Ammonia → 1-(2-Methyl-5-pyridyl)-3-amino-but-2-en-1-one

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Reaction Steps

1-(2-Methyl-5-pyridyl)-3-amino-n-butanol can be used as the starting material, is obtained as follows: 20.0 g of (6-methyl-nicotinoyl)-acetone, 200 ml of ethanol and 0.5 g of ammonium bromide are saturated with ammonia at 50° and heated at 50° for 15 hours whilst continuing to introduce ammonia. 8.5 g of sodium boranate are introduced in portions over the course of 1 hour into the solution, obtained above, of 1-(2-methyl-5-pyridyl)-3-amino-but-2-en-1-one of the formula ##EQU46## and the mixture is stirred for 7 hours at 70° . The solvent is distilled off in vacuo and the residue is taken up in 20% strength aqueous potassium hydroxide solution and pentanol-1. After working up in the usual manner, 19.2 g of crude 1-(2-methyl-5-pyridyl)-3-amino-n-butanol of the formula ##EQU47## are obtained from the pentanol solution as an oil which can be purified further by column chromatography.

Provenance & Evidence