Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

1.63 g (11.8 [MMOL)] of potassium carbonate are added at [25C] under an argon atmosphere to 0.895 g (4.73 [MMOL)] of [3-METHOXYCARBONYL-5-METHYL-1 H-INDOLE] in 10 cm3 of dimethyl sulphoxide. After stirring at [25C] for 0.5 hour, 0.774 g (4.73 [MMOL)] of 2-chloroquinoline is added. After stirring at [100C] for 48 hours, the reaction mixture is cooled and diluted with 100 cm3 ethyl acetate and then washed with 3 times 50 cm3 of water and 25 cm3 of saturated aqueous sodium chloride solution. After separating the phases by settling, the organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.2 g of a residue which is recrystallised under hot conditions from 30 cm3 of cyclohexane and 6 cm3 of ethyl acetate to give 0. 8 g of [3-METHOXYCARBONYL-5-METHYL-] [1-(QUINOL-2-YL)-1 H-INDOLE] in the form of a white solid melting at [143C.], 227960-12-5

227960-12-5 Methyl 5-methylindole-3-carboxylate 2759866, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7480; (2004); 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.118959-44-7,1-Methyl-1H-indole-3-carboxamide,as a common compound, the synthetic route is as follows.

General procedure: Lawesson?s reagent (0.38 g, 0.96 mmol for compound 7f or 0.80 g, 2 mmol for compounds 8a-f and 9a-e) was added to a solution of appropriate derivatives 7f (0.17 g, 0.95 mmol) or 8a-f and 9a-e (4 mmol) in anhydrous toluene or benzene (20 mL). The mixture was heated at reflux under nitrogen atmosphere for 0.5-24 h. After cooling the solvent was evaporated under reduced pressure and the residue was purified by column chromatography using ethyl acetate (for compound 10f), dichloromethane /ethyl acetate (98/2) (for compounds 11a-f) or dichloromethane (for compounds 12a-e) as eluent. For compounds 10f, 11a-f and 12a,c-e see supplementary material., 118959-44-7

118959-44-7 1-Methyl-1H-indole-3-carboxamide 823187, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Carbone; Pennati; Barraja; Montalbano; Parrino; Spano; Lopergolo; Sbarra; Doldi; Zaffaroni; Cirrincione; Diana; Current Medicinal Chemistry; vol. 21; 14; (2014); p. 1654 – 1666;,
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

7506-66-3,7506-66-3, cis-Hexahydro-1H-isoindole-1,3(2H)-dione is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under a nitrogen atmosphere, the temperature was controlled at 20 to 30 C. 300 mL of a three-necked flask was successively added with 300 mL of tetrahydrofuran and 24.0 g of zinc chloride. After 1 hour, 8.2 g of potassium borohydride was added, and stirring was continued for 1 hour. Then, 7.8 g of cis-hexahydrophthalimide was added, and the reaction was stirred for two hours. 2. OmL of concentrated sulfuric acid was added, the temperature was slowly raised, and the mixture was heated to reflux for two hours. 400 mL of toluene was added, and the mixture was distilled to an internal temperature of about 94 C, and refluxed for 3 hours. The distillation was continued at a temperature, and a portion of tetrahydrofuran was distilled off to an internal temperature of about 105 C to stop the distillation. After cooling to 30 C or less, 100 mL of 15% by mass hydrochloric acid was slowly added dropwise, and after the completion of the dropwise addition, the mixture was heated to distill off, and a part of the solvent was distilled off until the internal temperature reached about 107 C to stop. After cooling to below 30 C, 150 mL of 30% by mass sodium hydroxide was added dropwise to adjust the pH to 13-14. The steam was distilled, and the distillate was collected. The distillate was extracted with 3×100 mL of dichloromethane, and then dried over anhydrous sodium sulfate. The desiccant was filtered off, and the solvent was evaporated under reduced pressure to give 6.0 g of pale yellow transparent liquid,cis-perhydroisoindole

7506-66-3 cis-Hexahydro-1H-isoindole-1,3(2H)-dione 6992236, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Jiangxi Jimin Trustworthy Pharmaceutical Co., Ltd.; Jiangxi Jimin Trustworthy Group Co., Ltd.; Guo Linfeng; Wen Wanjiang; Peng Changchun; Zhang Keqin; He Pingqing; Li Yibao; (6 pag.)CN108752260; (2018); 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

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

7506-66-3, cis-Hexahydro-1H-isoindole-1,3(2H)-dione is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7506-66-3

To the foregoing solution, under reflux, was added cis-cyclohexane-1,2-dicarboximide (10.6 g) portionwise over 10 minutes. The reaction mixture was heated to reflux for 3 hours. After cooling to 0 C., water (7 ml) was added followed by 4N sodium hydroxide (7.6 ml) and water (23 ml). The white suspension was stirred whilst warming to room temperature. The solid was removed by filtration then the filtrate dried (sodium sulphate) and evaporated to give a cream oil.

The synthetic route of 7506-66-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck Sharp & Dohme, Ltd.; US5618812; (1997); 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.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.

A solution of 5-amino indole (2 g, 15.2 mmol) and di-tert-butyl dicarbonate (3.49 g. 15.2 mmol) in dichloromethane (20 ml) was stirred at ambient temperature overnight. The reaction mixture was concentrated under reduced pressure to yield crude (1H-indol-5-yl)-carbamic acid tert-butyl ester (3.47 g) which was used in the next step without further purification. MS: 250.3 (M+NH4)+., 5192-03-0

The synthetic route of 5192-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Ackermann, Jean; Aebi, Johannes; Binggeli, Alfred; Grether, Uwe; Hirth, Georges; Kuhn, Bernd; Maerki, Hans-Peter; Meyer, Markus; Mohr, Peter; Wright, Matthew Blake; US2005/96353; (2005); 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.227960-12-5,Methyl 5-methylindole-3-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 5-methyl-1H-indole-3-methyl carboxylate, (CAS 227960-12-5) (3 g, 10.58 mmol) in CH3CN (60 mL) was added cesium carbonate (10.3 g, 31.7 mmol) and the suspension was stirred at reflux temperature for 2 hrs. The mixture was then cooled at 50 C. and 4-(chloromethyl)-1,2-dimethylbenzene, (2.7 g, 17.5 mmol) was added slowly. The reaction mixture was stirred at reflux temperature for 1 hr. The reaction was cooled to room temperature and filtered to remove cesium carbonate, concentrated and gave Intermediate 1 (4.8 g).1H NMR (300 MHz, CDCl3) delta: 7.98 (s, 1H), 7.78 (s, 1H), 7.18-7.28 (m, 1H), 7.01-7.13 (m, 2H), 6.84-6.97 (m, 2H), 5.22 (s, 2H), 3.90 (s, 3H), 2.47 (s, 3H), 2.21 (d, 6H).

227960-12-5, The synthetic route of 227960-12-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALLERGAN, INC.; US2012/129829; (2012); 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

13006-59-2, 3-Methyl-1H-indole-2-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : A mixture of 3-methyl-lH-indole-2-carbonitrile (500 mg, 3.2 mmol), 2- fluorobenzonitrile (388 mg, 3.2 mmol) and CS2CO3 (1.05g, 3.2 mmol) in DMF (10 mL) was heated at 60 C overnight. The mixture was poured into H20 and a precipitate formed. The solid was collected by filtration, washed with H20 and hexane, and dried under vacuum to give l-(2- cyanophenyl)-3-methyl-lH-indole-2-carbonitrile (780 mg, 94.6 %) as an off white solid that was used without purification.

13006-59-2, The synthetic route of 13006-59-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (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

61019-05-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61019-05-4,5-Methoxy-7-methyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: In a typical reaction, DAC (0.20 mmol) was mixed with indole (0.20 mmol) and PTSA (10 mol%) in ethanol (1.0 mL). The mixture was then stirred at 60C for 20 min. After reaction, the mixture was cooled to room temperature, and the product was obtained by isolation with preparative TLC (eluting solution: petroleum ether/ethyl acetate=5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure. Large scale synthesis was also performed in a similar procedure. The product was isolated by silica column chromatography (eluting solution: petroleum ether/ethyl acetate=8/1 (v/v)).

61019-05-4 5-Methoxy-7-methyl-1H-indole 12338917, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Liu, Changhui; Zhou, Li; Huang, Wenbo; Wang, Man; Gu, Yanlong; Tetrahedron; vol. 72; 4; (2016); p. 563 – 570;,
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.885518-25-2,6-Fluoro-1H-indol-4-amine,as a common compound, the synthetic route is as follows.,885518-25-2

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.

As the paragraph descriping shows that 885518-25-2 is playing an increasingly important role.

Reference：
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