Реакция #2358513

ord-63ef3b7e3e7e4a1ea2c880f265a1d6a8

Уравнение реакции

CS(=O)(=O)c1cc(F)cc(OCCBr)c1
1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene
NC1CCC1
cyclobutylamine
CS(=O)(=O)c1cc(F)cc(OCCNC2CCC2)c1
title compound
Выход 82.9%
CS(=O)(=O)c1cc(F)cc(OCCNC2CCC2)c1
N-[2-(3-fluoro-5-methylsulfonyl-phenoxy)ethyl]cyclobutanamine
Выход 82.9%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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 cyclobutylamine (1.17 ml, 13.46 mmol) in ethanol (4 ml). Purification by flash column chromatography (ethyl acetate/methanol, 100:0 to 85:15) gave the title compound (400 mg, 82.7%). The amine was converted to the hydrochloric acid salt and re-crystallized from methanol/diethyl ether: M.p. 202° C. MS m/z (relative intensity, 70 eV) 287 (M+, 0), 260 (33), 259 (91), 216 (bp), 215 (23), 56 (73).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09120728B2uspto-grants-2015_09