Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101495-18-5,4,6-Dichloro-1H-indole,as a common compound, the synthetic route is as follows.

To a mixture of 4,6-dichloro-1H-indole (0.5 g, 2.69 mmol) in AcOH (5 mL) was added NaBH3CN (557 mg, 8.87 mmol) at 0 C., and then the mixture was stirred at 25 C. for 12 h under an N2 atmosphere. The reaction mixture was quenched by the addition of ice water (20 mL) at 0 C., and then saturated aq. NaOH was added to the mixture to adjust the pH to 8. The reaction mixture was extracted with DCM (100 mL*2). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=30:1 to 5:1), 4,6-Dichloroindoline (0.1 g, 531.7 mumol, 19.7% yield) was obtained as yellow oil.

101495-18-5, The synthetic route of 101495-18-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cervello Therapeutics LLC; Lee, Matthew Randolph; Varano, JR., Anthony Joseph; (53 pag.)US2020/140412; (2020); 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

7506-66-3, cis-Hexahydro-1H-isoindole-1,3(2H)-dione is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7506-66-3, Under a nitrogen atmosphere, the temperature was controlled at 20 to 30 C. 300 mL of a three-necked flask was successively added with 300 mL of tetrahydrofuran and 24.0 g of zinc chloride. After 1 hour, 8.2 g of potassium borohydride was added, and stirring was continued for 1 hour. Then, 7.8 g of cis-hexahydrophthalimide was added, and the reaction was stirred for two hours. 2. OmL of concentrated sulfuric acid was added, the temperature was slowly raised, and the mixture was heated to reflux for two hours. 400 mL of toluene was added, and the mixture was distilled to an internal temperature of about 94 C, and refluxed for 3 hours. The distillation was continued at a temperature, and a portion of tetrahydrofuran was distilled off to an internal temperature of about 105 C to stop the distillation. After cooling to 30 C or less, 100 mL of 15% by mass hydrochloric acid was slowly added dropwise, and after the completion of the dropwise addition, the mixture was heated to distill off, and a part of the solvent was distilled off until the internal temperature reached about 107 C to stop. After cooling to below 30 C, 150 mL of 30% by mass sodium hydroxide was added dropwise to adjust the pH to 13-14. The steam was distilled, and the distillate was collected. The distillate was extracted with 3×100 mL of dichloromethane, and then dried over anhydrous sodium sulfate. The desiccant was filtered off, and the solvent was evaporated under reduced pressure to give 6.0 g of pale yellow transparent liquid,cis-perhydroisoindole

As the paragraph descriping shows that 7506-66-3 is playing an increasingly important role.

Reference：
Patent; Jiangxi Jimin Trustworthy Pharmaceutical Co., Ltd.; Jiangxi Jimin Trustworthy Group Co., Ltd.; Guo Linfeng; Wen Wanjiang; Peng Changchun; Zhang Keqin; He Pingqing; Li Yibao; (6 pag.)CN108752260; (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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Description 8. 6-Ethenyl-4-(methyloxy)-1 H-indole (D8) To a solution of 6-bromo-4-(methyloxy)-1 H-indole (900 mg, 3.98 mmol) in 1 ,2- dimethoxyethane (20 ml_) was added tributylvinyltin (1.74 ml_, 5.96 mmol). The reaction mixture was degassed with argon and then treated with dichlorobis(tri-o tolylphosphine)palladium (153 mg, 0.19 mmol). The mixture was heated at 9O0C for 65 hours. The mixture was filtered through a pad of celite, washed with ethyl acetate and then the filtrate concentrated in vacuo. The product was purified by silica gel chromatography eluting with 2-50% ethyl acetate in hexane to yield the title compound (D8), (781 mg). LC-MS: MH+ = 174 (CnH11NO = 173), 393553-57-6

The synthetic route of 393553-57-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2009/103710; (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.851211-74-0,1H-Indole-6-carbohydrazide,as a common compound, the synthetic route is as follows.

851211-74-0, General procedure: Acetic acid (36%) (0.5 mL) was added to a mixture of compound 3 (1.5mmol) and benzene-1,4-dicarbaldehyde (0.5 mmol) in DMF (3 ml) atroom temperature. The solution was irradiated for 5-10 min at 450 W and compound 4 was formed. After the mixture was cooled to roomtemperature, water (30 mL) was added to the reaction. The solid which formed was filtered and recrystallised from DMF-C2H5OH-H2O, to give receptors 4a-h (yield 84-99).

As the paragraph descriping shows that 851211-74-0 is playing an increasingly important role.

Reference：
Article; Ye, Ying; Suo, Yourui; Yang, Fang; Yang, Yongjing; Han, Lijuan; Journal of Chemical Research; vol. 39; 5; (2015); p. 296 – 299;,
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.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound., 399-67-7

399-67-7 7-Fluoro-1H-indole-2-carboxylic acid 3159626, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
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

399-51-9, 6-Fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2: Isopropyl 8-fluoro-1 ,1-dimethyl-3-[4-(morpholin-4-ylmethyl)benzoyl]-1, 2,3,6- tetrahydroazepino[4,5-b]indole-5-carboxylate[00164] Step 1: In a round bottom flask with stir bar were combined acetic acid (40 ml_), formaldehyde (9.3 ml_, 114 mmol, 37% soln in water), and dimethylamine (20.0 ml_, 178 mmol, 40% soln in water). The solution was cooled to 0 0C in an ice water bath and 6-fluoroindole (15 g, 111 mmol) was added in portions over one hour. After complete addition the ice bath was removed and the reaction warmed gradually to room temperature overnight, after which time the reaction mixture was poured into ice water. The pH was adjusted to 12 with an aqueous solution of sodium hydroxide. The resulting mixture was extracted with diethyl ether (2x). The combined extracts were dried over sodium sulfate and concentrated to dryness. Further drying under vacuum provided 1-(6-fluoro-1 H-indol-3-yl)-N,N-dimethylmethanamine as a white solid, which was used without further purification in the next step. MS (ES) m/z 191.0 ([M-H] ).

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

Reference：
Patent; WYETH; LUNDQUIST IV, Joseph Theodore; MAHANEY, Paige Erin; KIM, Younghee Callain; WO2010/36362; (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

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, As the paragraph descriping shows that 288385-93-3 is playing an increasingly important role.

Reference：
Patent; Hennequin, Lawrent Francois Andre; US2003/207878; (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.118414-82-7,MK-886,as a common compound, the synthetic route is as follows.,118414-82-7

To 3-[3-tert-butylsulfanyl-l-(4-chloro-benzyl)-5-isopropyl-lH-indol-2-yl]-2,2-dimethyl- propionic acid (prepared according to the procedures described in US patent 5,081, 138 issued Jan 14, 1992; 0.25g, 0.53mmol) suspended in CH2CI2 (5mL) was added oxalyl chloride (48uL, 0.56mmol) and catalytic DMF. The reaction was stirred at room temperature for 3 hours, and then concentrated to give 1-1, which was used without further purification.

118414-82-7 MK-886 3651377, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AUTOIMMUNE PHARMA LLC; BENISON, Jeffrey; (157 pag.)WO2018/152405; (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.289483-82-5,4-Methyl-7-nitro-1H-indole-3-carbonitrile,as a common compound, the synthetic route is as follows.

Reference Example 3A; Synthesis of 7-amino-3-cyano-4-methyl-1H-indole; After suspending 12.6 g (62.6 mmol) of the 3-cyano-4-methyl-7-nitro-1H-indole obtained in Reference Example 2A in a mixture of 100 mL of tetrahydrofuran and 100 mL of methanol, the suspension was subjected to hydrogenation in the presence of 430 mg (1.87 mmol) of platinum oxide at ordinary temperature, 3 atmospheres. The catalyst was removed by filtration, the filtrate was concentrated to dryness, and then a mixture of tert-butyl methyl ether and hexane was added to the residue and the crystals were collected by filtration to give 10.7 g of the title compound (yield: 99.8%). 1H-NMR (DMSO-d6) delta (ppm): 2.47 (3H, s), 5.07 (2H, s), 6.34 (1H, d, J=7.6Hz), 6.64 (1H, d, J=7.6Hz), 8.10 (1H, s), 11.70 (1H, br s).

289483-82-5, 289483-82-5 4-Methyl-7-nitro-1H-indole-3-carbonitrile 11622527, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Hayashi, Kenji; Abe, Taichi; Ozeki, Naoki; Akamatsu, Hiroshi; US2007/37854; (2007); 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.247564-63-2,4,5-Difluoro-1H-indole,as a common compound, the synthetic route is as follows.

[0611] To a stirred solution of 4,5-difluoro-1H-indole (1 g, 6 mmol) in DMSO (10 mL) at 0 C under an argon atmosphere were added potassium hydroxide (732 mg, 13 mmol) and methyl iodide (1 g, 7 mmol). The reaction mixture was warmed to room temperature and stirred for 16 h. After consumption of starting material (by TLC), the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 8% EtOAc: Hexane to afford 4,5-difluoro-1-methyl-1H-indole (900 mg, 90%) as a pale yellow solid. ?H NMR (CDC13, 400 MHz): 7.36-7.30 (m, 1H), 7.09-7.01 (m, 2H), 6.40 (d, 1H), 3.71 (s, 3H); TLC: 20% EtOAc Hexane (R1: 0.6).

247564-63-2, As the paragraph descriping shows that 247564-63-2 is playing an increasingly important role.

Reference：
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); 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