Reacción #505124

Ecuación de reacción

3-chloro-6-methylpyridazine

mixture

2-(6-Amino-2,3-dihydrobenzo[1,4]oxazin-4-yl)-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one

3-chloro-6-methylpyridazine

DIPEA

→

title compound

Rendimiento 26.6%

5,5-Dimethyl-2-{6-[(6-methylpyridazin-3-yl)amino]-2,3-dihydro-4H-1,4-benzoxazin-4-yl}-5,6-dihydro-1,3-benzothiazol-7(4H)-one

Rendimiento 26.6%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheating
2. 2
   OtroThe solvent was removed in vacuo
3. 3
   Otrothe residue purified by prep HPLC

Procedimiento

A mixture of Example 12 (44 mg, 0.134 mmol), 3-chloro-6-methylpyridazine (15 mg, 0.116 mmol) and DIPEA (0.5 mL, 67.0 mmol) was heated to 180° C. under microwave irradiation for 2 h. A further portion of 3-chloro-6-methylpyridazine (15 mg, 0.116 mmol) was added and heating continued for a further 20 h. The solvent was removed in vacuo and the residue purified by prep HPLC to give the title compound (13 mg, 23%) as a yellow solid. δH (CDCl3) 1.15 (6H, s), 2.42 (2H, s), 2.58 (3H, s), 2.76 (2H, s), 4.13-4.18 (2H, m), 4.32-4.38 (2H, m), 6.93-7.20 (5H, m), 8.03 (1H, d, J 2.4 Hz). LCMS (ES+) 422 (M+H)+.

Fuente