Identification | Back Directory | [Name]
5-Iodo-2-methyl-2H-indazole | [CAS]
1150617-94-9 | [Synonyms]
5-iodo-2-methylindazole 5-Iodo-2-methyl-2H-indazole 2H-Indazole, 5-iodo-2-methyl- | [Molecular Formula]
C8H7IN2 | [MDL Number]
MFCD11977518 | [MOL File]
1150617-94-9.mol | [Molecular Weight]
258.06 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the preparation of 5-iodo-2-methyl-2H-indazole: To a solution of 5-iodo-1H-indazole (500 g, 2.05 mol) in ethyl acetate (EtOAc, 4 L) was added trimethoxonium tetrafluoroborate (450 g, 3.04 mol). The resulting white suspension was stirred at room temperature for 2 h and subsequently concentrated under reduced pressure. Water (1 L) was added to the concentrated residue and the pH was adjusted with 10% aqueous sodium hydroxide (NaOH) to 12. The solid was collected by filtration and redissolved in dichloromethane (DCM, 5 L). After filtration to remove insoluble matter, the filtrate was washed with 10% aqueous NaOH (2 × 100 mL). The organic layer was dried with anhydrous sodium sulfate (Na2SO4), filtered through a short silica gel column and concentrated again. Methyl tert-butyl ether was added to the residue to form a slurry and the product was collected by filtration to give the final title compound 5-iodo-2-methyl-2H-indazole (360 g, 68.0% yield). Mass spectrometry (MS) data: m/z 259.0 ([M+H]+). | [References]
[1] Patent: US2012/28984, 2012, A1. Location in patent: Page/Page column 3 |
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