Category: 14618-45-2

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.

Reference Production Example 32-1 3-(trifluoroacetyl)-1H-indole-1-ylmethanol The mixture of 4.80 g of 3-(trifluoroacetyl)-1H-indole, 1.35 g of paraformaldehyde and 0.10 g of triethylamine was stirred at 130 C for 2 hours. After the reaction mixture was cooled to room temperature, acetone was added to the reaction mixture. The mixture was filterd, and then the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and hexane was added to the residue, as a result, a crystal was formed. The crystal was collected to obtain 5.36 g of 3-(trifluoroacetyl)-1H-indole-1-ylmethanol. 1H-NMR(DMSO-d6,TMS,delta(ppm)):5.71(2H, d),6.92(1H,t),7.36-7.43(2 H,m),7.76(1H,d),8.19(1H,d),8.31(1H,s), 14618-45-2

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

Reference：
Patent; Sumitomo Chemical Company, Limited; EP1710234; (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

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 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.

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

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

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.

General procedure for preparation of XY; A solution of XInt01 (1 eq), K2CO3 (5 eq) and alkyl halides Y such as methyl iodide, ethyl iodide, n-propyl bromide, iso-propyl bromide, n-butyl bromide, isobutyl bromide (1.5 eq, 1 h) or O-t-butyldimethylsilyl-2-chloroethanol (10 eq, 24 h) or O-t-butyldimethylsilyl-2-chloropropanol in acetone was stirred and heated to reflux. After completion of the reaction (monitored by thin layer chromatography (TLC)), the mixture was concentrated in vacuo and the residue treated with dichloromethane. The insoluble impurities were removed by filtration and the filtrate was concentrated to afford compound XY (60-95% yield).; Example 6; N-(cyclopentylmethyl)-1-methyl-1H-indole-3-carboxamide; Synthesised according to the procedure disclosed in Example 1 where X is indole, Y is methyl iodide and Z is cyclopentylmethyl amine. Formula: C16H20N2O; Molecular Weight: 256.3; Mass/charge ratio: 256.2 (100.0%), 257.2 (18.3%), 258.2 (1.8%); Elemental analysis: C, 74.97; H, 7.86; N, 10.93; O, 6.24.

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; AFFECTIS PHARMACEUTICALS AG; US2009/312366; (2009); 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

In 50ml absolute diethyl ether 5g 2,2,2-trifluoro-1-(1H-indol-3-yl)-ethanone are dissolved. 15.6ml of a methyl magnesium bromide solution (3 molar, in diethyl ether) is added slowly while the reaction temperature is kept at -10C. The mixture is allowed to warm up to 20C and is stirred for 2 hours. The reaction mixture is then treated with saturated ammonium chloride solution and the organic layer separated. The aqueous phase is extracted with diethyl ether and the combined organic phases dried over magnesium sulfate. The organic phase is evaporated in vacuo to give 1,1,1-trifluoro-2-(1H-indol-3-yl)-propan-2-ol, which is used without further purification.

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; 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

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 2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone (0.20 g, 0.938 mmol) in THF (1 mL) inan ice-bath was added sodium borohydride (71.00 mg, 1.877 mmol) under N2. Then boron trifluoridediethyl ether (0.357 mL, 2.815 mmol) was added dropwise. The reaction was let stirred for 2 h whilewarmed to room temperature. The mixture was poured into a mixture of ice-water and 5% aqueousNaHCO3 and extracted with ethyl acetate. The combined organics were concentrated. The residue waspurified by silica gel column chromatography to give the title compound (90 mg). LCMS m/z = 200.4[M+H]+; 1H NMR (400 MHz, CD3OD) delta ppm 3.57 (q, 2H, J = 11.1 Hz), 7.04 (t, 1H, J = 7.4 Hz), 7.12 (t, 1H, J= 7.3 Hz), 7.20 (s, 1H), 7.37 (d, 1H, J = 8.0 Hz), 7.54 (d, 1H, J = 7.9 Hz).

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

Reference：
Article; Dang, Huong; Feichtinger, Konrad; Frazer, John; Grottick, Andrew J.; Kasem, Michelle; Le, Minh; Lehman, Juerg; Morgan, Michael E.; Ren, Albert; Sage, Carleton R.; Schrader, Thomas O.; Semple, Graeme; Unett, David J.; Whelan, Kevin T.; Wong, Amy; Zhu, Xiuwen; Bioorganic and medicinal chemistry letters; (2020);,
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 for preparation of XY; A solution of XInt01 (1 eq), K2CO3 (5 eq) and alkyl halides Y such as methyl iodide, ethyl iodide, n-propyl bromide, iso-propyl bromide, n-butyl bromide, isobutyl bromide (1.5 eq, 1 h) or O-t-butyldimethylsilyl-2-chloroethanol (10 eq, 24 h) or O-t-butyldimethylsilyl-2-chloropropanol in acetone was stirred and heated to reflux. After completion of the reaction (monitored by thin layer chromatography (TLC)), the mixture was concentrated in vacuo and the residue treated with dichloromethane. The insoluble impurities were removed by filtration and the filtrate was concentrated to afford compound XY (60-95% yield).; Example 6; N-(cyclopentylmethyl)-1-methyl-1H-indole-3-carboxamide; Synthesised according to the procedure disclosed in Example 1 where X is indole, Y is methyl iodide and Z is cyclopentylmethyl amine. Formula: C16H20N2O; Molecular Weight: 256.3; Mass/charge ratio: 256.2 (100.0%), 257.2 (18.3%), 258.2 (1.8%); Elemental analysis: C, 74.97; H, 7.86; N, 10.93; O, 6.24., 14618-45-2

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

Reference：
Patent; AFFECTIS PHARMACEUTICALS AG; US2009/312366; (2009); 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.14618-45-2,3-(Trifluoroacetyl)indole,as a common compound, the synthetic route is as follows.

14618-45-2, General procedure: One of compounds 3a-3f (20 mmol) was dissolved in DMF (10 mL). Trifluoroacetic anhydride (4.2 mL, 30 mmol) was added dropwise at 0C. After stirring for 3.5 h, water was added, the solid filtered off and treated with 20% NaOH (40 mL, 0.2 mol) at 55C overnight. Upon cooling down, the solution was extracted with Et2O. The aqueous phase was acidified with concentrated HCl and the residue was filtered off to give one of compounds 4a-4f. 1H-Indole-3-carboxylic acid (4a). White solid, yield 81%, mp 216-218C (214C [20]). 1H NMR spectrum, delta, ppm: 7.15 t (J = 8.0 Hz, 2H, ArH), 7.45 d (J = 8.0 Hz, 2H, ArH), 8.00 s (1H, CH-N), 11.81 s (1H, COOH), 11.93 s (1H, NH).

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

Reference：
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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.

A mixture of 2,2,2-trifluro-1 H-indol-3-yl)ethanone (0.55 g, 2.58 mmol), K2CO3 (0.43 g, 3.1 1 mmol) and propyrgyl bromide (2 ml) was stirred in anhydrous DMF (8 ml) for 4 h. The mixture was quenched with aqueous NH4CI and diluted to 50 ml with EtOAc. The organic layer was separated, washed with w H2O, dried over MgSO4 and filtered. The filtrate was evaporated to dryness to give the product (0.57 g; 87%), as yellow solid. 1 H-NMR (CDCI3) 2.58 (tr, 1 H, J = 2.55 Hz); 4.96 (d, 2H, J = 2.55 Hz); 7.48 – 7.31 (m, 3H); 7.99 (s, 1 H); 8.41 – 8.38 (m, 1 H)., 14618-45-2

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

Reference：
Patent; AKAAL PHARMA PTY LTD; GILL, Gurmit, S.; GROBELNY, Damian, W.; WO2010/42998; (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

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 chilled (-780C) solution of 2.67 g (9.20 mmol) 5-bromo-l-(4-fluorophenyl)-lH-indazole in 10 mL of anhydrous TetaF was added 7.36 mL (18.40 mmol) of a 2.5 M solution of n- butyllithium in hexane followed by a solution of 1.00 g (4.69 mmol) of 2,2,2-trifluoro-l-(lH- indol-3-yl)ethanone in 5 mL of TetaF in one portion. The reaction was then stirred at -78C for 30 minutes and quenched with 5 mL of water. The mixture was warmed to room temperature and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (20%-40% ethyl acetate in hexanes). The major fractions were combined and concentrated to afford 978 mg of 2,2,2-trifluoro-l-[l-(4-fluorophenyl)-lH-indazol-5-yl]-l-(lH- indol-3-yl)ethanol. MS m/z 426.39 (MH+).

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

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

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 stirred solution of t-butylamine (16.4 mL, 157 mmol, 5 eq.), in THF (56 mL) at -78C under nitrogen was added slowly n-BuLi (62.6 mL, 157 mmol, 2.5 M in hexanes, 5 eq.). The solution was stirred at -78 oC for 1 h. To the anion was added a solution of 3-trifluoroacetylindole (6) (6.67 g, 31.3 mmol, 1 eq.) in THF (50 mL) at 0 C. The reaction mixture was allowed to gradually warm to rt over 12 h. This was poured onto ice H2O (100 mL) and stirred for 2 h before the aqueous solution was extracted with CH2Cl2 (1 x 65 mL). The entire solution was filtered through Celite to separate the emulsion that formed. The aqueous layer was further extracted with CH2Cl2 (3 x 65 mL). The organic layers were combined, washed with brine (1 x 100 mL), dried (Na2SO4), and concentrated in vacuo to give a dark yellow oil. The oil was purified by flash chromatography (2:1 hexanes: EtOAc) to give 9 as a pale yellow solid (6.76 g, 79%): 1H-NMR (CDCl3) 9.60 (s, 1H), 7.89-7.85 (m, 1H), 7.68 (d, 1H, J 2.8 Hz), 7.41-742 (m, 1H), 7.26-7.21 (m, 2H), 5.94 (s, 1H), 1.55 (s, 9H); 13C-NMR (CDCl3) 165.5, 136.7, 128.5, 124.3, 122.5, 121.3, 119.1, 113.0, 112.5, 51.5, 29.3; IR (film) 3399, 3231, 2964, 1627, 1538, 1449, 1231, 737 cm-1; MS m/z 216 (M+), 161, 144, 116, 89. An analytical sample was obtained via iterative recrystallizations from Et2O: mp 188-190 C. Anal. Calcd for C13H16N2O: C, 72.19; H, 7.46; N, 12.95. Found: C, 72.14; H, 7.41; N, 12.87., 14618-45-2

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

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