Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-64-2,4-Bromo-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 115: 4-Bromo-lH-indole-2-carboxamide (0796) To a suspension of 4-bromo-l indole-2-carboxylic acid (0.276 mL, 2.12 mmol, commercially available from, for example, Ark Pharm) in dichloromethane (15 mL) was added oxalyl chloride (0.220 mL, 2.51 mmol). The suspension was stirred at rt for approx. 3 days in total. During this time, DMF (0.020 mL, 0.26 mmol) was added after 5.5 h. Further oxalyl chloride (0.100 mL, 1.14 mmol) was added after 23.75 h. Further oxalyl chloride (0.100 mL, 1.142 mmol) was added after 27.15 h. The reaction mixture was left to stir over the weekend, during which time the solvent had evaporated to give a sticky light brown solid. This was redissolved in dichloromethane (15 mL) and to this solution was added oxalyl chloride (0.100 mL, 1.14 mmol) and DMF (0.020 mL, 0.26 mmol). The resulting solution was stirred for a further 2 h 45 min to afford a brown solution. This solution was added dropwise to a stirring solution of ammonia (35% in water) (10 mL, 162 mmol) and ice (approx. 10 g) and the resulting mixture left to stand for approx. 3 h. To this was added ethyl acetate (10 mL) and water (10 mL) and the layers separated. To the aqueous layer was added brine (approx. 5 mL) and this was extracted with further ethyl acetate (3 x 30 mL). The organic layers, which contained a brown precipitate, were combined and evaporated in vacuo o give a brown solid. This was transferred in methanol (approx. 10 mL) and this emulsion evaporated in vacuoto give a brown solid. This solid was triturated with dichloromethane (approx. 3 x 20 mL) and the supernatant filtered. The filtrate was concentrated to approx. 10 mL, directly applied to the top of a 50 g SNAP cartridge and purified by flash column chromatography. The column was eluted with a gradient of 20% – 70% ethyl acetate in cyclohexane. The required fractions were evaporated in vacuo to give 4-bromo-l indole-2- carboxamide (95.0 mg, 0.40 mmol, 19 % yield) as an off-white solid. (0797) LCMS (2 min High pH): Rt = 0.87 min, [M-H]- = 237.1.

16732-64-2, The synthetic route of 16732-64-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (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.387-43-9,4-Fluoroindole,as a common compound, the synthetic route is as follows.

To a solution of 4-fluoro-lH-indole (150 g, l . l lmol) and DMAP (4.5 g, 3percentWt) in THF (2.5 L) was added (Boc)20 (255 g, 1.16 mol) dropwise. The mixture was stirred at room temperature overnight. The organic solvent was removed in vacuum, and the residue was purified by column chromatography (PE) to give tert-butyl 4-fluoro-lH-indole-l-carboxylate (250 g, yield: 96percent). 1H- MR (CDC13, 400 MHz) delta 7.92 (d, J= 8.4 Hz, 1H), 7.55 (d, J= 3.6 Hz, 1H), 7.23 (m, 1H), 6.90 (m, 1H), 6.66 (d, J = 3.6 Hz, 1H), 1.67 (s, 9H). MS (M+H)+: 236.

387-43-9, 387-43-9 4-Fluoroindole 2774502, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; DAI, Xing; PALANI, Anandan; NARGUND, Ravi; LAI, Zhong; ZORN, Nicolas; XIAO, Dong; DANG, Qun; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/121418; (2014); 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

4769-96-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4769-96-4,6-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

To a solution of 6-nitro indole (1 eq.) in a mixture of acetic acid(0.15 M) and hydrochloric acid (0.6 M), SnCl2 (10 eq.) was added.The reaction mixture proceeded and 1H NMR was recorded, aspreviously reported

4769-96-4 6-Nitro-1H-indole 78502, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Hendy, Moataz S.; Ali, Aya A.; Ahmed, Lubna; Hossam, Reham; Mostafa, Alaa; Elmazar, Mohamed M.; Naguib, Bassem H.; Attia, Yasmeen M.; Ahmed, Mahmoud Salama; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 281 – 290;,
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

90858-86-9, 4-Bromo-5-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90858-86-9, Synthesis of 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester (XLVIII) A mixture of 4-bromo-5-methoxyindole XLVI (104 mg, 0.46 mmol), ethyl cinammate (162 mg, 0.92 mmol), tetra-butylammonium bromide (29.6 mg, 0.092 mmol), TEA (128 mul, 0.092 mmol) and palladium-dichloro-[bis(tri-ortho-tolyl)phophine] (18 mg, 0.023 mmol) in DMF (2 ml) was stirred at 110¡ã C. for 3 hours. The reaction mixture was cooled to room temperature and partitioned between brine and EtOAc. The organic layers were combined, dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (hexane/EtOAc) affording 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester XLVIII (37 mg, impure).

As the paragraph descriping shows that 90858-86-9 is playing an increasingly important role.

Reference£º
Patent; Roche Palo Alto LLC; US2007/123527; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16502-01-5,2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole,as a common compound, the synthetic route is as follows.

To a stirred solution of tryptoline (2,3,4,9-tetrahydro-1 /-/-pyrido[4,3-b]indole) (150 g, 0.871 mol) in THF (1 .5 L) at 0 C, triethylamine (243 ml_, 1 .74 mol) and di-ferf-butyl dicarbonate (228 g, 1.04 mol) were added and the reaction mixture was stirred at 25 C for 12 h. After the completion of the reaction (monitored by TLC), water was added to the reaction mixture under ice-cooling and extracted with ethyl acetate (2 x 500 ml_). The combined organic extracts were washed with brine (1 x 250 ml_), dried over anhydrous Na2S04,filtered and evaporated under reduced pressure to get the crude product. The crude material was stirred with diethyl ether (200 mL) and the solid thus obtained was filtered, washed with diethyl ether (2 x 100 mL) and dried to afford the title compound as brown solid (200 g, 84 %).1H-NMR (400 MHz, CDCI3) d = 7.94 (br-s, 1 H), 7.51 (d, J = 7.60 Hz, 1 H), 7.33-7.34 (m, 1 H), 7.1 1 -7.13 (m, 2H), 4.67 (s, 2H), 3.79 (br-s, 2H), 2.83 (br-s, 2H), 1.53 (s, 9H).MS: 273.2 (M+H)+., 16502-01-5

16502-01-5 2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole 107838, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); 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

107516-75-6, Diethyl 1H-indole-2,6-dicarboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Synthesis of diethyl l-{3-[(tert-butoxycarbonyl)amino]-2,2-dimethylpropyl}- 1H-indole-2,6-dicarboxylate To a solution of diethyl 1H-indole-2,6-dicarboxylate (25.3 g, 97 mmol), tert-butyl (3- hydroxy-2,2-dimethylpropyl)carbamate (19.7, 97 mmol) and triphenylphosphine (50.9 g, 194 mmol) in THF (200 mL) is added and diisopropyl azodicarboxylate (40.2 mL, 194 mmol). The mixture is stirred for 60 h at room temperature and then the solvent is removed. The residue is separated into two portions and each of them is filtered through a short plug of silica gel (400 g) using 20% EtOAc in heptane. A mixture of diethyl l-{3- [(tert-butoxycarbonyl)amino]-2,2-dimethylpropyl}-1H-indole-2,6-dicarboxylate and diethyl 1H-indole-2,6-dicarboxylate (55 g) is obtained and the mixture is used in the next step without further purification.

107516-75-6, The synthetic route of 107516-75-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; GAO, Donghong, Amy; GUO, Xin; KIRRANE, Thomas, Martin, Jr.; SARKO, Christopher, Ronald; SNOW, Roger, John; SOLEYMANZADEH, Fariba; ZHANG, Yunlong; WO2011/71716; (2011); 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.52562-50-2,5-Methyl-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

52562-50-2, General procedure: An equimolar mixture of Gewald adducts (5CN, 6CN, 7CN and 8CN) and substituted indole-carboxaldehydes in absolute ethanol with 0.5 mL of acetic acid was stirred under room temperature for 24 hs. Water was addedand the solid that precipitated out was filtered under vacuum, washed with water, dried and recrystallized from absolute ethanol (Scheme 1) according previously methodology [20].

As the paragraph descriping shows that 52562-50-2 is playing an increasingly important role.

Reference£º
Article; Felix, Mayara B.; de Souza, Edson R.; de Lima, Maria do C.A.; Frade, Daiana Karla G.; Serafim, Vanessa de L.; Rodrigues, Klinger Antonio da F.; Neris, Patricia Lima do N.; Ribeiro, Frederico F.; Scotti, Luciana; Scotti, Marcus T.; de Aquino, Thiago M.; Mendonca Junior, Francisco Jaime B.; de Oliveira, Marcia R.; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 3972 – 3977;,
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

942-24-5, Methyl indole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Hydrazine hydrate (99%, 2 mL, 40 mmol) was added in one portion to methyl indole-3-carboxylate 1 (10 mmol, 1.75 g) dissolved in dry ethanol (50 mL) at room temperature, and the resulting solution was heated under reflux for 8 h. The reaction mixture was allowed to cool and the solid obtained was filtered off and washed with a small quantity of ethanol to give the 1H-indole-3-carbohydrazide 2. Yield: 1.66 g, 95%, white solid, mp 234-236C; 1H NMR (600 MHz, DMSO-d6): delta 4.34 (s, 2H), 7.10-7.11 (m, 2H), 7.43 (t, J 3.6 Hz, 2H), 7.98 (s, 1H), 8.15 (d, J 7.2 Hz, 3H), 9.18 (s, 1H),11.55 (s,1H); EI-MS:m/z (%) 175 (M, 22),144 (100),116 (17), 89 (11)., 942-24-5

The synthetic route of 942-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Ming-Zhi; Mulholland, Nick; Beattie, David; Irwin, Dianne; Gu, Yu-Cheng; Chen, Qiong; Yang, Guang-Fu; Clough, John; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 22 – 32;,
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.5192-23-4,4-Aminoindole,as a common compound, the synthetic route is as follows.

General procedure: The solution of isatin (380 mumol), 1H-indole-4-amine (380 mumol, 1.0 equiv), and Meldrum’s acid (380 mumol, 1.0 equiv) in DMF (4.0 ml) was heated to 120 C for 2 h. The reaction mixture was cooled down to room temperature and concentrated to remove the solvents. The crude residue was subjected to reverse phase preparative HPLC to provide pure products., 5192-23-4

As the paragraph descriping shows that 5192-23-4 is playing an increasingly important role.

Reference£º
Article; Zou, Bin; Chen, Chun; Leong, Seh Yong; Ding, Mei; Smith, Paul W.; Tetrahedron; vol. 70; 3; (2014); p. 578 – 582;,
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

143612-79-7, 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound of this step was prepared by the method described in Example 1, Step 3, namely, 5 -(2-(piperazin- 1 -yl)pyrimidin-5 -yl)pyridine-2-carboxamide dihydrochloride (400 mg, 1.12 mmol), 3-(4-chlorobutyl)-1H-indole-5-nitrile (312 mg, 1.34 mmol), anhydrous sodium carbonate (712 mg, 6.72 mmol) and sodium iodide (50 mg, 0.33 mmol) were added to anhydrous acetonitrile (15 mL). The mixture solution was heated to 90 C and reacted for 36 hours. The crude product was separated and purified by column chromatography (dichloromethane/methanol (v/v) = 20/1) to give the title compound as a white solid (390 mg, 73.6%).MS (ESI, pos. ion) m/z: 481.70 [M+H].?H N?1R (600 IVIHz, DMSO-c16) (ppm): 11.36 (s, 1H), 8.92 (s, 1H), 8.83 (s, 2H),8.318.18 (m, 1H), 8.07 (d, J= 10.5 Hz, 3H), 7.63 (s, 1H), 7.50 (d, J 8.4 Hz, 1H), 7.40 (d, J8.4 Hz, 1H), 7.34 (s, 1H), 3.80 (brs, 4H), 2.74 (t, J= 7.3 Hz, 2H), 2.42 (brs, 4H), 2.37 (t, J 7.0Hz, 2H), 1.67 (dd, J= 14.6, 7.4 Hz, 2H), 1.54 (d, J= 6.6 Hz, 2H); HPLC: 99.42%., 143612-79-7

143612-79-7 3-(4-Chlorobutyl)-1H-indole-5-carbonitrile 9881123, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; JIN, Chuanfei; ZHONG, Wenhe; LIANG, Haiping; ZHANG, Yingjun; (79 pag.)WO2019/62662; (2019); 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