Category: 399-72-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.399-72-4,5-Fluoro-2-methylindole,as a common compound, the synthetic route is as follows.

5-Fluoro-2-methylindole (0.45Kg, 3.017mol, l.Owt), powdered potassium carbonate (1.251Kg, 9.05mol, 2.78wt) and acetonitrile (9.0L, 20vol) were charged to a 2OL EPO flange flask at 15 to 250C. Ethyl bromoacetate (0.671L, 2.67mol, 1.49vol) was added and the resulting suspension heated to and maintained at reflux for 18h after which time in-process check analysis by 1H NMR1 indicated 87% conversion. A further charge of ethyl bromoacetate (0.333L, 1.32mol, 0.74vol) and powdered potassium carbonate (0.626Kg, 4.53mol, 1.39wt) was made and reflux conditions established for a further 6 hours. In-process check by 1H NMR1 analysis indicated 98.4% conversion. The flask contents were allowed to cool to 15 to 250C over 16 hours. The solids were removed by filtration and the filter-cake washed with acetonitrile (2x IL, 2x 2vol). The combined filtrates were concentrated to dryness under vacuum at up to 4O0C (water bath) to provide crude Stage 1 as a brown oil (1.286Kg). The crude product was purified by dry flash chromatography using a gradient elution from heptanes to heptanes:toluene to toluene to give ethyl-(5-fluoro- 2-methylindolyl-l-acetate) as an off-white solid (0.573Kg, 80.7% theoretical, corrected for residual toluene). Mixed fractions were re-chromatographed as appropriate., 399-72-4

399-72-4 5-Fluoro-2-methylindole 2778715, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; OXAGEN LIMITED; WO2006/92579; (2006); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.399-72-4,5-Fluoro-2-methylindole,as a common compound, the synthetic route is as follows.

Example 1; 2-Pyridin-3-yl-pyrimidine-5-carboxylic acid (5-fluoro-2-methyl-indol- 1 -yl)-amide; Step 1 : A solution of potassium tert-butoxidc (1.84 g, 16.43 mmol) and 5-fluoro-2- methylindole (1.21 g, 8.09 mmol) in DMF (20 mL) is stirred under N2 at rt for 60 min. A solution of monochloroamine in ether (65 mL, 9.75 mmol) is added via an addition funnel over 10 min. The resulting mixture is stirred at 23C for 2 hours, and then concentrated in vacuo. The residue is partitioned between EtOAc and water. The organic phase is separated, washed with saturated aqueous NaHCO3, water and brine, dried (MgSO4), filtered and concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 10% EtOAc in heptane to afford 5 -fluoro-2-methyl-indol- 1 -ylamine (290 mg, 22%) as a solid. MS: 165 (M+H); 1H NMR (300MHz, CDCl3): delta 7.24-7.19 (m, IH), 7.12 (dd, IH), 6.92 (dt, IH), 6.12 (s, IH), 4.23 (br s, 2 H), 2.39 (s, 3H).

399-72-4, 399-72-4 5-Fluoro-2-methylindole 2778715, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/121670; (2008); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles