HCID 67278370, compound → HCID 67277578, compound

HRID 1696242Notes

Reaction equation

HRID 1696242 reaction equation
C([N:8]1[CH2:13][CH2:12][C@H:11]([N:14]2[C:18]3=[C:19]4[CH:25]=[CH:24][NH:23][C:20]4=[N:21][CH:22]=[C:17]3[NH:16][C:15]2=[O:26])[C@H:10]([CH3:27])[CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[CH3:27][C@H:10]1[C@@H:11]([N:14]2[C:18]3=[C:19]4[CH:25]=[CH:24][NH:23][C:20]4=[N:21][CH:22]=[C:17]3[NH:16][C:15]2=[O:26])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 1

HCID 67278370HCID 67278370, compound

Product 1

HCID 67277578HCID 67277578, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of rel-1-[(3R,4S)-1-benzyl-3-methyl-4-piperidinyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (125 mg) in ethanol (6.25 mL) was added palladium hydroxide (200 mg). The mixture was stirred under hydrogen gas at 45° C. for 2 hours. The catalyst was filtrated through a pad of Celite. The filtrate was concentrated under reduced pressure to give rel-1-[(3R,4S)-3-methyl-4-piperidinyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (93 mg) as a white powder.

Workup

  1. filtrationThe catalyst was filtrated through a pad of Celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4e2b56f59ab6447aaed4c534f7f8cf0b
Source dataset
uspto-grants-2012_04
Patent number
US08163767B2

Reaction notes

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