반응 #721423

반응 방정식

2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-phenyl-1,3,4-thiadiazole

dioxane

NaOH

→

2-(3-(6-cyclopropylpyrazin-2-yl)-1H-indol-5-yl)-5-phenyl-1,3,4-thiadiazole

수율 65.0%

용매

H2O

반응 조건

후처리

1. 1
   추출extracted with EtOAc (2×15 mL)
2. 2
   세척washed with brine
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   농축concentrated

실험 절차

In a 20 mL glass microwave tube 2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-phenyl-1,3,4-thiadiazole (190 mg, 0.346 mmol) was treated with dioxane (2.5 mL) and 1N NaOH (0.75 mL) and heated in the microwave to 100° C. for 10 min. The mixture was treated with H2O, extracted with EtOAc (2×15 mL), washed with brine, dried over MgSO4, filtered and concentrated affording 2-(3-(6-cyclopropylpyrazin-2-yl)-1H-indol-5-yl)-5-phenyl-1,3,4-thiadiazole (89 mg, 65%) as a yellow amorphous solid. (ESI, pos. ion) m/z: 396.0 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.06 (1H, br. s.), 9.13 (1H, s), 8.96 (1H, s), 8.43 (1H, d, J=2.5 Hz), 8.40 (1H, s), 7.99-8.08 (2H, m), 7.89-7.96 (1H, m), 7.58-7.69 (4H, m), 2.23-2.32 (1H, m), 1.17-1.30 (4H, m).

출처