Reacción #2358507

Ecuación de reacción

1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene

propan-1-amine

→

title compound

Rendimiento 87.3%

N-[2-(3-fluoro-5-methylsulfonyl-phenoxy)ethyl]propan-1-amine

Rendimiento 87.3%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixtures
2. 2
   Temperaturawere cooled to room temperature
3. 3
   Filtraciónfiltrated
4. 4
   Otrowere evaporated
5. 5
   OtroPurification by flash column chromatography (ethyl acetate/methanol, 1:0 to 1:1)

Procedimiento

A mixture of 1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene (2.65 g, 8.9 mmol) and propan-1-amine (5.24 ml, 63.7 mmol) in ethanol (32 ml) was divided into 3 aliquots which were each heated under microwave radiation at 120° C. for 30 min. The reaction mixtures were cooled to room temperature, filtrated and pooled before the volatiles were evaporated. Purification by flash column chromatography (ethyl acetate/methanol, 1:0 to 1:1) gave the title compound (2.14 g, 87%). The amine was converted to the hydrochloric acid salt and re-crystallized from methanol/diethyl ether: M.p. 191° C. MS m/z (relative intensity, 70 eV) 275 (M+, 2), 246 (32), 73 (5), 72 (bp), 56 (11).

Fuente