* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
With potassium hydroxide; In tert-butyl alcohol; at 70℃;
D. 4.5-Difluoro-1 H-indoleA mixture of (3,4-difluoro-2-trimethylsilanylethynyl-phenyl)-carbannic acid ethyl ester (220 mg, 0.7407 mmol) and KOH (332 mg, 5.927 mmol) in f-BuOH (10 ml_) is heated at 70 0C overnight. The solvent is removed in vacuo, and the residue is partitioned between H2O and Et2O. The two layers are separated, and the organic layer is washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude material is purified on silica gel with heptane/EtOAc (100/0 to 50/50) as eluant 71 mg (62%) of the product as a clear brown solid. 1H NMR (CDCI3): delta 8.20 (br, s, 1 H), 7.30-7.15 (m, 1 H), 7.10-6.95 (m, 2H), 6.70-6.60 (m, 1 H); 19 F NMR (CDCI3):delta -147.78 (m, 1 F), -155.94 (m, 1 F).
With potassium hydroxide; In N,N-dimethyl-formamide; at 0 - 20℃; for 16.0h;Inert atmosphere;
[0611] To a stirred solution of <strong>[247564-63-2]4,5-difluoro-1H-indole</strong> (1 g, 6 mmol) in DMSO (10 mL) at 0 C under an argon atmosphere were added potassium hydroxide (732 mg, 13 mmol) and methyl iodide (1 g, 7 mmol). The reaction mixture was warmed to room temperature and stirred for 16 h. After consumption of starting material (by TLC), the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 8% EtOAc: Hexane to afford 4,5-difluoro-1-methyl-1H-indole (900 mg, 90%) as a pale yellow solid. ?H NMR (CDC13, 400 MHz): 7.36-7.30 (m, 1H), 7.09-7.01 (m, 2H), 6.40 (d, 1H), 3.71 (s, 3H); TLC: 20% EtOAc Hexane (R1: 0.6).
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
