반응 #66475

반응 방정식

1-chloro-3-(2-trifluoromethyl-phenyl)-isoquinoline

1H-[1,2,4]triazol-3-ylamine

→

oil

수율 4.0%

(1H-[1,2,4]Triazol-3-yl)-[3-(2-trifluoromethyl-phenyl)-isoquinolin-1-yl]-amine

수율 4.0%

용매

ethanol

반응 조건

후처리

1. 1
   기타the solvent evaporated with a stream of nitrogen
2. 2
   workup.DISSOLUTIONThe resulting melt was dissolved in 5% methanol/dichloromethane (50 mL)
3. 3
   세척washed with saturated aqueous sodium bicarbonate (1×25 mL)
4. 4
   건조then dried over magnesium sulfate
5. 5
   기타Purification by silica gel chromatography

실험 절차

A solution of 1-chloro-3-(2-trifluoromethyl-phenyl)-isoquinoline (0.326 mmol) and 1H-[1,2,4]triazol-3-ylamine (0.651 mmol) in ethanol (3 mL) was heated at 160° C. and the solvent evaporated with a stream of nitrogen. The remaining oil was then heated at 160° C. for 18 hours under nitrogen. The resulting melt was dissolved in 5% methanol/dichloromethane (50 mL), washed with saturated aqueous sodium bicarbonate (1×25 mL) then dried over magnesium sulfate. Purification by silica gel chromatography afforded IX-175 as a colorless oil (4% yield). 1H NMR (500 MHz, CDCl3) δ 9.18 (d, 1H), 8.82 (s, 1H), 7.90 (d, 1H), 7.85-7.75 (m, 3H), 7.71-7.62 (m, 3H), 7.60-7.55 (m, 2H), 4.42-4.35 (m, 1H). LC-MS (ES+) 356.16 (M+H); HPLC-Method D, Rt 3.55 min.

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