HCID 58505171, compound → HCID 57516945, compound

HRID 1944882Notes

Reaction equation

HRID 1944882 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]#[C:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]([CH3:29])[C:23](=[O:28])[C:24]([F:27])([F:26])[F:25])=[CH:18][CH:17]=1)(=[O:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]([CH3:29])[C:23](=[O:28])[C:24]([F:26])([F:25])[F:27])=[CH:20][CH:21]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 58505171HCID 58505171, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57516945HCID 57516945, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of Intermediate 54 (1.2 g, 2.9 mmol) in methanol was treated with palladium on carbon (10% w/w, 50 mg). Mixture was shaken under 50 psi of hydrogen gas for two hours and then filtered through a pad of Celite diatomaceous earth. The filtrate was concentrated under reduced pressure to provide the title compound as an oil (1.2 g, 100%). ES/MS calcd. for C21H31F3NO4+ 418.2. Found m/z=418.3 (M+H)+.

Workup

  1. filtrationfiltered through a pad of Celite diatomaceous earth
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b6a9afc055e141ce8cf674f6e17d3dd7
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

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