Acrylamide → HCID 22594285, compound

HRID 1761035Notes

Reaction equation

HRID 1761035 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].C(N(CC)CC)C.[NH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1>CN(C)C=O>[N:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][NH:13][CH2:3][CH2:2][C:1]([NH2:5])=[O:4]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 8471TriethylamineHCID 195092-Pyridinemethanamine

Product 1

HCID 22594285HCID 22594285, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

Acrylamide (3.29 g; 46.24 mmol) and triethylamine (0.468 g; 4.624 mmol; 6.62 μl)) are added dropwise in succession at ambient temperature, with stirring and under an argon atmosphere, to a solution of 2-(aminomethyl)-pyridine (5 g; 46.24 mmol; 4.77 ml) in 19 ml of dimethylformamide. The reaction mixture is then heated to 40° C. and stirred at that temperature for 72 hours. At the end of the reaction, the reaction mixture is concentrated and the residue is purified by chromatography on silica gel (eluant: CH2Cl2/EtOH/NH4OH 80/20/2) to yield the title product in the form of a yellow oil.

Workup

  1. customAt the end of the reaction
  2. concentrationthe reaction mixture is concentrated
  3. customthe residue is purified by chromatography on silica gel (eluant: CH2Cl2/EtOH/NH4OH 80/20/2)

Sources & evidence

ORD record
ord-53f319aaeb914da9b2b6752a5f2f6fbc
Source dataset
uspto-grants-2005_01
Patent number
US06846833B2

Reaction notes

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