Tag: M.W:200-300

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,938465-52-2

To the mixture of Intermediate 1(1 g, 4.07 mmol) in 30 mL of CF3COOH was added NIS (0.916 g, 4.07 mmol), then the mixture was stirred at room temperature overnight.Water (200 mL) was added into the mixture after it was cooled to room temperature, which wasfiltered and washed with water to yield 1 -chloro-8-iodo-5H-pyrido[4,3 -bj indole-4-carboxamide,which was used in the next step without further purification. ?HNMR(300MHz, DMSO-d6)oe12.33 (s, 1 H), 8.67 (s, 1 H), 8.61 (s,1 H), 8.37 (s, 1 H), 7.83 (d, J=8.4 Hz, 1 H), 7.61 (d, J=8.4Hz, 1 H) ppm.

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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.59908-47-3,5-Chloro-1-methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

59908-47-3, Step 3: Synthesis of 5-chloro-l-methyl-N-{4-[(pyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy] methyl})sulfamoyl]phenyl}-lH-indole-2-carboxamide 43.3 [00511] To a solution of 5-chloro-l-methyl-lH-indole-2-carboxylic acid (43.2, 81 mg, 0.39 mmol) in MeCN (dry, 5ml) was added 4-amino-N-phenyl-N-{[2- (trimethylsilyl)ethoxy]methyl}benzene-l-sulfonamide (150 mg, 0.4 mmol) and 3-picoline (57 mu, 0.58 mmol). To this solution was added methanesulfonyl chloride (36 mu, 0.46 mmol) and the mixture was stirred under nitrogen at rt. After 60h the solvent was removed in vacuo and the crude material purified by flash column chromatography (heptane/EtOAc 80/20 to 60/40) to obtain 97 mg (43%) of 5-chloro-l-methyl-N-{4-[(pyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy]methyl})sulfamoyl]phenyl}-lH-indole-2-carboxamide 43.3 as a white powder.

The synthetic route of 59908-47-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (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.885519-01-7,6-Bromo-4-chloro-1H-indole,as a common compound, the synthetic route is as follows.

885519-01-7, To a solution of 6-bromo-4-chloro-1H-indole (500 mg, 2.17 mmol), 1-methyl-4-(4,4,5,5-tetramcthyl-I ,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.54 g, 2.60 mmol) and Na2CO3 (0.69 g,6.51 minol) in DME/T-120 (10 mL, 4: 1) was added bis(triphenylphosphine)palladium(II) dichloride (140 mg, 0.22 mmol). The mixture was heated to 120 C for 12 h under a nitrogen the mixture was extracted with EtOAc (10 mL x3). The combined organic layers werewashed with sat. aq. NaHCO3 (10 mL x 3), dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether EtOAc= 3: 1) to give the title compound (0.38 g, 76%) as a light yellow solid.

885519-01-7 6-Bromo-4-chloro-1H-indole 24728099, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (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

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 7-bromo-1H-indole-2-carboxylate (100 mg, 0.37 mmol) in dioxane (3 mL) and H20 (0.5 mL) were added 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1H-pyrazole (93 mg, 0.45 mmol), K3P04 (198 mg, 0.93 mmol) andXPhos- G2-Pd-preCat (14.7 mg, 0.0 19 mmol) at rt. The reaction was stirred under N2 at100 C for 1 h. The reaction was cooled to rt. The solvent was removed. Purification by normal phase chromatography provided Intermediate 136 (94 mg, 94%) as a white solid. ?H NMR (400MHz, CDC13) oe 8.92 (br. s., 1H), 7.82 (s, 1H), 7.69 (s, 1H), 7.61 (d, J=7.9 Hz, 1H), 7.31 (dd,J=7.3, 1.1 Hz, 1H), 7.27 (d,J2.2 Hz, 1H), 7.18 (dd,J7.9, 7.3 Hz,1H), 4.41 (q, J=7.2 Hz, 2H), 4.03 (s, 3H), 1.42 (t, J=7.2 Hz, 3H). LC-MS(ESI) m/z: 270.1 [M+H].

16732-69-7, 16732-69-7 Ethyl 7-bromo-1H-indole-2-carboxylate 7017885, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (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

434958-85-7,434958-85-7, N-Boc-5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of compound III-2 (3.2 g, 13.7 mmol)Was dissolved in 20 mL of CH2Cl2,Diisopropylethylamine (1.77 g, 13.7 mmol)Was dissolved in 120 mL of tetrahydrofuran,Mixed with both,The mixed solution was then slowly added to triphosgene (1.3 g, 4.38 mmol)In CH2Cl2 (100 mL)After stirring at room temperature for 1 h,A mixture of 1,4-diazabicyclo [3.2.2] nonane (1.72 g, 13.7 mmol)Of the CH2Cl2 solution was slowly added thereto,Reaction at room temperature for 4 h;After completion of the reaction, add H2O dilution withCHCl3, the organic phase was collected, washed with saturated aqueous NaCl solution, dried over anhydrous Na2SO4, the solvent was removed to give the crude product;CHCl3 and CH3OH (90:10) as the developing solvent. The product III-3 (2.4 g, 45%) was isolated.

434958-85-7 N-Boc-5-Hydroxyindole 22596220, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Beijing Normal University; Zhang Huabei; Wang Huan; Fang Yu; Liu Jianping; Wang Shuxia; (32 pag.)CN107188900; (2017); 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.1065181-58-9,Ethyl 5-bromo-1H-indole-7-carboxylate,as a common compound, the synthetic route is as follows.,1065181-58-9

Intermediate 46: Ethyl 5-bromo-3-(4-thiepanyl)-1H-indole-7-carboxylate.To a solution of 4-thiepanone (900 mg, 6.9 mmol, 1.1 eq) in dry dichloromethane (30 ml.) was added activated molecular sieves (4 A, beads, spatula tip full) and the solution was cooled to O 0C using an ice water bath. Trimethylsilyl trifluromethanesulfonate (1.25 ml_, 6.9 mmol, 1.1 eq) was added dropwise to the ketone solution, followed by the dropwise addition of ethyl 5-bromo-1 /-/-indole-7-carboxylate (1.69g, 6.3 mmol, 1 eq) as a solution in dichloromethane (10 ml_). The reaction mixture was stirred at rt for 2h, then warmed to 35 0C for 45 minutes. The deep red reaction mixture was cooled to 0 0C and triethylsilane (2 ml_, 12.6 mmol, 2 eq) was added. The mixture was warmed to rt for 30 minutes, then was quenched by the addition of saturated aq. sodium bicarbonate. The aqueous layer was extracted with dichloromethane (2×50 ml_), and the combined organic extracts were dried over sodium sulfate, filtered through a thin pad of silica gel (to remove baseline impurities), eluting with 50% ethyl acetate in hexanes, and concentrated to afford the crude product as a yellow residue. The crude material was purified by lsco Combiflash, eluting with 0-30% ethyl acetate in hexanes (120 gram column). The title compound was obtained as a yellow residue (540 mg, 24%).

As the paragraph descriping shows that 1065181-58-9 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

393553-57-6, To a solution of 6-bromo-4-methoxy-lH-indole A.85 (2.0 g, 8.85 mmol) in DMF (9 mL) was added (chloromethylene)dimethylamrnonium chloride (1.699 g, 13.27 mmol) and the mixture was stirred at room temperature for 24 hours. To the mixture was added water (50 mL) and 10 N aqueous NaOH (10 mL) and the mixture was heated at reflux for 1 hour. The mixture was cooled to 0 0C. The resulting precipitate was collected by filtration to give 6-bromo-4- methoxy-lH-indole-3-carbaldehyde A.140 (1.392 g, 61.9% yield) as a brown solid: 1H NMR (400 MHz, DMS0-d6) delta ppm 12.26 (1 H, s), 10.26 (1 H, s), 8.05 (1 H, s), 7.30 (1 H, d, J=I .5 Hz), 6.89 (1 H, d, J=I .1 Hz), 3.95 (3 H, s); Mass Spectrum (ESI) m/e = 253.9 [M+l (79Br)] and 255.9 [M+l (81Br)].

As the paragraph descriping shows that 393553-57-6 is playing an increasingly important role.

Reference：
Patent; AMGEN INC.; WO2009/158011; (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.525593-33-3,3-Bromo-5-nitroindole,as a common compound, the synthetic route is as follows.

To a stirred solution of 3-bromo-5-nitro-lH-indole (2) (100.0 g, 0.414 mol) in DMF (1 L) was added NaH (19.9 g, 0.829 mol) at 0 C and the solution was stirred for 0.5 h. Methyl iodide (87.7 g, 0.622 mol) was then added to the reaction mixture and the solution was stirred at RT for another 2 h. After completion of reaction the mixture was quenched with water and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulphate, filtered and solvents evaporated from the filtrate under reduced pressure to obtain a crude, which was purified by column chromatography on silica gel (100-200 mesh), eluted with 10-15% gradient of EtOAc in pet-ether, to afford 3 -bromo-l -methyl-5 -nitro-lH- indole (101.0 g, 95%)., 525593-33-3

Big data shows that 525593-33-3 is playing an increasingly important role.

Reference：
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; SRIVARI, Chandrasekhar; MAINKAR, Prathama Satyendra; REDDY, Chada Raji; KOTAMRAJU, Srigiridhar; TOGAPUR, Pavan Kumar; MUPPIDI, Subbarao Mohan Venkata; SHARMA, Somesh; JHA, Ashok Kumar; ARUMUGAM, Prem Kumar; (27 pag.)WO2019/102488; (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

938465-52-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

To a solution of 1,4,8-triazaspiro[5.Sjundecan-5-one (30 mg, 0.l8mmol) inNMPmL) was added 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (44 mg, 0.l8mmol) andDIEA (70 mg, 0.S4mmol), and the mixture was heated under microwave irradiation for 1.5 h at150 C. The reaction solution was purified by prep-HPLC to afford 1-(5-oxo-1,4,8-triazaspiro[5 . Sjundecan-8-yl)-5H-pyrido[4,3-bjindole-4-carboxamide. MS: 379.3 [M+Hjt 1HNMR (400 MHz, DMSO-d6) 3 11.93 (s, 1H), 9.67 (br. s., 1H), 8.70 (s, 1H), 8.54 (br. s., 1H),8.19 (br. s., 1H), 8.05 (d, J=7.8 Hz, 1H), 7.83 (d, J=8.0 Hz, 1H), 7.54 (br. s., 1H), 7.48 (t, J7.4Hz, 1H), 7.38 – 7.31 (m, 1H), 4.39 (d, J=14.1 Hz, 1H), 3.93 (d, J=12.5 Hz, 2H), 3.56 – 3.49 (m,2H), 3.45 (br. s., 2H), 2.98 (t, J=11.5 Hz, 1H), 2.40 -2.21 (m, 2H), 2.20 – 2.05 (m, 1H), 1.84 (d,J13.1 Hz, 1H) ppm.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

In the reaction bottle,22 g of 4,6-dichloroindolecarboxylic acid was added to 150 mL of DMSO, and then 3 g of copper chloride was added.The reaction was heated at 120 C for 1 h,TLC monitors the reaction of the starting material completely, and the reaction solution is filtered, and then 200 mL of dichloromethane is added to extract the reaction solution three times.The organic phases were combined, washed with 200 mL of water and concentrated.Then in a mixture of acetone and n-hexane (V acetone: V-hexane = 3:1)Recrystallization from 100 mL gives 4,6-dichloroanthracene 14g, 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Henan Normal University; Xu Guiqing; Wang Jiahao; Ren Baoqi; Zhou Yingjie; Mao Longfei; (9 pag.)CN109160895; (2019); 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