HCID 67313842, compound → HCID 86761354, compound

HRID 1010907Notes

Reaction equation

HRID 1010907 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH:17]([C:19]2[CH:24]=[CH:23][C:22]([C@@H:25]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH3:26])=[CH:21][CH:20]=2)[OH:18])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[OH:18][CH:17]([CH:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]1)[C:19]1[CH:24]=[CH:23][C:22]([C@@H:25]([NH:27][C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[CH3:26])=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 67313842HCID 67313842, compound

Product 1

HCID 86761354HCID 86761354, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

1 g of the compound [25-1] was dissolved in 10 mL of methanol, then 200 mg of a carbon catalyst of 20% palladium hydroxide was added thereto, and the mixture was stirred for 1 hour at room temperature under hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was concentrated under reduced pressure, to obtain 710 mg of tert-butyl ((1S)-1-{4-[hydroxy(piperidin-4-yl) methyl]phenyl}ethyl)carbamate [37-1]. The compound [37-1] (hereinafter, referred to as the compound [37-1]) was used in the subsequent reaction without further purification.

Workup

  1. filtrationThe catalyst was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-00be9e233c6f4d4690e0b878b19a0c65
Source dataset
uspto-grants-2011_07
Patent number
US07977336B2

Reaction notes

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