Reacción #2358510

ord-cf9ae5bd8cd641afb02f1ffd3ef819eb

Ecuación de reacción

CS(=O)(=O)c1cc(F)cc(OCCBr)c1
1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene
CCC(C)N
sec-butylamine
CCC(C)NCCOc1cc(F)cc(S(C)(=O)=O)c1
title compound
Rendimiento 70.4%
CCC(C)NCCOc1cc(F)cc(S(C)(=O)=O)c1
N-[2-(3-fluoro-5-methylsulfonyl-phenoxy)ethyl]butan-2-amine
Rendimiento 70.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroPreparation
  2. 2
    OtroPurification by flash column chromatography (ethyl acetate/methanol, 100:0 to 85:15)

Procedimiento

Preparation according to Example 1 but performed in one portion: 1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene (0.5 g, 1.68 mmol) and sec-butylamine 1.37 ml, 13.46 mmol) in ethanol (5 ml). Purification by flash column chromatography (ethyl acetate/methanol, 100:0 to 85:15) gave the title compound (342 mg, 70%). The amine was converted to the hydrochloric acid salt and re-crystallized from methanol/diethyl ether: M.p. 166.5° C. MS m/z (relative intensity, 70 eV) 289 (M+, 1), 261 (25), 260 (bp), 86 (49), 70 (12).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09120728B2uspto-grants-2015_09