HCID 10749820, compound → HCID 23157625, compound

HRID 507927Notes

Reaction equation

HRID 507927 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[CH:4][CH:3]=1>CO.[C].[Pd]>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 10749820HCID 10749820, compound

Product 1

HCID 23157625HCID 23157625, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Methyl(2E)-3-(6-Aminopyridin-3-yl)acrylate (1.5 g, 8.42 mmol) was dissolved in methanol (15 mL), and 10% palladium-carbon (50% water-containing product, 0.30 g) was added. The mixture was stirred under a hydrogen atmosphere (balloon pressure) at room temperature for 16 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (0%-10% methanol/ethyl acetate) to give the title compound (1.26 g, yield 83%) as a white powder.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (0%-10% methanol/ethyl acetate)

Sources & evidence

ORD record
ord-fb45fc39fe9a4e45a18da4ca00611b48
Source dataset
uspto-grants-2010_08
Patent number
US07786165B2

Reaction notes

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