Reaktion #333840

Reaktionsgleichung

Water

iodomethane

3-iodo-6-(trifluoromethyl)-1H-indazole

potassium 2-methylpropan-2-olate

→

3-iodo-1-methyl-6-(trifluoromethyl)-1H-indazole

Ausbeute 72.1%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionproduct extracted with dichloromethane (150 mL)
2. 2
   Waschenorganic phase washed with water (2×20 mL), brine (2×20 mL)
3. 3
   Trocknenthen dried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   WaschenThe residue was washed with petroleum ether (2 mL)
7. 7
   Filtrationfiltered

Vorschrift

To a solution of 3-iodo-6-(trifluoromethyl)-1H-indazole (650 mg, 2.09 mmol) in dry tetrahydrofuran (20 mL) was added potassium 2-methylpropan-2-olate (0.35 mL, 3.13 mmol) at 0° C. under N2 atmosphere. After 30 minutes, iodomethane (445 mg, 3.13 mmol) was added dropwise at 0° C., then it was warmed to room temperature for 2 h. Water (2 mL) was added and product extracted with dichloromethane (150 mL), then organic phase washed with water (2×20 mL), brine (2×20 mL) then dried over Na2SO4, filtered and concentrated. The residue was washed with petroleum ether (2 mL) and filtered to afford 3-iodo-1-methyl-6-(trifluoromethyl)-1H-indazole (491 mg, 72%) as a white solid. LCMS: (M+H)+=327.

Quelle