Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.933-67-5,7-Methyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: A 50 mL round-bottomed flask equipped with a magnetic stirringbar was charged with the appropriate indole 1 (0.5 mmol,1.0 equiv), 37% aq HCHO (0.5 mmol, 0.0406 g, 1.0 equiv), 25% aqNH3 (1.0 mmol, 0.0681 g, 2.0 equiv), FeCl3 (0.01 mmol, 0.0016 g,2 mol%), and DMF (2 mL). The flask was fitted with a reflux condenser,and the mixture was stirred at 130 C under open air.When the reaction was complete (TLC), the mixture was cooledto r.t., diluted with sat. aq NaCl (10 mL) and 0.5 M aq HCl (2 mL),and extracted with EtOAc (3 x 7 mL). The organic layers werecombined, washed with sat. aq NaHCO3 (10 mL) and sat. aq NaCl(10 mL), dried (Na2SO4), and concentrated under reduced pressure.The residue was purified by flash column chromatography(silica gel, hexane-EtOAc).

933-67-5, 933-67-5 7-Methyl-1H-indole 70275, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Qing-Dong; Zhou, Bin; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing; Synlett; vol. 28; 19; (2017); p. 2670 – 2674;,
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.883535-89-5,2-(2-Methyl-1H-indol-1-yl)ethanamine,as a common compound, the synthetic route is as follows.

883535-89-5, General procedure: Synthesis and structure activity relationship of 1 -indole cinnamic amide analog Indole-2 compounds were prepared as shown wherein step a is NaH, bromoacetonitrile, DMF, 75%; b is Lithium aluminum hydride (LAH), tetrahydrofuran (THF), 32-57%; c is Cinnamic acid derivative (14), l-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (EDCI), dimethylaminopyridine (DMAP), CH2C12, 75-80%). The compound 15a possess sites for structural modification, i) Trimethoxyphenyl group, ii) acryl amide moiety iii) ethylene linker, iv) a methyl group on the indole ring.

As the paragraph descriping shows that 883535-89-5 is playing an increasingly important role.

Reference£º
Patent; EMORY UNIVERSITY; GANESH, Thota; JIANG, Jianxiong; DINGLEDINE, Ray J.; WO2015/167825; (2015); 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

105191-12-6, 6-Bromo-1H-indole-2-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 150mL equipped with a magnetic stirrerIn a round bottom flask, 6-bromo-1H-indole-2-carbaldehyde (Compound 1) (8.07 g, 36.00 mmol), 4-methyl-3-oxopentanoate (Compound 2) (5.70 g) , 36.03 mmol), isopropanol (21.1 mL), piperidine (2.2 mL) and glacial acetic acid (1.2 mL). The reaction mixture was stirred at room temperature under nitrogen for 12 h.The solvent was removed under reduced pressure. The residue was taken in dichloromethane (13.88 mL)Dissolve and wash with saturated NaHCO3 (3*30 mL) solution. After drying over anhydrous MgSO4, MgSO4 was removed by filtration. After concentrating the solvent under reduced pressure, the column was separated by flash column chromatography. Obtained an off-white solid (Z)-2-((6-bromo-1H-indol-2-yl)methylene)-4-methyl-3-oxopentanoate (Compound 3), 12.46 g The yield is 95%.

105191-12-6, As the paragraph descriping shows that 105191-12-6 is playing an increasingly important role.

Reference£º
Patent; Meng Xiaoxu; (12 pag.)CN108689989; (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

1204-06-4, 3-Indoleacrylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NH2OTHP (0.38 g, 3.21 mmol) was added to a solution of trans-3-indoleacrylic acid (17) (0.50 g, 2.67 mmol), PyBOP (1.47 g, 2.83 mmol), triethylamine (0.74 ml, 6.41 mmol) in THF (25 mL). The mixture was stirred at room temperature for 2 h and then was concentrated under reduced pressure. The residue was dissolved in EtOAc and quenched with water, followed by extraction with EtOAc (20 mL*3). The combined organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (EtOAc:n-hexane=1.5:1:1% NH3(aq)) to afford 18. 1H NMR (500 MHz, CD3OD): delta 1.58-1.70 (m, 3H), 1.79-1.90 (m, 3H), 3.63-3.65 (m, 1H), 4.03-4.08 (m, 1H), 4.97-4.98 (m, 1H), 6.47 (d, J=14.9 Hz, 1H), 7.15-7.21 (m, 2H), 7.41 (d, J=7.8 Hz, 1H), 7.59 (s, 1H), 7.84-7.87 (m, 2H).

1204-06-4, The synthetic route of 1204-06-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Taipei Medical University; Ohio State University; National Taiwan University; US2011/245315; (2011); 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

129822-45-3, tert-Butyl 4-fluoro-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of diisopropylamine (175 mL, 1.25 mol) in THF (800 mL) at 0 Cwas added n-BuLi (500 mL, 1.25 mol, 2.5 Min hexane) dropwise. The mixture was stirred at 0C for 40 min. Then the mixture was cooled to -78 C. Tert-butyl 4-fluoro-1H-indole-1-carboxylate (118 g, 0.50 mol) in THF (300 mL) was added dropwise slowly, followed by5 triisopropyl borate (231 mL, 1. 00 mol). The mixture was stirred at -78 C for another 40 min.The reaction was monitored by HPLC. When the reaction was completed, the reaction wasquenched with NH4Cl (sat. 500 mL). Then the mixture was adjusted to pH= 6 with 1 N HCl.Extracted with EtOAc (2000 mL) and the combined organic layers were washed with brine (500mL), dried over Na2S04, filtered and concentrated. The obtained solid was recrystallized with10 EtOAc and PE to give (1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronic acid (93 g, yield:64%, store in fridge). 1H-NMR (CDCh, 400 MHz) 8 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+Ht: 280.

129822-45-3, 129822-45-3 tert-Butyl 4-fluoro-1H-indole-1-carboxylate 14710388, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/121416; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.43142-64-9,Ethyl 7-chloro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

The ester was treated with 1 M lithium hydroxide in ethanol (5 mL) followed by water (3 mL) and stirred at ambient temperature for 18 h. The solution was acidified with 10% hydrochloric acid, diluted with water and extracted with ethyl acetate. The organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford give 7-Chloro-1H-indole-2-carboxylic acid (0.089 9).

43142-64-9, The synthetic route of 43142-64-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Edwards, James P.; Grice, Cheryl A.; Jablonowski, Jill A.; Karlsson, Lars; Khatuya, Haripada; Kreisberg, Jennifer D.; Kwok, Annette K.; Lovenberg, Timothy W.; Ly, Kiev S.; Pio, Barbara; Shah, Chandravadan R.; Sun, Siquan; Thurmond, Robin L.; Wei, Jianmei; Xiao, Wei; US2003/207893; (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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of [NAOH] (720 mg, 18 mmol) and acetone/water 1: 1 (72 ml), 4,6- dichloropyrimidine (2.4 g, [18 MMOL)] and 5-hydroxy-indole (2.68 g, 18 [MMOL)] are added. After stirring for 70 min at 65 [C,] the brownish solution is cooled to rt and diluted with AcOEt and water. The aqueous layer is separated off and extracted twice with AcOEt. The organic layers are washed with water, saturated Na2CO3 solution, water and brine, dried [(NA2SO4)] and concentrated. The crude product can be used without further purification: m. p.: 137-138 [C] ; MS: [[M+1] += 246.]

1953-54-4, As the paragraph descriping shows that 1953-54-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/99771; (2003); A2;,
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

1477-49-2, 3-Indoleglyoxylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1477-49-2

11.2 Hydrochloride of 3-[(R)-(1-aza-bicyclo[2.2.2]oct-3-yl)amino]-6-(1H-indol-3-yl)-4H-1,2,4-triazin-5-one A solution of 0.55 g of (1H-indol-3-yl)-oxo-acetic acid and 1.22 g of (R)-N-(1-aza-bicyclo[2.2.2]oct-3-yl)-hydrazinecarboximidamide hydroiodide, prepared in stage 11.1, in 3 cm3 of water is placed in a reactor. After sealing the tube, the mixture is submitted to discontinuous microwave irradiation for 20 min so that the temperature of the mixture is maintained at 140 C. Then cool the reaction mixture to a temperature close to 20 C., add methanol and evaporate to dryness under reduced pressure (2.7 kPa) to give a residue which is purified by flash chromatography on silica under argon pressure (50 kPa) [eluent: dichloromethane/methanol/ammonia 32% (75/22/3 by volume)]. After concentrating the fractions under reduced pressure (2.7 kPa), we get a residue which is washed successively with dichloromethane and ethyl ether, then dried under reduced pressure (2.7 kPa). The solid obtained is treated on a BOND ELUT VARIAN cartridge containing 2 g of SCX phase conditioned beforehand with methanol (eluent: methanol, then 2N ammoniacal methanol) and the appropriate fractions are evaporated under reduced pressure (2.7 kPa) to give a residue which is dissolved in ethanol and a 1N solution of hydrochloric acid in ethyl ether is added. The precipitate that forms is collected by filtration, washed with ethyl ether and dried under reduced pressure (2.7 kPa). We get 60 mg of hydrochloride of 3-[(R)-(1-aza-bicyclo[2.2.2]oct-3-yl)amino]-6-(1H-indol-3-yl)-4H-1,2,4-triazin-5-one in the form of an orange-colored solid. Mass spectrum (ES): m/z=337 (MH+). 1H-NMR spectrum (400 MHz)-delta in ppm-in DMSO-d6 referenced to 2.50 ppm: 1.79 (m, 1H); 1.92 (m, 2H); 2.10 (m, 1H); 2.22 (m, 1H); 3.11 (m, 1H); from 3.17 to 3.32 (m, 4H); from 3.60 to 3.90 (m partially masked, 1H); 4.22 (m, 1H); 7.11 (t, J=8.0 Hz, 1H); 7.18 (t, J=8.0 Hz, 1H); 7.46 (d, J=8.0 Hz, 1H); 7.90 (d broad, J=6.0 Hz, 1H); 8.30 (d, J=8.0 Hz, 1H); 8.60 (d, J=2.0 Hz, 1H); 9.92 (s broad, 1H); 11.5 (s broad, 1H); from 12.2 to 12.5 (m spread-out, 1H).

The synthetic route of 1477-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AVENTIS PHARMA S.A.; US2008/96891; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31827-04-0,Methyl 3-hydroxy-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

Acetobromo-alpha-D-galactose 1 (4.00 g, 9.72 mmol), indoxylic acid methyl ester 3(2.00 g, 10.46 mmol) and TBASH (3.55g, 10.46 mmol) were dissolved in biphasic solution of CH2Cl2 (60mL) and 1M K2CO3 (60 mL) that stirred at ambient temperature for 8 hours. The reaction mixture waspoured into a separatory funnel, phases were separated and the aqueous layer was extracted with CH2Cl2(2 x 50 mL). The combined organics were washed with H2O (200 mL) then dried over Na2SO4. Themixture was filtered through a silica gel pad and concentrated under reduced pressure. The residue waschromatographed via silica gel flash column (25-75% gradient EtOAc in hexanes) to afford the titlecompound 4 (3.64 g, 75% yield) as solid brown foam. The product was characterized as follows: Rf = 0.5,(1:1) EtOAc:Hexanes, visualized by KMnO4 stain (white spot); CHN calc. (%): C (55.28), H (5.22), N(2.69); found: (%): C (55.41), H (5.02), N (2.73), which corresponds to the literature.

31827-04-0, 31827-04-0 Methyl 3-hydroxy-1H-indole-2-carboxylate 3446522, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Banasik, Brent; Mai, Tam; Samadpour, Mansour; Letters in Organic Chemistry; vol. 15; 10; (2018); p. 822 – 825;,
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.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

Example 37. Synthesis of compound 1942-(2-(trifluoromethyl)phenoxy)acetohydrazide (0.2 g, 0.85 mmol) and IH-indol-6-carbaldehyde(0.13 g, 0.85 mmol) were dissolved in ethanol, followed by stirring at 100 C for 16 hours.After the completion of the reaction, the reaction mixture was concentrated under reducedpressure. The concentrate was purified by column chromatography to obtain Compound 194(0.17 g, 55 %).?H NMR (400 MHz, DMSO-d6): oe 11.49-11.26 (m, 2H), 8.27-8.07 (m, 1H), 7.71-7.54 (m, 411), 7.44-7.42 (m, 2H), 7.20-7.06 (m, 2H), 6.45 (s, 1H), 5.3 1-4.80 (m, 2H).

1196-70-9, The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (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