HCID 69085454, compound → HCID 131727776, compound

HRID 1436745Notes

Reaction equation

HRID 1436745 reaction equation
[ClH:1].[F:2][C:3]1[CH:4]=[C:5]([CH:26]=[C:27]([F:29])[CH:28]=1)[CH2:6][C@H:7]([NH:22][C:23](=[O:25])[CH3:24])[C@H:8]([OH:21])[C@H:9]1[CH2:14][CH2:13][C@@H:12]([O:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20])[CH2:11][NH:10]1.[H][H]>[Pd].CO>[ClH:1].[F:29][C:27]1[CH:26]=[C:5]([CH:4]=[C:3]([F:2])[CH:28]=1)[CH2:6][C@H:7]([NH:22][C:23](=[O:25])[CH3:24])[C@H:8]([OH:21])[C@H:9]1[CH2:14][CH2:13][C@@H:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:11][NH:10]1

Participants

5

Reactant 2

HCID 69085454HCID 69085454, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131727776HCID 131727776, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Stir N-(1S,2R)-{1-(3,5-Difluoro-benzyl)-2-hydroxy-2-[(5R,2R)-5-pent-4-enyloxy-piperdin-2-yl]-ethyl}-acetamide hydrochloride (0.02 g, 0.04 mmol) and 10% Palladium on carbon (0.004 g, 0.004 mmol) in 2 mL methanol under a balloon of hydrogen at room temperature until all starting material is consumed. Filter the suspension through a pad of filtering agent and wash with methanol. Concentrate under reduced pressure to give the desired compound (0.015 g, 88%).

Workup

  1. customis consumed
  2. filtrationFilter the suspension through a pad
  3. filtrationof filtering agent
  4. washwash with methanol
  5. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-c2c0543003ab49ac8f02fbcb0574264f
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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