N-Methyl-tert-butylamine

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General description and preparation:

N-Methyl-tert-butylamine [14610-37-8] (N-tert-Butylmethylamine or N-Methyl-2-methyl-2-propanamine) is a secondary amine and it is a colorless to pale yellow with the boiling point of 69 °C.^[1] It is a highly flammable liquid and vapor. It is corrosive irritant that is harmful if inhaled, swallowed or in contact with skin. N-Methyl-tert-butylamine can be prepared by reductive N-methylation of tert-butylamine with carbon dioxide and diphenylsilane catalysed with caesium carbonate via initially formed t-butylformamide.^[2] It can be also obtained from t-butylformamide by reduction with lithium aluminium tetrahydride or catalytic hydrogenation.^[3]

Application of N-Methyl-tert-butylamine:

N-Methyl-tert-butylamine as a secondary amine can undergo chemical reactions to form desired amines^[4] and amides^[5]. It was used in a SAR study related to N,N-disubstitutions of the terminal acetamide on pyrazolopyrimidines.^[6] It was used in a new approach to pyrrolo[3,4-b]indole ring system via tri-n-butyltin hydride induced 1,5-radical translocation and 5-endo-trig cyclization of carboxamide formed from 3-trifluoroacetylindole and N-methyl-tert-butylamine.^[7]

Product categorization (Chemical groups):

Main category:

• Amines / Amine salts / Imines

Second level:

• Aliphatic compounds

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