Reaktion #816455

Reaktionsgleichung

2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

6-morpholin-4-ylpyridin-3-amine

→

title compound

Ausbeute 17.2%

2-tert-Butyl-4-[(6-morpholin-4-ylpyridin-3-yl)amino]-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Ausbeute 17.2%

Lösungsmittel

MeCN

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was evaporated
2. 2
   Sonstigethe residue was purified by silica gel column chromatography
3. 3
   workup.ADDITIONa 3:1 mixture of EtOAc and petroleum ether as eluant

Vorschrift

A solution of 2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.150 g, 0.50 mmol), 6-morpholin-4-ylpyridin-3-amine (0.108 g, 0.60 mmol) and TEA (0.06 mL, 0.60 mmol) in MeCN (2 mL) was heated at 140° C. for 1 h in a microwave reactor. The mixture was evaporated and the residue was purified by silica gel column chromatography using a 3:1 mixture of EtOAc and petroleum ether as eluant, to give the title compound (0.038 g, 17%) as a solid; 1H NMR (500 MHz, CDCl3): δ 7.81 (d, 1H), 7.24-7.1.5 (m, 1H), 7.14-7.10 (m, 4H), 6.94 (s, 1H), 6.72 (dd, 1H), 6.12 (d, 1H), 3.75 (t, 4H), 3.33 (t, 4H), 1.77 (s, 9H); 13C NMR (125 MHz, CDCl3): δ 159.9, 157.5, 142.9, 131.6, 131.9, 130.0, 129.1, 128.3, 124.7, 124.2, 110.2, 105.9, 66.7, 62.1, 46.1, 27.9; Mass Spectrum: M+H+ 443.

Quelle