HCID 117839600, compound

Product 1

HCID 117840746HCID 117840746, compoundYield 69.3%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To an ethanol solution (3.0 mL) of 2-benzyl-5-(4-fluorophenyl)octahydropyrrolo[3,4-c]pyrrole (52.0 mg, 0.175 mmol) synthesized in Reference Synthesis Example 225, palladium hydroxide-activated carbon catalyst (catalytic amount) was added and the resultant mixture was stirred under hydrogen atmosphere at room temperature for 2 days. After completion of the reaction, the reaction solution was filtered with Celite and the filtrate was concentrated under reduced pressure to obtain a crude product of the title compound (25.0 mg).

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. filtrationthe reaction solution was filtered with Celite
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-22a38395d24a4c9e8454ea3de3b14a06
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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