반응 #8356

반응 방정식

isopropyl magnesium chloride

7-bromo-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline

triethylamine

methanesulfonyl chloride

→

title compound

7-Bromo-2-isopropyl-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline

용매

water

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture is warmed to room temperature
2. 2
   workup.WAITto stand 18 h
3. 3
   추출extracted with ethyl acetate
4. 4
   건조dried (sodium sulfate)
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타The residue is chromatographed on SiO2 (dichloromethane to 75% ethyl acetate/dichloromethane)

실험 절차

A 2 M solution of isopropyl magnesium chloride in tetrahydrofuran (65 μL, 0.13 mmol) is added to solution of 7-bromo-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline (50.0 mg, 0.13 mmol) in tetrahydrofuran (1 mL) at room, temperature with stirring for 2 h. The mixture is cooled to −78° C. and triethylamine (21.4 μL, 0.154 mmol) and methanesulfonyl chloride (11 μL, 0.14 mmol) added. The mixture is warmed to room temperature and allowed to stand 18 h. The mixture is treated with water, extracted with ethyl acetate, dried (sodium sulfate), filtered, and concentrated in vacuo. The residue is chromatographed on SiO2 (dichloromethane to 75% ethyl acetate/dichloromethane) to yield the title compound as a solid, 4.5 mg (9%).

출처