Category: 162100-95-0

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Diethylaluminum chloride 1 M in hexane (37.1 mL, 37.1 mmol) was added dropwise at 000 to a solution of 6-fluoro-1H-indole [CAS 399-51 -9] (3.34 g, 24.8 mmol) in CH2CI2 (100 mL). After stirring for 30 mm at 0CC, a solution of 2-(4- chloro-2-methoxyphenyl)acetyl chloride 9a? (6.3 g, 28.8 mmol) in CH2CI2 (100 mL) was added slowly at 0C. The reaction was stirred at 0C for 3 h. Ice-water wasadded and the precipitate was filtered off, washed with water and a small amount of CH2CI2. The solids were dried under vacuum at 70C overnight to give 2-(4- chloro-2-methoxyphenyl)-1 -(6-fluoro-1 H-indol-3-yl)ethanone 1 3b (4.9 g).

162100-95-0, The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); 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.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Diethylaluminum chloride 1M in hexane (25.1 mL, 25.1 mmol) was addeddropwise, at 000 and under N2-flow, to a solution of 6-fluoro-5-methyl-1 H-indole[CAS 162100-95-0] (2.5 g, 16.8 mmol) in CH2CI2 (135 mL). After 10 mm at 0C, a solution of 2-(2-(2-(benzyloxy)ethoxy)-4-fluorophenyl)acetyl chloride le (8.11 g, 25.1 mmol) in CH2CI2 (50 mL) was added dropwise at 0C over a period of 45 mm, while keeping the reaction temperature below 5C. The reaction was stirred at 0Cfor 2 h and at 10C for 2 h. The reaction mixture was cooled to 0C, and a solution of Rochelle salt [6100-16-9] (9.46 g, 33.5 mmol) in water (10 mL) was added dropwise. After addition, the reaction mixture was stirred at 0C for 10 minutes and then allowed to warm to room temperature. THE (150 mL) and Na2SO4 (40 g) were added, and the mixture was stirred for 18 h. The mixture was filtered overdicalite and washed with plenty of THE. The combined filtrates were evaporated under reduced pressure, and co-evaporated with toluene. The residue was crystallized from CH3CN (10 mL), filtered off, washed with CH3CN (2x), and dried under vacuum at 40C to provide a first fraction of 2-(2-(2-(benzyloxy)ethoxy)- 4-fluorophenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 7a (1 .86 g). Thefiltrate was evaporated under reduced pressure. The residue (7.7 g) was purified by flash chromatography (Stationary phase: Grace Reveleris silica 120 g, Mobile phase: heptane/EtOAc gradient 100/0 to 0/1 00). The fractions containing product were combined and left standing in an open recipient to allow evaporation of the solvent and crystallization of the product. The precipitate was isolated by filtration,washed 3x with heptane/EtOAc (1/1) and dried under vacuum at 40C to provide a second (1 .51 g) and third (0.75 g) fraction of intermediate 7a., 162100-95-0

162100-95-0 6-Fluoro-5-methyl-1H-indole 2774611, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart Rudolf Romanie; RABOISSON, Pierre Jean-Marie Bernard; BONFANTI, Jean-Francois; JONCKERS, Tim Hugo Maria; BARDIOT, Dorothee Alice Marie-Eve; MARCHAND, Arnaud Didier M; (70 pag.)WO2017/46258; (2017); 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.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Synthesis of intermediate 14a:A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (880 mg, 5.9 mmol) in CH2CI2 (50 mL) was cooled to 0C under N2-atmosphere. A solution ofdiethylalunninunn chloride 1 M in hexane (8.85 mL, 8.85 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 min. A solution of 2-(4-fluoro-2- methoxyphenyl)acetyl chloride 1a (1 .67 g, 8.26 mmol) in CH2CI2 (25 mL) was added dropwise. Stirring was continued at 0C for 1 h and the reaction mixture was subsequently stirred at room temperature for 2 h. The reaction mixture was poured out in a stirring ice/Rochelle salt solution. The mixture was filtered over dicalite and the filter cake was washed several times with THF. The filtrates were combined. The layers were separated and the organic layer was washed with brine and water, dried over MgSO4, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 ml_). The precipitate was filtered off, washed with a small amount of CH2CI2 and dried under vacuum at 50C to provide 2-(4-fluoro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3- yl)ethanone 14a (1 .22 g)., 162100-95-0

The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart, Rudolf, Romanie; BONFANTI, Jean-Francois; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; (86 pag.)WO2016/113371; (2016); 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.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.,162100-95-0

A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (1 .7 g, 1 1 .4 mmol) in CH2CI2 (100 mL) was cooled to 0C under N2-atmosphere. A solution of diethylalunninunn chloride 1 M in hexane (17.1 mL, 17.1 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 min. A solution of 2-(4-chloro- 2-methoxyphenyl)acetyl chloride 1a (3.50 g, 16 mmol) in CH2CI2 (50 mL) was added dropwise. Stirring was continued at 0C for 1 h and at room temperature for 2 h. The reaction mixture was poured out in a stirring ice/Rochelle salt solution. After the ice had melted, the mixture was filtered over dicalite and the filter cake was washed several times with THF. The filtrates were combined. The layers were separated and the organic layer was washed with brine, dried over MgSO4, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 ml_), the precipitate was filtered off and dried under vacuum at 50C to provide 2-(4-chloro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 7a (2.76 g).

As the paragraph descriping shows that 162100-95-0 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart, Rudolf, Romanie; BONFANTI, Jean-Francois; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; (68 pag.)WO2016/180696; (2016); 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

162100-95-0, 6-Fluoro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Diethylaluminium chloride 1M in hexane (15 mL, 15.1 mmol) was added dropwise at 000 to a solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (1 .5 g, 10.6mmol) in CH2CI2 (30 mL). After 30 mm at 0C, 2-(4-fluoro-2-methoxyphenyl)acetyl chloride Ia? (3.05 g, 15.1 mmol, synthesis: see Example 1) in CH2CI2 (20 mL) was added slowly at 0C. The reaction was stirred at 0C for 3 h and then at room temperature for 1 h. Ice-water was added. The precipitate was filtered off, washed with water and dried under vacuum to afford 2-(4-fluoro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 3a (2.27 g).

162100-95-0, 162100-95-0 6-Fluoro-5-methyl-1H-indole 2774611, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); 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

162100-95-0, 6-Fluoro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (1.7 g, 11 .4 mmol) in CH2CI2 (100 mL) was cooled to 0C under N2-atmosphere. A solution of diethylaluminum chloride 1M in hexane (17.1 mL, 17.1 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 mm. A solution of 2-(4-chloro-2-methoxyphenyl)acetyl chloride 9a? (3.50 g, 16 mmol) in CH2CI2 (50 mL) was added dropwise. Stirring was continued at 0C for 1 h and the reaction mixture was subsequently stirred at room temperature for 2 h. The reaction mixture was poured out into a stirring ice/Rochelle salt solution. After the ice had melted, the mixture was filtered over dicalite and the filter cake was washed several times with THE.The filtrates were combined. The layers were separated and the organic layer was washed with brine, dried over Mg504, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 mL) and the precipitate was filtered off and dried under vacuum at 500C to provide 2-(4-chloro-2- methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 9a (2.76 g)., 162100-95-0

The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); 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

162100-95-0, 6-Fluoro-5-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of intermediate 8a: Diethylaluminum chloride 1 M in hexane (17.0 mL, 17.0 mmol) was added dropwise, at 0C and under N2-atmosphere, to a solution of 6-fluoro-5-methyl- 1 H-indole [CAS 162100-95-0] (1 .69 g, 1 1 .3 mmol) in CH2CI2 (150 mL). After 15 min at 0C, a solution of 2-(2-(2-(benzyloxy)ethoxy)-4-chlorophenyl)acetyl chloride 1e (5.37 g, 15.8 mmol, synthesis: see Example 1 ) in CH2CI2 (100 mL) was slowly added. The reaction mixture was stirred at 0C for 1 h and at room temperature for 2 h. The reaction mixture was poured out into an ice/Rochelle salt solution and the mixture was vigorously stirred. The layers were separated. The organic layer was dried over MgSO4 and filtered over a short pad of dicalite. The filter cake was rinsed a few times with THF and the combined filtrates were concentrated under reduced pressure. The solid residue was suspended in CH3CN (20 mL), filtered off, washed with a small amount of CH3CN, and dried under vacuum at 50 C to give 2-(2-(2-(benzyloxy)ethoxy)-4- chlorophenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3-yl)ethanone 8a (2.39 g) as a white solid., 162100-95-0

As the paragraph descriping shows that 162100-95-0 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart Rudolf Romanie; RABOISSON, Pierre Jean-Marie Bernard; BONFANTI, Jean-Francois; JONCKERS, Tim Hugo Maria; BARDIOT, Dorothee Alice Marie-Eve; MARCHAND, Arnaud Didier M; (75 pag.)WO2017/46255; (2017); 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