تفاعل #163261

معادلة التفاعل

[1-[(Z)-hydroxyimino]-2-(4-{4-[6-(6-trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-ethyl]-carbamic acid isobutyl ester

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title compound

3-(4-{4-[6-(6-Trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexylmethyl)-4H-[1,2,4]oxadiazol-5-one

المذيبات

m-xylene THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe cooled reaction
2. 2
   أخرىwas partitioned between EtOAc and water
3. 3
   غسيلthe organic layers were washed with brine
4. 4
   أخرىdried
5. 5
   أخرىPurification by silica gel chromatography (10-100% MeOH in DCM)

الإجراء التجريبي

A solution of [1-[(Z)-hydroxyimino]-2-(4-{4-[6-(6-trifluoromethyl-pyridin-3-ylamino)-pyridazin-3-yl]-phenyl}-cyclohexyl)-ethyl]-carbamic acid isobutyl ester (0.13 g, 0.23 mmol 1.0 equiv) was dissolved in a m-xylene/THF (4:1) mixture and then heated to 180° C. for 20 min. The cooled reaction was partitioned between EtOAc and water, and the organic layers were washed with brine and dried. Purification by silica gel chromatography (10-100% MeOH in DCM) afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.99-1.10 (m, 2H) 1.34 (q, J=11.79 Hz, 2H) 1.59 (ddd, J=11.12, 7.58, 4.04 Hz, 1H) 1.70 (t, J=14.02 Hz, 4H) 2.29 (d, J=6.82 Hz, 2H) 2.38-2.46 (m, 1H) 7.23 (d, J=8.08 Hz, 2H) 7.18 (d, J=9.35 Hz, 1H) 7.72 (d, J=8.59 Hz, 1H) 7.84 (d, J=8.08 Hz, 2H) 7.94 (d, J=9.35 Hz, 1H) 8.56 (dd, J=8.59, 1.26 Hz, 1H) 8.81 (d, J=1.77 Hz, 1H) 9.90 (s, 1H) 12.03 (br. S., 1H); (M+H)+497.2.

المصدر