Day: November 18, 2020

245-08-9, 5H-Pyrido[3,2-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a two-necked 250 ml flask7 g (42 mmol) of delta-carboline,1-bromo-3-nitrobenzene (1-bromo-3-nitrobenzene)9.3 g (46 mmol) of CuI, 0.52 g (3 mmol) ,0.94 g (5 mmol) of 1,10-phenanthroline,22 g (104 mmol) of K3PO4 and 120 ml of dioxane were added, and the mixture was refluxed at 80 to 100 DEG C for 24 hours in a nitrogen atmosphere.After the reaction was completed, the reaction product was dissolved in methylene chloride (MC) and filtered using Celite. The filtered solution was distilled under reduced pressure and extracted with MC and distilled water.The extracted MC layer was dehydrated with MgSO4, and then purified by vacuum distillationThe solvent was removed to give a yellow solid. The solid was separated from the white solid (1) (7.5 g, yield: 65%) by column chromatography., 245-08-9

As the paragraph descriping shows that 245-08-9 is playing an increasingly important role.

Reference£º
Patent; Raepto Co., Ltd.; Oh Yu-jin; Han Gap-jong; (27 pag.)KR2019/28878; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165669-07-8,7-Bromo-4-methyl-1H-indole,as a common compound, the synthetic route is as follows.

To a mixture of potassium hydride (4.47 g, 34.27 mmol, 30 wt %) suspended in anhydrous tetrahydrofuran (80 mL) was added 7-bromo-4-methyl-1H-indole (6.00 g, 28.56 mmol) dissolved in tetrahydrofuran (30 mL) at 0 C. After 15 minutes, the mixture was cooled to -70 C. and t-BuLi (1.3 M, 54.9 mL) was added dropwise, keeping the temperature below -65 C. After further 15 minutes, carbon dioxide gas (15 psi pressure) was bubbled into the reaction and the reaction was slowly warmed to rt over 30 minutes. On completion, the reaction mixture was quenched with ice water (120 mL), and washed with ethyl acetate (3¡Á60 mL). The aqueous phase was collected and acidified with 1 N hydrochloride acid solution until the pH<7. Then, the mixture was extracted with ethyl acetate (3¡Á60 mL). The organic phase was collected, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the crude product as a brown solid. The crude product was triturated with petroleum ether:dichloromethane (10:1, 100 mL) to give the product (3.50 g, 69% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.82 (br s, 1H), 11.02 (br s, 1H), 7.67 (d, J=7.6 Hz, 1H), 7.35 (t, J=2.8 Hz, 1H), 6.92 (d, J=7.6 Hz, 1H), 6.56 (dd, J=2.0, 3.2 Hz, 1H), 2.54 (s, 3H)., 165669-07-8

The synthetic route of 165669-07-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6146-52-7,5-Nitroindole,as a common compound, the synthetic route is as follows.,6146-52-7

KOH (5 eq.) was added to asolution of indole (1 eq.) dissolved in acetone (5 mL/mmol ofindole) at 0 C. Iodomethane (2 eq.)was added. Solutionwas stirredat 40 C until disappearance of indole by TLC. Reaction was thencooled to room temperature. DCM (33 mL/mmol of indole) wasadded to reaction and stirred for 30 min. The solid was then filteredout and filtrate was washed 2 H2O, 1 1M HCl, and 2 H2O.Organic layer was dried with Mg2SO4 and rotovapped. Crudeproduct was recrystallized. Yellow solid; 65e100%; 1H NMR(CDCl3): d8.61 (m, 1H), 8.16 (dd, 1H), 7.36 (dt, 1H), 7.23 (d, 1H), 6.70(dd, 1H), 3.89 (s, 3H); 13C NMR (CDCl3): d139.43, 132.00, 127.63,118.18, 117.27, 109.08, 103.86, 99.99, 33.32.

The synthetic route of 6146-52-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Martinez, Anastasia A.; Espinosa, Bianca A.; Adamek, Rebecca N.; Thomas, Brent A.; Chau, Jennifer; Gonzalez, Edwardo; Keppetipola, Niroshika; Salzameda, Nicholas T.; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1202 – 1213;,
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.5654-93-3,3-Methyl-7-azaindole,as a common compound, the synthetic route is as follows.

[0517] (b) Ethyl 3-(3-methyl-lH-pyrrolo[2,3-b]pyridin-l-yl)propanoate: To a stirred solution of 3-methyl-lH-pyrrolo[2,3-b]pyridine (95 mg, 0.72 mmol), Cs2CO3 (468 mg, 1.44 mmol) in DMF (2 mL) was added ethyl acrylate (0.078 mL, 0.72 mmol). The reaction mixture was stirred overnight at room temperature. The reaction was diluted with EtOAc and washed with water, brine and dried (Na2SO4). Concentration provided a viscous orange oil (150 mg) which was used without additional purification.

5654-93-3, 5654-93-3 3-Methyl-7-azaindole 10931471, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O’GRADY, Harold; WO2010/132615; (2010); 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

914349-07-8,914349-07-8, tert-Butyl 3-(hydroxymethyl)-5-nitro-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4 (2.78 g, 9.5 mmol) was added to 40 ml of DCM, and then at 0 C., thionyl chloride (2.75 ml, 37.8 mmol) was added to the above reaction solution, and the reaction solution was moved to room temperature to react 1.5. h. The reaction mixture was quenched with water and extracted with DCM (X 3), dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and separated on a silica gel column (PE: EA = 4:1) to give 2.0 g of a white solid. Yield 67%, purity 95.7%

As the paragraph descriping shows that 914349-07-8 is playing an increasingly important role.

Reference£º
Patent; Xihua University; Yang Lingling; Yan Jie; Su Huilin; Wang Zhouyu; Qian Shan; Wang Lijiao; (22 pag.)CN107915726; (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

197506-83-5, Methyl 3-formyl-1H-indole-5-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the methyl 3-formyl-1H-indole-5-carboxylate (893 mg, 4.4 mmol) in DMF (20 mL) was added the p-toluenesulfonic acid monohydrate (125 mg, 0.7 mmol) and the p-toluenesulfonyl hydrazide (982 mg, 5.3 mmol). The solution has been heated for 20 min at 100 C. The resulting mixture was diluted with ethyl acetate, washed with brine, dried over MgSO4 and concentrated. The crude product is dissolved in THF (40 mL) and NaBH3 CN (1.1 g, 17.6 mmol) was added. The solution has been heated for 8 h at 75 C. The resulting mixture was diluted with ethyl acetate, washed with a solution of 0.5 N HCl, a saturated solution of NaHCO3 and brine, dried over MgSO4 and concentrated. The crude product was purified by flash chromatography (Hexane/AcOEt, from 0 to 30%) to yield a white powder (500 mg, 2.6 mmol, 60%). ESI-MS (m/z): 190 [M+H]+.

197506-83-5, 197506-83-5 Methyl 3-formyl-1H-indole-5-carboxylate 19606277, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SCRIPPS RESEARCH INSTITUTE, THE; US2012/309757; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-35-0,5-Chloro-2-methylindole,as a common compound, the synthetic route is as follows.

A mixture of 5-chloro-2-methylindole (30.1 g; 0.18 mole) and 1-acetyl-imidazolidine-2-one (24 g; 0.18 mole) was added to phosphorous oxychloride (178 ml) and heated to 50 C. After 5 hours, phosphorous oxychloride was evaporated. The residue was treated with ethanol (250 ml) cautiously and maintained at reflux for 3.5 hours. The mixture was concentrated under reduced pressure to half of the orignal volume to obtain a precipitate, which was collected on a filter. The crystalline residue was treated with water, washed with ethylacetate, treated with 2N sodium hydroxide to pH 11 and stirred overnight. The precipitate was filtered, washed with water and t-butylmethylether and dried to give product (10.9 g, 26%), m.p. 213 C. [0467] 1H-NMR(DMSO): d 2.5 (s, 3H, CH-31), 3.55 (s, 4H, 2¡ÁCH-2), 6.30 (b, 1H, imidazolin), 7.04 (d, 1H 8.00 (s, 1H, H-4), 11.57 (b, 1H, NH-indol); MS (Ei 70 eV) m/Z 233M+., 1075-35-0

1075-35-0 5-Chloro-2-methylindole 70636, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Takeuchi, Kumiko; Jirousek, Michael Robert; Paal, Michael; Ruhter, Gerd; Schotten, Theo; US2004/9976; (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

17380-18-6, 5-Cyanoindole-3-carboxyaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14) Removal of triphenylphosphine oxide from 3-[2-(3.4-dichlorophenyl)-ethenyl]indole-5-carbonitrile reaction mixture using MgCl2(2.2 eq) n-Butyllithium (2.5M solution in hexanes, 3.6 ml) was added to a stirred solution of (3,4-dichlorobenzyl)triphenylphosphonium bromide (4.4 g) in tetrahydrofuran (20 ml) at 0-5C under nitrogen and the mixture then stirred at ambient temperature for 30 minutes. 3-Formylindole-5-carbonitrile (1.0 g) was added in portions over 5 minutes. The resulting mixture was stirred for 25 minutes, diluted with tetrahydrofuran (10 ml) and then heated under reflux for 2.5 hours. water (20 ml) followed by ethyl acetate (25 ml) were added to the cooled mixture and the layers were separated. The ethyl acetate layer was washed with water (2 x 30 ml) and then brine (30 ml), then dried (MgSO4) and the solvent removed in vacuo to give a residue which was analyzed by NMR for triphenylphosphine oxide content., 17380-18-6

As the paragraph descriping shows that 17380-18-6 is playing an increasingly important role.

Reference£º
Patent; BASF AKTIENGESELLSCHAFT; EP850902; (1998); 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

16732-57-3, Ethyl 5-nitro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLES Intermediate 1 5-Amino-1H-indole-2-carboxylic acid ethyl ester A solution of 5.1 g (22 mmol) ethyl 5-nitro-2-carboxylate indole in 300 ml THF was hydrogenated over PtO2 with 1 bar H2 for 2 h at room temperature. After filtration and evaporation the residue was purified over silica eluting with a mixture of ethyl acetate/heptane 4/1. After evaporation of the product fractions 4.28 g (96%) of the title compound was yielded as brown solid. MS (m/e): 205.3 (MH+, 100%)., 16732-57-3

The synthetic route of 16732-57-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nettekoven, Matthias Heinrich; Plancher, Jean-Marc; Roche, Olivier; Rodriguez-Sarmiento, Rosa Maria; US2006/160855; (2006); 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

51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51417-51-7

A solution of 7-bromoindole (10.0 g, 51.0 mmol), di-tert-butyl dicarbonate (12.2 g, 56.1 mmol) and DMAP (623 mg, 5.1 mmol) in acetonitrile (100 mL) was stirred at room temperature for 72 h. The reaction mixture was concentrated under reduced pressure, diluted with EtOAc (500 mL), washed with water (300 mL) and brine (2X300 mL). The phases were separated and dried over Na2SO4, concentrated under reduced pressure to afford the title compound (15.1 g, 51.0 mmol, 100% yield) as a yellowish oil.

As the paragraph descriping shows that 51417-51-7 is playing an increasingly important role.

Reference£º
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); 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