2-PROPYLAMINO-1-PYRIDIN-3-YL-ETHANOL synthesis

5synthesis methods

Product Name:2-PROPYLAMINO-1-PYRIDIN-3-YL-ETHANOL
CAS Number:91800-29-2
Molecular formula:C10H16N2O
Molecular Weight:180.25

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Yield:91800-29-2 50%

Reaction Conditions:

in ethanol; for 5 h;Heating / reflux;

Steps:

3 EXAMPLE 3; 1- (3-pyridyl)-2- (N- (2- (3, 4-diclorophenyl) ethyl)-N-propylamino) ethanol (BK-35); Preparation of [1- (3-PYRIDYL)-2-PROPYLAMINOETHANOL]

To 1.01 g (3.6 [MMOL)] of 3-bromoacetylpyridine hydrobromide, prepared as described in Example 1, was added 20 mi of absolute ethanol and 0.5 g (13. 2 [MMOL)] of sodium boronhydride (NaBH4). The reaction mixture was stirred at [20°C] for 2 hours and filtered. To the filtrate containing [3-PYRIDYLOXIRANE] was added 0.7 [ML] (8.5 [MMOL)] of n-propylamine and heated at reflux temperature of the reaction mixture for 5 hours. The reaction mixture was then evaporated to a dry residue and to it was added 20 ml of chloroform, a solid portion was filtered off, the filtrate was evaporated and an oil residue formed was purified by column chromatography on silica gel (silica gel 60, mobile phase: CHCI3 : ethyl acetate = 10: 2). This yields 0.33 g (50%) of [1- (3-PYRIDYL)-2-PROPYLAMINOETHANOL] in the form of the oil base (molecular weight: 180.25, gross formula : [C10H16N20)]

References:

WO2004/7456,2004,A1 Location in patent:Page 16

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