HCID 131735502, compound → HCID 90111508, compound

HRID 521714Notes

Reaction equation

HRID 521714 reaction equation
[CH2:1]([N:4]([CH2:15][CH:16]=[CH2:17])[CH2:5][C:6]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[N:7][OH:8])[CH:2]=[CH2:3]>C1(C)C=CC=CC=1>[CH2:15]([N:4]1[CH2:1][CH:2]2[C:6]([C:9]3[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=3)([NH:7][O:8][CH2:3]2)[CH2:5]1)[CH:16]=[CH2:17]

Participants

3

Reactant 1

HCID 131735502HCID 131735502, compound

Product 1

HCID 90111508HCID 90111508, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-(diallylamino)-1-(3-pyridyl)ethanone oxime (3.95 g, 17.08 mmol) in toluene (56 mL) is heated at 120° C. for 18 hours. The solvent is removed under reduced pressure. The crude product is purified by silica gel column chromatography using a 0-5% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (2.14 g, 43%). ES/MS (m/e): 232 (M+1).

Workup

  1. customThe solvent is removed under reduced pressure
  2. customThe crude product is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-0562eba7a3a549dd8c1ce376c7d0bb12
Source dataset
uspto-grants-2016_05
Patent number
US09328124B2

Reaction notes

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