Tag: M.W:200-300

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.1. ethyl 5-fluoro-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylate A solution of 5.5 g (21.72 mmol) of 1,1′-azodicarbonyl-dipiperidine, in solution in 15 ml of dry toluene, is added, under argon at 20¡ã C., dropwise, to a solution of 3 g (14.48 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate, 2.37 g (21.72 mmol) of 4-pyridylcarbinol and 5.45 ml (21.72 mmol) of n-tributylphosphine in 200 ml of toluene. The mixture is stirred at 20¡ã C. for 48 h. The reaction mixture is subsequently concentrated under reduced pressure. The residue is purified by silica column chromatography (eluent: heptane/ethyl acetate). 3.2 g of the expected product are thus isolated, which product is used as it is in the subsequent synthesis.

348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2009/42873; (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.1092114-59-4,3-Iodo-1H-indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

5-cyanoindole (4.0 g, 28.1 mMol) was dissolved in DMF (20 mL) and potassium hydroxide (4.74 g, 84.4 mMol) was added. The reaction was cooled in a water bath at 10 C. and iodine (7.12 g, 28.1 mMol) was added. After stirring for 30 min the reaction was poured into water (100 mL) with sodium thiosulfate (2 g). The resulting solid 5-cyano-3-iodo-lindole was collected by filtration and recrystallized from ethyl acetate and hexanes.The crystals were dissolved in acetonitrile (60 mL) and N,N-diisopropylethylamine (5.64 mL, 32.3 mMol) and solid p-toluenesulfonyl chloride (6.17 g, 32.3 mMol) was added. After stirring for 1 h, the reaction was poured into water (100 mL) and the resulting solids were collected. The material was recrystallized from hot ethyl acetate/hexanes to provide the product as white needles (7.92 g, 67%): 1H NMR (400 MHz, CDCl3) delta 8.06 (1H, d, J=9.2 Hz), 7.79 (3H, m), 7.73 (1H, d, J=1.5 Hz), 7.61 (1H, dd, J=8.6, 1.5 Hz), 7.29 (2H, d, J=8.5 Hz), 2.38 (3H, s); MS m/e 454.9 (M+Na)., 1092114-59-4

As the paragraph descriping shows that 1092114-59-4 is playing an increasingly important role.

Reference£º
Patent; Denhart, Derek John; Ditta, Jonathan L.; King, Dalton; Macor, John E.; Marcin, Lawrence R.; Mattson, Ronald J.; Meng, Zhaoxing; US2004/63768; (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.877-03-2,5-Bromo-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

877-03-2, 5-bromoindole-3-carbaldehyde 2 (10 mmol) was dissolved in acetonitrile and to this powdered NaOH (5 mmol) was added and stirred for 10 min. Methyl iodide (10 mmol) was added dropwise to the reaction mixture. After 3h of stirring at room temperature, the solvent was completely evaporated. It was extracted with ethyl acetate (3×20 ml) and dried over Na2SO4. The combined organic layer was concentrated in vacuo to give a light yellow color solid purified by recrystallization with diethyl ether. Pale yellow solid; Yield: 96%; mp 122-124 C; IR (KBr) numax 3103, 2923, 2813, 1700, 1654. 1533, 1467, 1369, 1083, 799, 726; 1H NMR (DMSO-d6, 300 MHz) delta 9.88 (s, 1H), 8.33 (s, 1H), 8.23 (d, J = 1.70 Hz, 1H), 7.60 (d, J = 8.68 Hz, 1H), 7.48 (dd, J = 2.08, 8.87 Hz, 1H), 3.89 (s, 3H); TOF-HRMS (m/z) for C10H8BrNO, calculated 237.9862, observed 237.9855 [M+1] +

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

Reference£º
Article; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Guggilapu, Sravanthi Devi; Gupta, Keshav Kumar; Allakonda, Lingesh; Jeengar, Manish Kumar; Naidu; Babu, Bathini Nagendra; Bioorganic and Medicinal Chemistry Letters; vol. 26; 13; (2016); p. 3024 – 3028;,
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

126811-29-8, 7-Bromo-4-chloro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-Amino-3,4-dichloro-1H-indole 7-Bromo-4-chloro-1H-indole obtained from 2-bromo-5-chloronitrobenzene in the same manner as in Production Example 1a was first chlorinated in the same manner as in Production Example 3a, and then the bromo group was converted into an amino group, to give the title compound. 1H-NMR(DMSO-d6) delta (ppm): 5.26(2H, s), 6.29(1H, d, J=8.1 Hz), 6.74(1H, d, J=8.1 Hz), 7.45-7.51(1H, m), 11.08-11.27(1H, m), 126811-29-8

As the paragraph descriping shows that 126811-29-8 is playing an increasingly important role.

Reference£º
Patent; Wakabayashi, Toshiaki; Funahashi, Yasuhiro; Hata, Naoko; Semba, Taro; Yamamoto, Yuji; Haneda, Toru; Owa, Takashi; Tsuruoka, Akihiko; Kamata, Junichi; Okabe, Tadashi; Takahashi, Keiko; Nara, Kazumasa; Hamaoka, Shinichi; Ueda, Norihiro; US2004/18192; (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

91348-45-7, Ethyl 3-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,91348-45-7

Production Example 9-1 ethyl 3-(3-furyl)-1H-indole-2-carboxylate A toluene-ethanol mixed solvent (1:1, 60 mL) containing commercially available ethyl 3-bromo-1H-indole-2-carboxylate (1.5 g), 3-furylboronic acid (939 mg), tetrakis(triphenylphosphine)palladium(0) (1.29 g) and a 1 M aqueous sodium carbonate solution (11.2 mL) was heated under reflux overnight at 100 C. under a nitrogen atmosphere. The reaction solution was concentrated under reduced pressure, and to the residue, water was added and the solution was extracted with chloroform. The chloroform layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1), whereby the title compound (340 mg) was obtained as a pale yellow solid.

91348-45-7 Ethyl 3-bromo-1H-indole-2-carboxylate 4715017, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; MSD K.K; US2012/28990; (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.115666-47-2,6-Iodo-1H-indole,as a common compound, the synthetic route is as follows.

6-Iodo-1H-indole (2, 1.513 g,6.30 mmol, 1.00 equiv, [S2]) was dissolved in CH2Cl2 (90 mL). Boc2O (2.063 g, 9.45 mmol,1.50 equiv) and DMAP (154 mg, 1.26 mmol, 20 mol %) were added and the mixture wasstirred at room temperature overnight. The solvent was evaporated and the crude productwas subjected to column chromatography using petroleum ether/EtOAc (15:1) as the eluentto yield N-Boc-6-iodoindole (3, 2.117 g, 6.17 mmol, 98%) as colorless solid.

115666-47-2, The synthetic route of 115666-47-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Marsch, Nils; Kock, Mario; Lindel, Thomas; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 334 – 342;,
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.129822-45-3,tert-Butyl 4-fluoro-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of diisopropylamine (175 mL, 1.25 mol) in THF (800 mL) at 0C was added n-BuLi (500 mL, 1.25 mol) dropwise. The mixture was stirred at 0C for 40 minutes. Then the mixture was cooled to -78 C. Tert-butyl4-fluoro-1H-indole-1-carboxylate (118 g, 0.50 mol) inTHF (300 mL) was added dropwise, followed by triisopropyl borate (231 mL, 1.00 mol). The mixture was stirred at -78 C for another 40 mm. The reaction was monitored by HPLC. When the reaction was completed, the reaction was quenched with NH4C1 (sat. 500 mL). Then the mixture was adjusted to pH = 6 with 1 N HC1, extracted with EtOAc (2000 mE) and the combined organic layers were washed with brine (500 mL), dried over Na2504, filtered and concentrated. Theobtained solid was recrystallized with EtOAc and PE to give (1-(tert-butoxycarbonyl)-4-fluoro-1H- indol-2-yl)boronic acid (93 g, yield: 64%). ?H-NMR (CDC13, 400 MHz) 7.77 (d, J 8.4 Hz, 1H), 7.57 (s, 1H), 7.44 (s, 2H), 7.24 (m, 1H), 6.90 (m, 1H), 1.66 (s, 9H). MS (M+H): 280.

129822-45-3, As the paragraph descriping shows that 129822-45-3 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; LAI, Zhong; DAI, Xing; XIAO, Dong; LONDON, Clare; ZORN, Nicolas; NARGUND, Ravi; PALANI, Anandan; MCCOMAS, Casey C.; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/205592; (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

26340-49-8, 2-Iodo-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of NaH (ca. 60wt%, 123 mg, 3.08 mmol) in THF (3 mL) at 0 C was added a solutionof 6 (500 mg, 2.06 mmol) in THF (4 mL). The reaction mixture was stirred at 0 C for 10 min and RTfor 15 min. A solution of TBSCl (466 mg, 3.09 mmol) in THF (3 mL) was added dropwise and thereaction mixture was heated to reflux for 2h. After cooling to RT, the reaction was quenched with H2O(20 mL) and extracted with AcOEt (3 x 30 mL). The organic layers were combined, dried over MgSO4,and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane) toafford 2b (540 mg, 73% yield) as a light yellow oil.

26340-49-8, As the paragraph descriping shows that 26340-49-8 is playing an increasingly important role.

Reference£º
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
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

436091-59-7, 4-Bromo-7-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0171] Step a: To a suspension of 4-bromo-7-methoxy-1H-indole (800 mg, 3.5 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (1.6 g, 6.3 mmol), and KOAc (1.6 g, 16.3 mmol) in p-dioxane (10 mL) was added Pd(dppf)Cl2 complex with dichloromethane (800 mg, 0.97 mmol). The reaction mixture was degassed (N2) for 2 min and stirred at 100 C for 3 h. The reaction mixture was diluted with EtOAc, filtered through Celite. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 25% EtOAc in hexanes) to give 7-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H- indole . MS: (ES) m/z calculated for C15H21BNO3 [M + H]+ 274.2, found 274.2.

436091-59-7, The synthetic route of 436091-59-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101774-27-0,6-Bromo-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 9; -Bromo-lH-indole-S-carboxylic acid methyl ester; Acetyl chloride (29,43 g, 374 mmol) is added slowly at room temperature to a solution of 6-bromo-indole-3-carboxylic acid (45 g, 187.46 mmol) in 50OmL of methanol and the resulting solution is stirred at 650C overnight. The reaction is cooled to room temperature. A white precipitates appears when cooling. After stirring 2h at room temperature, the solid is filtered off and dried under vacuum. 34.4g (72%) of the title compound is obtained as a light brown solid. MS (m/e): 254 (M+ 1)

101774-27-0, 101774-27-0 6-Bromo-1H-indole-3-carboxylic acid 15284837, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2009/12125; (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