HCID 178457071, compound → Allyl-(1-pyridin-3-yl-allyl)-amine

HRID 1261572Notes

Reaction equation

HRID 1261572 reaction equation
[CH:1]([Mg]Cl)=[CH2:2].[N:5]1[CH:10]=[CH:9][CH:8]=[C:7](/[CH:11]=[N:12]/[CH2:13][CH:14]=[CH2:15])[CH:6]=1>>[CH2:13]([NH:12][CH:11]([C:7]1[CH:6]=[N:5][CH:10]=[CH:9][CH:8]=1)[CH:1]=[CH2:2])[CH:14]=[CH2:15]

Participants

3

Reactant 2

HCID 178457071HCID 178457071, compoundHCID 178461836HCID 178461836, compound

Product 1

HCID 11651226Allyl-(1-pyridin-3-yl-allyl)-amineYield 87%

Procedure

According to Example 2, vinyl magnesium chloride (1.00 M in THF, 1.10 mL; 1.10 mmol; 1.10 equiv) was reacted with N-[(E)-3-pyridinylmethylidene]-2-propen-1-amine (11) (146 mg; 1.00 mmol) in the presence of LaCl3.2LiCl (0.33 M; 0.30 mL, 0.10 mmol, 0.10 equiv) at room temperature for 1 h. Column chromatographical purification afforded the desired product 12 as colorless oil (151 mg, 87%). The analytical data were found to be in accordance with the literature data.

Workup

  1. customColumn chromatographical purification

Sources & evidence

ORD record
ord-877b066ac31f4db2a041f8812d0bec57
Source dataset
uspto-grants-2013_06
Patent number
US08470982B2

Reaction notes

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