HCID 58355699, compound → HCID 58355333, compound

HRID 1260054Notes

Reaction equation

HRID 1260054 reaction equation
C([O:8][CH2:9][C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:13]=[N:12][C:11]=1[C:21]([N:23]([CH2:41][CH:42]([CH3:44])[CH3:43])[C@@H:24]1[CH2:29][N:28]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27][C@H:26]([C:37]([O:39][CH3:40])=[O:38])[CH2:25]1)=[O:22])C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-].[C]>[OH:8][CH2:9][C:10]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:13]=[N:12][C:11]=1[C:21]([N:23]([CH2:41][CH:42]([CH3:44])[CH3:43])[C@@H:24]1[CH2:29][N:28]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27][C@H:26]([C:37]([O:39][CH3:40])=[O:38])[CH2:25]1)=[O:22]

Participants

4

Reactant 1

HCID 58355699HCID 58355699, compound

Product 1

HCID 58355333HCID 58355333, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolvent

Procedure

1-tert-Butyl 3-methyl(3R,5S)-5-[({5-[(benzyloxy)methyl]-1-phenyl-1H-1,2,3-triazol-4-yl}carbonyl)(2-methylpropyl)amino]piperidine-1,3-dicarboxylate (2.92 g) and palladium(II) hydroxide-carbon (500 mg) were suspended in methanol, and the mixture was stirred under a hydrogen atmosphere (5 atom) at room temperature for 10 hr. The palladium catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the object product (2.39 g) as a solid.

Workup

  1. filtrationThe palladium catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1e04f215e45e43f8bd1d1b449770f123
Source dataset
uspto-grants-2013_06
Patent number
US08466282B2

Reaction notes

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