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5-Ethenylpyridin-2-amine → 5-Ethylpyridin-2-amine

HRID 1792478
Notes
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Reaction equation

HRID 1792478 reaction equation
[CH:1]([C:3]1[CH:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1)=[CH2:2]>C(OCC)(=O)C.[C].[Pd]>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 220320805-Ethenylpyridin-2-amine

Product 1

HCID 98127775-Ethylpyridin-2-amineYield 94.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.25 g 5-vinylpyridin-2-yl amine (compound in Production Example 326) and 0.1 g of 10% palladium-carbon were stirred in 5 mL ethyl acetate at room temperature for 2 hours under hydrogen atmosphere. The reaction solution was purified by NH silica gel column chromatography (ethyl acetate), to give 0.24 g of the title compound as a pale yellow oil.

Workup

  1. customThe reaction solution was purified by NH silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-09aab869bb414c14b748af51fb8fca97
Source dataset
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07074801B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes