反応 #2358518

ord-a6eca46a5fc24a13aa62bbb04e48c19a

反応方程式

CS(=O)(=O)c1cc(F)cc(OCCN)c1
2-[3-Fluoro-5-(methylsulfonyl)phenoxy]ethanamine
CCCOS(=O)(=O)c1ccc(C)cc1
propyl 4-methylbenzenesulfonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCNCCOc1cc(F)cc(S(C)(=O)=O)c1
title compound
収率 44.0%
CCCNCCOc1cc(F)cc(S(C)(=O)=O)c1
N-{2-[3-fluoro-5-(methylsulfonyl)phenoxy]ethyl}-N-propylamine
収率 44.0%

反応条件

温度
120°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction mixtures
  2. 2
    温度were cooled to room temperature
  3. 3
    ろ過filtrated
  4. 4
    その他were evaporated
  5. 5
    その他Purification by flash column chromatography (ethyl acetate/methanol, 1:0 to 1:1)

実験手順

2-[3-Fluoro-5-(methylsulfonyl)phenoxy]ethanamine (0.3 g, 1.26 mmol), propyl 4-methylbenzenesulfonate D2 (1.04 ml, 12.76 mmol) and potassium carbonate (0.35 g, 2.52 mmol) in acetonitrile (10 ml). The mixture was heated under microwave radiation at 120° C. for 45 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 (0.15 g, 44%). The amine was converted to the hydrochloric acid salt and re-crystallized from methanol/diethyl ether. MS m/z (relative intensity, 70 eV) 277 (M+, 2), 248 (26), 138 (3), 94 (3), 74 (bp).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09120728B2uspto-grants-2015_09