Day: March 17, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.935269-27-5,3-Oxoisoindoline-4-carboxylic acid,as a common compound, the synthetic route is as follows.

935269-27-5, Compound 16f was coupled with 4-methoxyaniline using a coupling agent such as EDCI in DMF to give 3-oxo-2,3-dihydro-lH-isoindole-4-carboxylic acid (4- methoxy-phenyl)-amide Compound 16g 1H NMR (300 MHz, MeOD) 3.80 (s, 3H), 4.56 (s, 2H), 6.94 (d, J = 9 Hz, 2H), 7.70 (d, J = 9 Hz, 2H), 7.78 (m, 2H), 8.40 (m, IH); MS (ESI) m/z: 283 (MH+).

The synthetic route of 935269-27-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/47646; (2007); 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

434958-85-7, N-Boc-5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,434958-85-7

To a mixture of N-Boc-5-hydroxyindole (5.0 g), 1-piperidinepropanol (4.95 mL), Toluene (100 mL) and THF (25 mL), cyanomethylenetributylphosphorane (7.3 mL) was added and the mixture was stirred first at 85 C. for 3 hours, then at 100 C. for 3 hours, and finally at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (SNAP Cartridge KP-Sil, 100 g) to give the titled compound (3.97 g). MS (ESI pos.) m/z: 359([M+H]+)

As the paragraph descriping shows that 434958-85-7 is playing an increasingly important role.

Reference：
Patent; TAISHO PHARMACEUTICAL CO., LTD; Yoshinaga, Mitsukane; Ishizaka, Tomoko; Wakasugi, Daisuke; Shirokawa, Shin-ichi; Hattori, Nobutaka; Kashiwa, Shuhei; Kuwada, Takeshi; Shimazaki, Youichi; US2015/45551; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1065181-58-9,Ethyl 5-bromo-1H-indole-7-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 53:Ethyl 5-bromo-3-(tetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxylate.Dihydro-2H-thiopyran-3(4/-/)-one (0.217g, 1.86mmol) was dissolved in dichloromethane (23ml_) in an oven dried flask containing 3 A molecular sieves and stirred under argon at 00C. TMS-OTf (0.414g, 1.86mmol, 0.33 ml.) was added slowly to the mixture over 10 min.Ethyl 5-bromo-1 /-/-indole-7-carboxylate (0.5g, 1.86mmol) was dissolved in DCM (7ml_) and added to the reaction via syringe pump over 2 hours, after which it was stirred for 3 hours between 0 and 10 0C. The reaction was cooled to 0 0C and triethylsilane (0.325g, 0.44ml_, 2.8mmol) was added all at once and the reaction was stirred at room temperature for 18 hours. The reaction was then quenched with a saturated sodium bicarbonate solution and extracted with DCM. The combined organics were washed with water. The combined aqueous layers were back-extracted with DCM. The combined organics were washed with brine, dried with MgSO4, and concentrated. The crude compound was purified on a Combiflash silica column with 5-25% EA/Hexane to give 0.279g (40%) of the title compound.LC/MS: m/z 369 (M+H), Rt 2.74 min., 1065181-58-9

1065181-58-9 Ethyl 5-bromo-1H-indole-7-carboxylate 59332585, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (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

525593-33-3,525593-33-3, 3-Bromo-5-nitroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : 3-Bromo-1-methyl-5-nitro-1 /-/-indole. To a solution 3-bromo-5-nitro-1 H-indole (5.5 g, 20.6 mmol) in THF (50ml_) at 0 C was added NaH (1.9 g, 41.3 mmol, 60% w/w in mineral oil). The mixture was stirred for 15 min and methyl iodide (6.4 ml_, 103.3 mmol) was added. The reaction mixture was warmed to room temperature and stirred for 16 h. After completion, the reaction mixture was cooled, quenched with addition of ice-cooled water and extracted using EtOAc. The combined organic layer was dried over anhydrous Na2S04i filtered and concentrated to obtain a crude product which was purified by triturating with diethyl ether to afford the title compound (5 g, 86%). 1H NMR (400 MHz, CDCI3) delta 8.55 (d, J = 2.4 Hz, 1 H), 8.17 (dd, J = 8.8, 2.0 Hz, 1 H), 7.36 (d, J = 8.8 Hz, 1 H), 7.25 (s, 1 H), 3.87 (s, 3H).

As the paragraph descriping shows that 525593-33-3 is playing an increasingly important role.

Reference：
Patent; PFIZER INC.; SCHNUTE, Mark Edward; FLICK, Andrew Christopher; JONES, Peter; KAILA, Neelu; MENTE, Scot Richard; TRZUPEK, John David; VAZQUEZ, Michael L.; XING, Li; ZHANG, Liying; WENNERSTAL, Goran Mattias; ZAMARATSKI, Edouard; (82 pag.)WO2016/120850; (2016); 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.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A mixture of glyoxalylhydrazide 18 (1.47mmol) and aldehyde 20 or 22 (1.47mmol) in ethanol (5mL) was refluxed for 6h. After completion of the reaction, ethanol was distilled off and the residue was taken into water (10mL) and allowed to stir at room temperature for 30min. The obtained suspension was filtered, washed with water and dried to obtain yellow solid ketohydrazide-hydrazones 21a-o and 23a-e in 88-96% yields., 2795-41-7

2795-41-7 6-Fluoroindole-3-carboxaldehyde 262903, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Tantak, Mukund P.; Klingler, Linus; Arun; Kumar, Anil; Sadana, Rachna; Kumar, Dalip; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 184 – 194;,
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

525593-33-3,525593-33-3, 3-Bromo-5-nitroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: A solution of 3-bromo-5-nitroindole from above (625 mg, 2.1 mmol), phenylboronic acid (381 mg, 3.13 mmol), triphenylphosphine (109.3 mg, 0.417 mmol) in dimethoxyethane (4.16 mL) was degassed. To this mixture 2N sodium carbonate (6.25 mL) was added, and reaction mixture was degassed again. To the reaction was added palladium (II) acetate (23.4mg, 0.104 mmol), and the reaction was refluxed under dry nitrogen with stirring for 8 hours. The reaction mixture was then diluted with 1 M HCl (100 mL), and extracted with ethyl acetate (100 mL). The organic phase was washed with water (100 mL), and brine (100 mL). The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by chromatography over silica gel (EtOAc/hexanes, 10/90) to afford 3-phenyl-5-nitroindole as an orange powder (45 mg, 9% yield).

The synthetic route of 525593-33-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PTC THERAPEUTICS, INC.; HWANG, Peter Seongwoo; TAKASUGI, James; REN, Hongyu; WILDE, Richard Gerald; TURPOFF, Anthony; AREFOLOV, Alexander; KARP, Gary Mitchell; CHEN, Guangming; CAMPBELL, Jeffrey Allen; WO2006/19831; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.399-51-9,6-Fluoro-1H-indole,as a common compound, the synthetic route is as follows.

Place 40 ml DMF in a round bottom flaskSlowly add 6.89 ml of POCl3 (phosphorus oxychloride) under ice bath.After dropping,After stirring in an ice bath for 35 minutes,At a constant pressure dropping funnel was slowly added 5g6- fluoro indole in DMF,Stir at 35 C for 40 min.The reaction solution gradually changed from colorless to red.TLC shows that after the reaction is completed,Add 100ml of 19.3mmol/L aqueous NaOH,Stir vigorously for 30 minutes at 80C.Cool the reaction solutionAdd ethyl acetate extraction,30ml each time,A total of three extractions.Organic layers merge,After drying over anhydrous sodium sulfate,Evaporated to drynessSilica gel column chromatography 4.5g Intermediate I-1 (white solid, yield75%)., 399-51-9

The synthetic route of 399-51-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Xing Weiqiang; Ding Jian; Ai Jing; (86 pag.)CN103664895; (2018); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1008-07-7, Compound 1b (1.0 mmol, 177 mg) was added to a 25 mL sealed tube.Compound 2j (0.5 mmol, 89.8 mg), iodine (0.5 mmol, 127 mg),Pyridine (0.5 mmol, 39.6 mg) and 1,4-dioxane (2 mL),The reaction was then stirred in an oil bath at 110 C for 12 h. The reaction was quenched by the addition of 50 mL EtOAc (EtOAc)The organic phase was washed successively with a Na2S2O3 solution having a mass concentration of 10% and saturated brine, and dried over anhydrous sodium sulfate. Filter, spin dry,Separated by silica gel column(petroleum ether/ethyl acetate = 10/1, v/v)The white solid product 3u (112.4 mg, 59%) was obtained.

The synthetic route of 1008-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xinxiang Medical University; Gao Qinghe; Liu Xingxia; Yuan Huan; Wang Yakun; Tong Peiyuan; Shen Haotian; Zhang Zhiang; Zhang Weirong; Zhang Jixia; (22 pag.)CN108976198; (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

288385-93-3, 4-Fluoro-5-methoxy-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cleavage of 4-fluoro-5-methoxy-2-methylindole with boron tribromide to give 4-fluoro-5-hydroxy-2-methylindole is described above.

288385-93-3, The synthetic route of 288385-93-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/199491; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90924-06-4,1-Methyl-4-indolecarboxylic Acid,as a common compound, the synthetic route is as follows.

Example 2.4: (S)-N-(3-(N.1-dimethyl-1H-indole-4-carboxamido)-4-phenylbutyl)-1- methyl-1H-benzord1imidazole-2-carboxamide1-Methyl-1 H-benzoimidazole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)-amide hydrochloride (250 mg, 0.61 mmol), 1-methyl-1 H-indole-4-carboxylic acid (128 mg, 0.73 mmol), HOBt (112 mg, 0.73 mmol), EDC x HCI (176 mg, 0.92 mmol), and triethylamine (0.34 ml, 2.4 mmol) were dissolved in DCM (10 ml) and the reaction was stirred at rt over night. The mixture was diluted with EtOAc, washed with NaHC03- and NaCI-soln., dried (Na2S0 ), filtered and concentrated. The crude product was purified by chromatography (Flashmaster, heptane to EtOAc over 25 min; EtOAc for 10 min) to yield 191 mg (63%) of the title compound as off-white solid. [1 H-NMR (DMSO, 600 MHz, rotamers) 9.06/8.82 (br s, 1 H), 7.74-7.67 (m, 2H), 7.42-6.25 (m, 11H), 6.11/5.63 (s, 1H), 5.14/3.65 (br s, 1 H), 4.13/4.00 (s, 3H), 3.75/3.59 (s, 3H), 3.49-3.22 (m, 2H), 3.04/2.59 (s, 3H), 3.00-2.80 (m, 2H), 1.99-1.53 (m, 2H); LCMS RtA = 3.136 min; [M+H]+ = 494.2]., 90924-06-4

The synthetic route of 90924-06-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (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