HCID 67092836, compound → HCID 67093126, compound

HRID 1261842Notes

Reaction equation

HRID 1261842 reaction equation
C([N:8]1[C@@H:13]([CH3:14])[C:12](=[O:15])[N:11]2[C@@H:16]([CH2:19][CH2:20][N:21]3[CH2:28][CH2:27][C:24]4([CH2:26][CH2:25]4)[C@H:23]([OH:29])[CH2:22]3)[CH2:17][O:18][C@:10]2([CH3:30])[CH2:9]1)C1C=CC=CC=1>CCO.[Pd]>[OH:29][C@@H:23]1[CH2:22][N:21]([CH2:20][CH2:19][C@@H:16]2[N:11]3[C:12](=[O:15])[C@H:13]([CH3:14])[NH:8][CH2:9][C@@:10]3([CH3:30])[O:18][CH2:17]2)[CH2:28][CH2:27][C:24]21[CH2:26][CH2:25]2

Participants

4

Reactant 1

HCID 67092836HCID 67092836, compound

Product 1

HCID 67093126HCID 67093126, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (3S,6S,8aR)-7-benzyl-3-[2-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-ethyl]-6,8a-dimethyl-hexahydro-oxazolo[3,2-a]pyrazin-5-one (160 mg, 0.39 mmol) in EtOH (3 mL) was stirred at 50° C. for 3 h under a hydrogen atmosphere (3 bar) in the presence of palladium (10% on activated charcoal, 63 mg), then insoluble material was removed by filtration through diatomaceous earth. The filtrate was evaporated to afford the title compound (104 mg, 83%). Off-white foam, MS: 324.5 (M+H)+.

Workup

  1. custominsoluble material was removed by filtration through diatomaceous earth
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-bb11209b06d84eaca69ba5ab04eb4853
Source dataset
uspto-grants-2013_06
Patent number
US08471004B2

Reaction notes

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