반응 #543272

반응 방정식

1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-(4,6-difluoro-1-methyl-1H-indazol-5-yl)-ethanol

Iodine

phosphinic acid

→

title compound

수율 63.2%

6-Chloro-3-[1-(4,6-difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-imidazo[1,2-b]pyridazine

수율 63.2%

용매

acetic acid

반응 조건

후처리

1. 1
   기타Solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in water
3. 3
   추출extracted with CH2Cl2 for three times
4. 4
   세척washed with brine
5. 5
   건조dried over Na2SO4
6. 6
   기타Solvent was then evaporated
7. 7
   기타the crude was purified on flash chromatography (Hexane:EtOAc 1:2)

실험 절차

A solution of 1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-(4,6-difluoro-1-methyl-1H-indazol-5-yl)-ethanol (530 mg, 1.457 mmol), Iodine (925 mg, 3.64 mmol) and phosphinic acid (50%, 0.556 mL) in 20 mL acetic acid was heated at 110° C. for 2 hours. Solvent was evaporated and the residue was dissolved in water, neutralized with sat. NaHCO3 solution and extracted with CH2Cl2 for three times. Organic layers were combined and washed with brine, dried over Na2SO4. Solvent was then evaporated and the crude was purified on flash chromatography (Hexane:EtOAc 1:2) to give the title compound as a light yellow solid (320 mg, 63.2%). 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.03 (s, 1H), 8.0 (d, 1H), 7.8 (s, 1H), 7.23 (d, 1H), 7.19 (d, 1H), 5.1 (q, 1H), 4.0 (s, 3H), 1.92 (d, 3H). LCMS (method B): [MH]+=347.9, tR=2.69 min.

출처