Category: 14618-45-2

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a chilled (-780C) solution of 241 mg (1.13 mmol) of 2,2,2-trifluoro-l-(lH-indol-3- yl)ethanone in 5 mL of anhydrous TetaF was added 45 mg (1.13 mmol) of 60% NaH in mineral oil. In another flask, 452 muL (1.13 mmol) of n-BuLi was then added to a chilled (-780C) solution of 310 mg (1.13 mmol) of 5-bromo-l-pyridin-3-yl-lH-indazole in 10 mL of TetaF. After 1 minute, the sodium salt of 2,2,2-trifluoro-l-(lH-indol-3-yl)ethanone was added to the indazole anion via a cannula. After 1 hour, the mixture was diluted with 25 mL of saturated aqueous ammonium chloride and extracted with three 15 mL portions of ethyl acetate. The combined organic layers were washed with three 10 mL portions of brine, dried over magnesium sulfate, filtered and concentrated. The crude material was purified using Combiflash chromatography using EtOAc -hexanes (0-70% gradient) to afford 45 mg (10%) of 2,2,2-trifluoro-l-(lH-indol-3-yl)-l-(l-pyridin-3-yl-lH-indazol-5-yl)ethanol as a colorless solid.

14618-45-2, As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/70507; (2008); A2;,
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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of product of Step A (0.55 g, 2.58 mmol), K2CO3 (0.43 g, 3.1 1 mmol) and propyrgyl bromide (2 ml) in anhydrous DMF (8 ml), was stirred for 4 h. The mixture was quenched with NH4CI solution and diluted to 50 ml with EtOAc. The organic layer separated and washed with H2O, dried over MgSO4 and filtered. The filtrate was evaporated to give the title compound (0.57 g, 88%), as yellow crystalline material. 1H-NMR (CDCI3) 8.41 – 8.38 (b, 1 H); 7.99 (s, 1 H); 7.48 – 7.31 (m, 3H); 4.96 (d, 2H, J = 2.55 Hz); 2.58 (t, 1 H, J = 2.55 Hz).

14618-45-2, 14618-45-2 3-(Trifluoroacetyl)indole 589126, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AKAAL PHARMA PTY LTD; GILL, Gurmit S; GROBELNY, Damian W; WO2010/43000; (2010); 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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14618-45-2, To a stirred solution of t-butylmethylamine (2.8 mL, 23.5 mmol, 5 eq.), in THF (40 mL) at 0 C under nitrogen was added slowly n-BuLi (9.4 mL, 23.5 mmol, 2.5 M in hexanes, 5 eq.). The solution was stirred at 0 C for 2 h. To the anion was added 3-trifluoroacetylindole (6) (1.0 g, 4.69 mmol, 1 eq.) in THF (40 ml) at 0 C. The reaction mixture was allowed to gradually warm to rt over 18 h then poured onto ice H2O (75 mL) and stirred for 4 h. The aqueous solution was extracted with CH2Cl2 (4 x 75 mL). The organic extracts were combined, washed with brine (2 x 50 mL), dried (Na2SO4), and concentrated in vacuo to give a yellow oil. This was purified by flash chromatography (2:1 hexanes: EtOAc) to give 7 as a yellow solid (0.91 g, 84%): 1H-NMR (CDCl3) 9.44 (bs, 1H), 7.65-7.68 (m, 1H), 7.32-7.35 (m, 2H), 7.14-7.21 (m, 2H), 3.03 (s, 3H), 1.57 (s, 9H); 13C-NMR (CDCl3) 169.6, 135.7, 127.8, 125.1, 122.3, 120.7, 120.4, 114.9, 111.8, 56.3, 35.2, 27.9; IR (KBr) 3444, 3167, 2945, 1587, 1536, 1446, 1123, 1011 cm-1; UV (95% EtOH) deltamax 296 nm.; MS m/z 230 (M+), 215, 144, 116, 89, 72 (100%). An analytical sample was obtained via iterative recrystallizations from CH2Cl2/hexanes: mp 220-222 C. Anal. Calcd for C14H18N2O: C, 73.01; H, 7.88; N, 12.16. Found: C, 72.80; H, 7.82; N, 12.08.

14618-45-2 3-(Trifluoroacetyl)indole 589126, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Badenock, Jeanese C.; Fraser, Heidi L.; Gribble, Gordon W.; Arkivoc; vol. 2018; 5; (2018); p. 140 – 149;,
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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

To a solution of 2,2,2-trifluoro-l-(lH-indol-3-yl)ethanone (0.20 g, 0.938 mmol) in THF (1 mL) in an ice-bath was added sodium borohydride (71.00 mg, 1.877 mmol) under N2. Then boron trifluoride diethyl ether (0.357 mL, 2.815 mmol) was added dropwise. The reaction was let stirred for 2 h while warmed to room temperature. The mixture was poured into a mixture of ice-water and 5% aqueous NaHC03and extracted with ethyl acetate. The combined organics were concentrated. The residue was purified by silica gel column chromatography to give the title compound (90 mg). LCMS m/z = 200.4 [M+H]+; NMR (400 MHz, CD3OD) delta ppm 3.57 (q, J = 11.1 Hz, 2H), 7.04 (t, J = 7.4 Hz, 1H), 7.12 (t, J = 7.3 Hz, 1H), 7.20 (s, 1H), 7.37 (d, J = 8.0 Hz, 1H), 7.54 (d, J = 7.9 Hz, 1H).

14618-45-2, 14618-45-2 3-(Trifluoroacetyl)indole 589126, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; BEHAN, Dominic P.; FEICHTINGER, Konrad; GLICKLICH, Alan; GROTTICK, Andrew J.; KAM, Maria Matilde Sanchez; KASEM, Michelle; LEHMANN, Juerg; REN, Albert S.; SCHRADER, Thomas O.; SHANAHAN, William R.; WONG, Amy Siu-Ting; ZHU, Xiuwen; WO2015/66344; (2015); 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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of this compound (11 g, 50 mmol) in 100 mL acetone were added MeI (10 mL, 150 mmol) and potassium carbonate (18 g), and stirring was continued at RT for 2 h. Acetone was removed in vacuo. Water and methylene chloride were added to the residue. The organic layer was separated, washed with brine, dried and concentrated in vacuo to yield crude 1-methyl-3-trifluoroacetyl-1H-indole., 14618-45-2

As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; Monsanto Company; US5994270; (1999); A;,
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

14618-45-2, 3-(Trifluoroacetyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Diethyl (1-fluoro-1-carbethoxymethyl) phosphonate (1, 2mmol) and 1 ml of CH2Cl2 were placed into a nitrogenflushed round-bottomed flask equipped with magnetic stirring.NaH (2 mmol) was added at room temperature to theabove solution. Then 1 mmol of the trifluoromethyl ketoneor fluoral was added. The progress of the reaction was monitoredby TLC and GC-MS, and after its completion the mixturewas passed through a short silica-gel column withCH2Cl2 as solvent to remove phosphine oxide. The crudeproducts were purified by flash chromatography

14618-45-2, The synthetic route of 14618-45-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Landge, Shainaz M.; Roek, Bela Toe; Letters in Organic Chemistry; vol. 11; 5; (2014); p. 374 – 379;,
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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

In 150ml absolute N,N-dimethylformamide 16.8g 2,2,2-trifluoro-1-(1H-indol-3-yl)-ethanone are dissolved and then 12.7g dry potassium carbonate are added. Then, 22g 3,5-dichloro-4-fluorobenzotrifluoride is added in one portion. The resulting suspension is stirred for 3 hours at 90C. After removal of the solvent in vacuo the resulting residue is suspended in 300ml diethyl ether, the suspension washed with water, the aqueous phase twice extracted with diethyl ether and the combined organic phases evaporated in vacuo to give 1-[1-(2,6-dichloro-4-trifluoromethyl-phenyl)-1H-indol-3-yl]-2,2,2-trifluoroethanone, which can be used without further purification.

14618-45-2, As the paragraph descriping shows that 14618-45-2 is playing an increasingly important role.

Reference：
Patent; Novartis AG; EP1783114; (2007); 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