Day: August 20, 2020

5457-28-3, 1H-Indole-3-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Enone 1a (62.5 mg, 0.3 mmol), 3-cyanoindole (51.2 mg, 0.36mmol, 1.2 equiv), KOH (0.8 mg, 0.015 mmol, 5.0 mol%), and CH2Cl2 (3.0 mL) were sequentially charged into a dry round-bottomedflask (25 mL). The reaction mixture was stirred at 25 Cuntil the reaction complete (monitored by TLC). The reactionmixture was diluted with CH2Cl2 (3.0 mL), and washed withbrine (3 ¡Á 4.0 mL). The aqueous phase was extracted withCH2Cl2 (4.0 mL). The organic phase was combined, dried withanhydrous Na2SO4, and concentrated under reduced pressure.The residue was purified by flash column chromatography onsilica gel (PE-EtOAc, 6:1) to afford the pure product 2a.

5457-28-3 1H-Indole-3-carbonitrile 230282, aindole-building-block compound, is more and more widely used in various.

Reference£º
Article; Yang, Jingya; Li, Tianyuan; Zhou, Hongyan; Li, Nana; Xie, Dongtai; Li, Zheng; Synlett; vol. 28; 10; (2017); p. 1227 – 1231;,
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

43142-64-9, Ethyl 7-chloro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 111.5 g of 7-chloroindole-2-carboxylate in 31.25 g of 96% sodium hydroxide in 183 ml of methanolAnd 183 ml of water were heated under reflux for 1 hour, cooled to 45 C, and 10% hydrochloric acid was added dropwise to a pH of 3 to 4, and the mixture was sufficiently cooled to obtain 89.7 g of product as an off-white 7-chloroindole- Yield 92%, HPLC content ? 96%

As the paragraph descriping shows that 43142-64-9 is playing an increasingly important role.

Reference£º
Patent; China Agricultural University; Huang Jiaxing; Xie Xiaoping; (8 pag.)CN104402795; (2017); B;,
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

877-03-2, 5-Bromo-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compounds 7-9 were synthesized from the corresponding compounds 4-6. A solution of compounds 4-6 (60 mmol) in THF (30 mL) were added dropwise to a suspension of NaH (3.60 g, 60% dispersion in mineral oil, 150 mmol) in THF (30 mL) at 0 C. After stirring for 15 min, the heterogeneous mixture was treated with iodomethane (5.04 mL, 79.2 mmol) at room temperature for 1 h. Then the reaction mixture was cooled to 0 C, quenched with saturated NH4Cl (60 mL), and extracted with ether (3 * 50 mL). The organic layers were combined, washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give 1-Methyl-1H-indole-3-carboxaldehyde (7-9), a light brown solid. The crude 7-9 were used in the next step without any further purification.

The synthetic route of 877-03-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Yan-Ting; Qin, Ya-Juan; Yang, Na; Zhang, Ya-Liang; Liu, Chang-Hong; Zhu, Hai-Liang; European Journal of Medicinal Chemistry; vol. 99; (2015); p. 125 – 137;,
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.1196-69-6,Indole-5-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Under air, a 20 mL of Schlenk tube equipped with a stir bar was charged with indole 1 (0.2 mmol, 1 equiv),TMEDA (75 muL, 0.5 mmol, 2.5 equiv), Na2CO3 (42.4 mg, 0.4mmol, 2.0 equiv), 1,4-dioxane (0.5 mL) and H2O (100 muL). Then I2 (101.5 mg, 0.4 mmol, 2.0 equiv) was added and the tube was sealed with a rubber plug and charged with O2. The reaction mixture was stirred at 100 C for 36 h in oil bath. After cooling to room temperature, the resultant mixture was evaporated with EtOAc (20 mL) under reduced pressure and the residue was purified by flash column chromatography on a silica gel to give the products.

The synthetic route of 1196-69-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Bo; Liu, Bin; Chen, Jianbin; Wang, Jiehui; Liu, Miaochang; Tetrahedron Letters; vol. 55; 41; (2014); p. 5618 – 5621;,
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.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole,as a common compound, the synthetic route is as follows.

4-Chloro-7-benzyloxy-6-methoxy-quinoline (WO2008112407, 1.5 g) was mixed with DMAP (1.5 eq), 2-methyl-4-fluoro-5-hydroxyindole (WO0047212) (1 eq) in dioxane (20 ml). The reaction was refluxed for three days and diluted with EtOAc, water and extracted with EtOAc three times. The combined organic layer was washed with water, brine and dried. The solution was evaporated and purified with silica gel column to give 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxy-7-benzyloxyquinoline (600 mg).

As the paragraph descriping shows that 288385-88-6 is playing an increasingly important role.

Reference£º
Patent; CHEN, GUOQING PAUL; US2010/48599; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3484-18-2,2-Ethyl-1H-indole,as a common compound, the synthetic route is as follows.

2-Ethylindole (0.5 g, 3.4 mmol) dissolved in DMF (2 mL) was added to a cold (0¡ã C.) premixed (30 minutes) mixture of DMF (1.15 mL) and phosphorous oxychloride(0.64 g, 4.16 mmol). After addition of 2-ethylindole, the mixture was heated to 40¡ã C. for 1 h, water (5 mL) was added and the pH adjusted to 5 by means of 1 N sodium hydroxide.The mixture was subsequently extracted with diethyl ether, the organic phase isolated, dried with MgSO4 and evaporated to dryness affording 2-ethylindole-3-carbaldehyde (300 mg). HPLC-MS (Method C): m/z:174 (M+1); Rt.=2.47 min.

The synthetic route of 3484-18-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kaarsholm, Niels Christian; Madsen, Peter; Schlein, Morten; Olsen, Helle Birk; Havelund, Svend; Steensgaard, Dorte Bjerre; Ludvigsen, Svend; Jakobsen, Palle; Petersen, Anders Klarskov; Schluckebier, Gerd; US2005/65066; (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.487-89-8,Indole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Example 2 N-Boc-Indole-3-carboxaldehyde To a 500 mL round bottom flask containing a solution of crude indole-3-carboxaldehyde (0.5 mol) in 300 mL of DCM was added 6.1 g (0.05 mol) of 4-dimethylaminopyridine. The reaction mixture was cooled to 0 C. and 600 mL of a solution of di-tert-butyldicarbonate (1.0 M in THF) was added slowly dropwise via an addition funnel. The reaction mixture was allowed to warm to room temperature for 6 h. The reaction mixture was quenched with 1.0 L of water and the organic layer separated. The organic layer was washed with 5% HCl (2*1.0 L) and sat. NaCl (1.0 L), dried (MgSO4), filtered, and concentrated in vacuo. The crude solid was purified by dissolving it in DCM (~1.0 L) and precipitating it by the addition of hexanes (~1.0 L) and filtering with a fritted funnel. The filter cake was washed with hexanes and dried in vacuo to give N-Boc-indole-3-carboxaldehyde (80-85% yield).

As the paragraph descriping shows that 487-89-8 is playing an increasingly important role.

Reference£º
Patent; Sepracor Inc.; US6376670; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16136-58-6,1-Methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a 0¡ã C. solution of ethyl cis-2-amino-1-cyclohexanecarboxylate HBr salt (9.03 g, 35.8 mmol), 1-methylindole-2-carboxylic acid (6.18 g, 35.3 mmol), HOBT (5.45 g, 40.3 mmol), and EDCI.HCl (7.45 g, 38.9 mmol) in 70 mL of anhydrous DMF was added N-methylmorpholine (7.8 mL, 71 mmol). The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was cooled in an ice bath and treated with 140 mL of water. 140 mL of ethyl acetate was added to the resulting yellow suspension and stirred until the solids dissolved. An additional 140 mL of ethyl acetate was added and the organic layer was separated. The organic layer was washed with two 280 mL portions of 0.5 M HCl, 280 mL of brine, then dried over sodium sulfate, filtered and concentrated to give a crude yellow solid. Purification by column chromatography (30:70, ethyl acetate:hexanes) gave 10.9 g of the product as a pale green-tinted solid. Yield: 90percent, MS: 329 (M+H+), mp=98.1-99.0¡ã C.

As the paragraph descriping shows that 16136-58-6 is playing an increasingly important role.

Reference£º
Patent; Bamberg, Joe Timothy; Gabriel, Tobias; Krauss, Nancy Elisabeth; Mirzadegan, Taraneh; Palmer, Wylie Solang; Smith, David Bernard; US2004/77646; (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

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

In a dry 250 mL reaction bottle,First add ethanol (80mL),Water (20mL),Acetic acid (10 mL) and iron powder (8.62 g, 0.154 mol);Then heated to 75 C under stirring,Compound 4 (9.00 g, 0.039 mol) was added in portions.After the completion of the dropwise addition, the reaction was kept for 2 hours.Thin layer chromatography to detect the reaction is over,Stop the reaction.The reaction solution is filtered hot, and the filtrate is cooled and then reduced.Concentration by pressure to remove the solvent;After adding 80 mL of water to the viscous liquid obtained by concentration,80 mL of ethyl acetate was added under stirring, and the pH was adjusted to 7-8 with sodium hydrogencarbonate. After liquid filtration, the mixture was separated, and the organic phase was dried over 15 g of anhydrous sodium sulfate for 5h, filtered, and the filtrate was concentrated under reduced pressure. Separation and separation (eluent: petroleum ether: ethyl acetate = 3:1, v/v) gave a red solid product Ethyl 5-aminoindole-2-carboxylate 6.10 g, yield 77.7%.

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

Reference£º
Patent; Xiamen University; Wu Zhen; Zhou Hu; Fang Meijuan; Qin Jingbo; Niu Boning; Wang Chaojie; Chen Xiaohui; Tang Bowen; Cao Yin; Lv Ben; (33 pag.)CN109734708; (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

198479-63-9, 5-(Benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

{4-[5-Benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-indol-1-ylmethyl]-phenoxy}-acetic acid ethyl ester A solution of 5-Benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole (indole example No. 7) (32g, 77 mmol) in DMF (0.15 L) was cooled to 0C and treated with sodium hydride (2.2 g, 89 mmol). The reaction was stirred for 20 minutes and then the benzyl chloride CAS No. [80494-75-3] (29g, 127 mmol) was added and the reaction stirred for 18 hours at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate was washed with brine and dried over magnesium sulfate. The ethyl acetate was concentrated and triturated with ether to obtain 21 g of a white solid. The filtrate was concentrated and triturated with ether to give an additional 7 g of white solid for a total yield of 28 g: Mp = 129-131C; 1H NMR (DMSO) 7.47 (d, 4 H, J = 7.2 Hz), 7.39 (q, 4 H, J = 7.9 Hz), 7.36-7.32 (m, 1 H), 7.29 (d, 2 H, J = 8.8 Hz), 7.19 (d, 1 H, J = 9.0 Hz), 7.13-7.09 (m, 4 H), 6.80 (dd, 1 H, J = 8.8, 2.4 Hz), 6.73 (s, 4 H), 5.16 (s, 2 H), 5.13 (s, 2 H), 5.11 (s, 2 H), 4.66 (s, 2 H), 4.11 (q, 2 H, J = 7.2 Hz), 2.15 (s, 3 H), 1.16 (t, 3 H, J = 7.2 Hz); MS eI m/z 612.

As the paragraph descriping shows that 198479-63-9 is playing an increasingly important role.

Reference£º
Patent; Wyeth; EP1076558; (2003); 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