N-(1-(3,5-difluoropyridin-2-yl)vinyl)acetamide → HCID 66735496, compound

HRID 1641403Notes

Reaction equation

HRID 1641403 reaction equation
[F:1][C:2]1[C:3]([C:9]([NH:11][C:12](=[O:14])[CH3:13])=[CH2:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1>CO.[Pd]>[F:1][C:2]1[C:3]([CH:9]([NH:11][C:12](=[O:14])[CH3:13])[CH3:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 1

HCID 66736036N-(1-(3,5-difluoropyridin-2-yl)vinyl)acetamide

Product 1

HCID 66735496HCID 66735496, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To N-(1-(3,5-difluoropyridin-2-yl)vinyl)acetamide (Method 24; 2.2 g, 11.1 mmol) in MeOH (5 ml) under N2 was added 10% Pd/C (0.0537 g, 0.0505 mmol). The solution was charged with 1 atmosphere of H2. The reaction was stirred at room temperature for 1 hour. The catalyst was removed by filtration and the filtrate was dried to give the title compound as a white solid (0.10 g, 99%). 1H NMR (400 MHz) 8.47 (d, J=2.4 Hz, 1H), 8.34 (d, J=7.2 Hz, 1H), 7.89 (m, 1H), 5.21 (m, 1H), 1.81 (s, 3H), 1.34 (d, J=6.8 Hz, 3H). MS: Calcd.: 200. Found: [M+H]+ 201.

Workup

  1. additionThe solution was charged with 1 atmosphere of H2
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was dried

Sources & evidence

ORD record
ord-7d98a80963f74f0c8a33f9fad4aadc2c
Source dataset
uspto-grants-2012_02
Patent number
US08114989B2

Reaction notes

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