Michael reactions 5 - methylamines

Methylamine, CH3NH2, has two N — H bonds, and 1 mole of methylamine undergoes Michael reaction with 2 moles of ethyl acrylate. Draw a structural formula for the product of this double Michael reaction. 

The first step in the synthesis is the conjugate addition of methylamine to ethyl acrylate. Two sequential Michael addition reactions take place. 

Reaction of the pyridyl methylamine (45) with methyl acrylate results in Michael addition of 2 equiv of the reagent to afford the diester (46). 

The second type of reaction was effected by amines, alkoxides, and the Michael and Grignard reagents. Thus 6-cyano-9-phenyl-8-azapurine reacted with methylamine to give 6-methylamino-9-phenyl-8-azapurine ammonia, butylamine, benzylamine, aniline, diethylamine, and piperidine reacted similarly to give a 70 -88% yield in benzene (25 - 80°C, 5-90 min). Again, refluxing methanolic sodium methoxide produced 6-methoxy-... 

Diamines were also prepared via Michael addition reaction of bis(trimethylsilyl)methylamine with acrylonitrile followed by reduction of the nitrile group with lithium aluminum hydride (eq 22).i ... 

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