Réaction #685013

ord-8473a134dd1e4f4596402709fd388edd

Équation de réaction

C1COCCN1
morpholine
Cc1ccc(F)cc1S(=O)(=O)Cl
5-fluoro-2-methylbenzenesulfonyl chloride
CCN(CC)CC
triethylamine
Cc1ccc(F)cc1S(=O)(=O)N1CCOCC1
title compound
Rendement 81.0%
Cc1ccc(F)cc1S(=O)(=O)N1CCOCC1
4-(5-Fluoro-2-methylphenylsulfonyl)morpholine
Rendement 81.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Following the procedure for Intermediate 1 using 5-fluoro-2-methylbenzenesulfonyl chloride (10.0 g, 48 mmol), triethylamine (13.9 mL, 100 mmol) and morpholine (8.37 g, 96 mmol) gave the title compound as white solid (10.07 g, 81% yield). 1H NMR (300 MHz, CDCl3) δ: 7.58 (1H, dd, J=8.6, 2.7 Hz), 7.27 (1H, dd, J=8.4, 5.1 Hz), 7.15 (1H, td, J=8.1, 2.8 Hz), 3.72-3.68 (4H, m), 3.16-3.13 (4H, m), 2.57 (3H, s). LCMS (M+H) calcd for C11H15FNO3S: 260.07; found: 260.15.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07897593B2uspto-grants-2011_03