HCID 131729014, compound → HCID 131729013, compound

HRID 1010917Notes

Reaction equation

HRID 1010917 reaction equation
[CH2:1]([N:8](C)[C:9]([CH3:29])([CH3:28])[CH:10]([C:12]1[CH:17]=[CH:16][C:15]([C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])=[CH:14][CH:13]=1)[OH:11])C1C=CC=CC=1>CO.[Pd]>[C:23]([O:22][C:21](=[O:27])[NH:20][C@H:18]([C:15]1[CH:14]=[CH:13][C:12]([CH:10]([OH:11])[C:9]([CH3:29])([NH:8][CH3:1])[CH3:28])=[CH:17][CH:16]=1)[CH3:19])([CH3:25])([CH3:24])[CH3:26]

Participants

4

Reactant 1

HCID 131729014HCID 131729014, compound

Product 1

HCID 131729013HCID 131729013, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

227 mg of the compound [86-3] was dissolved in 7 mL of methanol, and 114 mg of a 20% palladium/carbon catalyst was added thereto. The mixture was stirred at room temperature for 1 hour under hydrogen atmosphere. The catalyst was filtered through Celite, and the filtrate was concentrated under reduced pressure to obtain 188 mg of tert-butyl((1S)-1-{4-[1-hydroxy-2-methyl-2-(methylamino)propyl]phenyl}ethyl)carbamate [86-4] (hereinafter, referred to as the compound [86-4]).

Workup

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

Sources & evidence

ORD record
ord-e950414f9ff0400a87f62cc6bb18e7c5
Source dataset
uspto-grants-2011_07
Patent number
US07977336B2

Reaction notes

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