Day: October 23, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.310886-79-4,Methyl 5-fluoro-1H-indole-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 169; 5 -Fluoro- 1 – |Y4-methyl-2-pyridin-2-y l-pyrimidine-5 -carbonyP-amino] – 1 H-indole-3 -carboxylic acid; Step 1 : A solution of 5-fluoro- lH-indole-3-carboxylic acid methyl ester (510 mg, 2.6 mmol) in NMP (6.5 rnL) at rt is treated with KOt-Bu (342 mg, 2.9 mmol) and stirred at rt for 0.5 h. A solution of O-amino-4-nitrobenzoic acid (558 mg, 3.0 mmol) in NMP (2.5 mL) is added and the mixture is stirred for 3 h. The mixture is diluted with EtOAc (50 mL) and washed with 10% aqueous NaHCO3 (50 mL). The organic layer is separated, dried (Na2SO4), filtered and concentrated in vacuo to afford l-amino-5-fluoro-lH-indole-3-carboxylic acid methyl ester, which is used in the next step without further purification., 310886-79-4

As the paragraph descriping shows that 310886-79-4 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/121670; (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

100846-24-0, 5-(Trifluoromethyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Methyl 2-(5-trifluoromethyl-1H-indol-3-yl)oxoacetate To a solution of 5-trifluoromethylindole (2.0 g, 10.8 mmol) in diethyl ether (30 mL) at 4 C. was added a 2.0 M solution of oxalyl chloride in methylene chloride (5.5 mL, 11.0 mmol). The resulting solution was allowed to warm to room temperature. After 90 min, the solution was cooled to -78 C. To this solution was added 25% (w/w) solution of sodium methoxide in methanol (5.0 mL, 21.9 mmol). The resulting solution was allowed to warm to room temperature. After one hour, the solution was filtered to give the title compound (1.24 g, 43%) as a yellow solid. 1H N (DMSO-d6) delta 8.66 (m, 1H), 8.45 (s, 1H), 7.78 (m, 1H), 7.60 (m, 1H), 3.89 (s, 3H).

100846-24-0, The synthetic route of 100846-24-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Engler, Thomas Albert; Furness, Kelly Wayne; Malhotra, Sushant; Briggs, Stephen Lyle; Brooks, Harold Burns; Clawson, David Keyes; Sanchez-Martinez, Concepcion; Zhang, Faming; Zhu, Guoxin; US2004/48915; (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.10241-97-1,5-Methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 5-methyl-1H-indole-2-carboxylic acid (20) (263mg, 1.50mmol) in THF (7mL) were added 2-(piperidin-4-yl)ethanol (213mg, 1.65mmol), 1-hydroxybenzotriazole (HOBt, 101mg, 0.750mmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDAC) hydrochloride (316mg, 1.65mmol), followed by stirring at room temperature for 14h. The reaction mixture was partitioned between ethyl acetate and 0.5M aqueous hydrochloric acid. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated in vacuo. The residue was recrystallized from ethyl acetate/acetonitrile (5mL/2mL) to give 3 (365mg, 85.0percent) as a beige powder.

10241-97-1, As the paragraph descriping shows that 10241-97-1 is playing an increasingly important role.

Reference£º
Article; Watanabe, Kazushi; Kakefuda, Akio; Yasuda, Minoru; Enjo, Kentaro; Kikuchi, Aya; Furutani, Takashi; Naritomi, Yoichi; Otsuka, Yukio; Okada, Minoru; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5261 – 5270;,
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.2338-71-8,5-Fluoro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of an appropriate indole, azaindole or alternative heterocycles (1.0 eq) and di-ferf-butyl dicarbonate (1eq. to 2 eq., more in particular 1.2 eq) in acetonitrile was added DMAP (0.1 to 0.5 eq. more in particular 0.1 eq). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with a saturated sodium bicarbonate solution. The phases were separated. The aqueous phase was extracted with dichloromethane. The organic phases were combined, washed with a saturated ammonium chloride solution, water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The BOC-protected compound was used in the next step without further purification., 2338-71-8

Big data shows that 2338-71-8 is playing an increasingly important role.

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); 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

1075-34-9, 5-Bromo-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(2-Methylindol-5-yl)acrylic Acid Methyl Ester A mixture of 5-bromo-2-methylindole (2.10 g, 10.0 mmol), methyl acrylate (1.08 g, 12.5 mmol), palladium acetate (23.2 mg, 0.1 mmol), tri(o-tolyl)phosphine (61.3 g, 0.2 mmol) and triethylamine (3.62 g, 35.8 mmol) was heated under argon in a heavy-walled Pyrex tube at 100 C. for 3 h. The cooled reaction mixture was diluted with DCM (60 mL) and distilled water (30 mL). The organic layer was washed with distilled water (3*25 mL). The aqueous is layer was extracted with DCM (25 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to give a pale yellow solid. Purification by recrystallization with EtOAc gave a pale yellow powder (1.57 g; 73%): mp 172-173 C.; Rf0.35 (C); Rf0.61 (E); numax (KBr): 3295, 1698, 1305, 1282, 1165, 975 cm-1; m/z (EI): 215.1, 184.1, 156.1, 77.2; deltaH (CDCl3, 400 MHz): 2.45 (3 H, s), 3.82 (3 H, s), 6.25 (1 H, s), 6.42 (1 H, d, J=16.0), 7.27 (1 H, d, J=8.0), 7.35 (1 H, d, J=8.0), 7.69 (1 H, s), 7.85 (1 H, d, J=16.0), 8.15 (1 H, bs); deltaC (CDCl3, 101 MHz): 14.0, 51.8, 101.5, 111.0, 114.5, 121.1, 121.4, 126.5, 129.7, 136.7, 137.7, 147.4, 168.6; m/z calculated for C13H13NO2: 215.0946 (M+), found 215.0945 (M+)., 1075-34-9

1075-34-9 5-Bromo-2-methylindole 5003968, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Queen’s University at Kingston; US2003/114441; (2003); 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

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15861-24-2

General procedure: B(C6F5)3 (67.3 mg, 0.13 mmol, 5 mol %) was added to a stirred solution of 3,4-dichlorobenzaldehyde (172 mg, 1 mmol) and NaN3 (97.5 mg, 1.5 mmol) in DMF (5 mL) and was heated at 120 C. After completion of reaction (as monitored by TLC), the reaction mixture was cooled to room temperature and was added 5 mL of cold water followed by 10 mL of 2 N HCl and 10 mL of ethyl acetate. The resulting mixture was stirred vigorously for 15 min. The organic layer was separated and aqueous layer was again extracted with ethyl acetate (3 ¡Á 15 mL). The combined organic layer was washed with water and dried over anhydrous sodium sulfate and was evaporated under reduced pressure. The crude product was purified by column chromatography (silica gel, EtOAc/hexane 9:1) to obtain pure 5-(3,4-dichlorophenyl)-1H-tetrazole. The known compounds were characterized and confirmed by comparison of their spectral data and physical properties with reported literature.

As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Article; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Babu, Bathini Nagendra; Tetrahedron Letters; vol. 55; 24; (2014); p. 3507 – 3510;,
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.942-26-7,5-Chlorotryptamine hydrochloride,as a common compound, the synthetic route is as follows.,942-26-7

Step A: ethyl 1-({[2-(5-chloro-1H-indol-3-yl)ethyl]amino}carbonyl)cyclobutanecarboxylate 23.1 g of 5-chlorotryptamine hydrochloride, 17.3 g of monoethyl cyclobutanedicarboxylate, 36 ml of diisopropylethylamine and 33.7 g of O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate are stirred for 20 hours at ambient temperature in 200 ml of dichloromethane.. After washing with water, drying over sodium sulphate and filtering off the organic phase over Celite, evaporation under reduced pressure enables the expected product to be isolated.

The synthetic route of 942-26-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Les Laboratoires Servier; US6350757; (2002); B1;,
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

4837-90-5, 4-Methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The flow equipment was set up according to Table 2. Indole 2(1.65 mmol) and aldehyde 1 (0.82 mmol) were taken up in THF(5 mL) and filled into loop 1. Sc(OTf)3 (5 mol%, 0.041 mmol) was taken up in THF (5 mL) and filled into loop 2. The two loops were simultaneously injected and the plugs met at a T-piece before passing through a 20 mL reactor coil, pressurised by a 100 psi back pressure regulator and the outflow collected. The solvent was removed in vacuo and the mixture purified by flash column chromatography using 40-60 petroleum ether:ethyl acetate as eluent to afford the title compound 3.

4837-90-5, As the paragraph descriping shows that 4837-90-5 is playing an increasingly important role.

Reference£º
Article; Mohapatra, Swapna S.; Wilson, Zoe E.; Roy, Sujit; Ley, Steven V.; Tetrahedron; vol. 73; 14; (2017); p. 1812 – 1819;,
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.271-34-1,5-Azaindole,as a common compound, the synthetic route is as follows.

271-34-1, To a solution of lH-pyrrolo[3,2-c]pyridine (XCI) (1 g, 8.47 mmol, 1.0 eq) in THF (10 mL) was added NaH (60% in mineral oil) (0.24 g, 10.2 mmol, 1.2 eq) at 0C. The mixture was stirred at 0C for 0.5 h. PhS02Cl (XCII) (1.80 g, 10.2 mmol, 1.2 eq) was then added to the solution at 0C. The reaction was warmed to room temperature and stirred for 1 h. Aqueous NaHCC>3 (30 mL) was added and then extracted with EtOAc (x 3). The organic phase was combined and dried over Na2SC>4. Removal solvents under reduced pressure gave l-(phenylsulfonyl)-lH- pyrrolo[3,2-c]pyridine (XCIII) as a yellow solid. (1.52 g, 5.88 mmol, 69.4% yield). NMR (CDC , 400 MHz) delta ppm 6.75 (d, J=3.6Hz, 1H), 7.48 (t, J=8Hz, 2H), 7.55 – 7.61 (m, 2H), 7.89 – 7.93 (m, 3H), 8.49 (d, J=6Hz, 1H), 8.88 (s, 1H); ESIMS found for C13H10N2O2S mlz 259.1 (M+H).

The synthetic route of 271-34-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (265 pag.)WO2017/24010; (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.103858-52-2,Ethyl 4-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of compound 33 (10.0 g, 39.4 mmol) in a mixture of dioxane (200 mL) and water (50 mL) were added potassium vinyltrifluoroborate (11.0 g, 82.1 mmol), triethylamine (30 mL, 248 mmol) and Pd(dppf)C12 (1.00 g, 1.37 mmol). The mixture was stirred at 80C for48h. The mixture was concentrated under vacuum, and the residue was dissolved in ethyl acetate. The solution was washed with water and concentrated under reduced pressure. The obtained material was purified by silica gel column chromatography to give 2.50 g (12.4 mmol, 38%) of compound 63., 103858-52-2

The synthetic route of 103858-52-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (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