تفاعل #163258

معادلة التفاعل

2-(4-{4-[6-(6-Trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-acetamide

THF

trifluoroacetic anhydride

→

title compound

(4-{4-[6-(6-Trifluoromethyl-pyridin-3-yl-amino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-acetonitrile

المذيبات

triethylamine

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated in vacuo
2. 2
   أخرىPurification by silica gel chromatography (10-50% EtOAc in hexanes)

الإجراء التجريبي

To a mixture of 2-(4-{4-[6-(6-Trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-acetamide (0.18 g, 0.41 mmol, 1.0 equiv) in 3 Ml THF was added trifluoroacetic anhydride (0.068 Ml, 0.49 mmol, 1.2 equiv) followed by triethylamine (0.12 Ml, 0.90 mmol, 2.2 equiv). The reaction was stirred at ambient temperature overnight, and then concentrated in vacuo. Purification by silica gel chromatography (10-50% EtOAc in hexanes) afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.39-1.50 (m, J=12.82, 12.54, 12.54, 3.54 Hz, 2H) 1.69-1.80 (m, J=12.88, 12.69, 12.69, 3.41 Hz, 2H) 1.86-1.97 (m, J=11.91, 11.91, 6.06, 5.87, 2.91 Hz, 1H) 2.09 (d, J=15.92 Hz, 1H) 2.09 (dd, J=5.94, 3.66 Hz, 3H) 2.76 (t, J=3.03 Hz, 1H) 7.53 (d, J=9.35 Hz, 1H) 7.59 (d, J=8.34 Hz, 2H) 8.08 (d, J=8.59 Hz, 1H) 8.20 (d, J=8.34 Hz, 2H) 8.30 (d, J=9.35 Hz, 1H) 8.91 (dd, J=8.59, 2.27 Hz, 1H) 9.16 (d, J=2.53 Hz, 1H) 10.25 (s, 1H); (M+H)+438.3.

المصدر