Day: November 12, 2020

26807-73-8, 1-Benzyl-1H-indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-benzyl-1H-indole-5-amine (250 mg, 1.12 mmol, 1.0 equiv.), k2CO3 (186 mg, 1.34 mmol,1.2equiv.) Dissolved in anhydrous CH3CN, the new 2,5-dichlorobenzoyl chloride (271mg, 1.29mmol, 1.15equiv.) was soluble.The anhydrous DCM was slowly added dropwise at 0 C and stirred under nitrogen for 2 hours. The TLC monitors the reaction in real time. After the reaction, diluted with water, the right amountEthyl acetate extraction three times, the organic phase is combined, washed with water, saturated NaHCO3 solution, saturated NaCl solution, organic layerDrying with anhydrous NaSO4, distilling under reduced pressure to give a crude product, which was purified by silica gel column to afford N-(1-benzyl-1H-indol-5-yl)-2,5-dichlorobenzamide (400 mg, yield: 89 %).

26807-73-8, The synthetic route of 26807-73-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Wang Yonghui; Yu Fazhi; Li Wei; (38 pag.)CN109232358; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14430-23-0,5,6-Dimethoxyindole,as a common compound, the synthetic route is as follows.

Proceeding as in Example 2, Step (a), but replacing 5-chloro-1H-indole with 5,6-dimethyloxy-1H-indole, and then correspondingly as in Example 2, Steps (b) and (c), gave [2-(5,6-dimethyloxy-1H-indol-3-yl)-1,1-dimethylethyl]amine.

14430-23-0, As the paragraph descriping shows that 14430-23-0 is playing an increasingly important role.

Reference£º
Patent; Syntex (U.S.A.) Inc.; US5436264; (1995); 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

107516-75-6, Diethyl 1H-indole-2,6-dicarboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b: 1-(Cyano-methyl-methyl)-1H-indole-2,6-dicarboxylic acid diethyl ester A mixture of K2CO3 (7.93 g, 57.0 mmol) and 1H-indole-2,6-dicarboxylic acid diethyl ester (5.0 g, 19.14 mmol) in DMF (30 mL) was stirred at room temperature for 0.5 h. Then 2-bromo-propionitrile (3.4 mL, 38.3 mmol) in DMF (10 mL) was added. The reaction was warmed to 80 C. and kept at this temperature for 6 h. Then the reaction was cooled down to the room temperature. Most of the DMF solvent was removed in vacuo and the crude residue was extracted several times with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated. The crude product was triturated with MeCN to give 3.9 g of 1-(cyano-methyl-methyl)-1H-indole-2,6-dicarboxylic acid diethyl ester as a white fluffy solid. The filtrate was concentrated and purification by silica gel chromatography provided 1.6 g of 1-(cyano-methyl-methyl)-1H-indole-2,6-dicarboxylic acid diethyl ester, yield 91%., 107516-75-6

The synthetic route of 107516-75-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/276453; (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.35320-67-3,2-Methyl-1H-indol-4-ol,as a common compound, the synthetic route is as follows.

To a stirred solution of N-benzyl-2-chloro-5,6,7,8-tetrahydropyrido[2,3- d]pyrimidin-4-amine (150 mg, 0.548 mmol) in anhydrous dioxane (20 mL) were added 2-methyl-1H-indol-4-ol (80 mg, 0.55 mmol), Pd2(dba)3 (100 mg, 0.11 mmol), X-Phos (52 mg, 0.11 mmol) and Cs2CO3 (357 mg, 1.09 mmol). The reaction suspension was stirred at 100 oC for 2 hrs under N2. The inorganic salt and catalyst was removed via filtration. The filtrate was concentrated in vacuo. And the residue was purified via silica gel column (hexane/ethyl acetate) to afford 1-[4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl]-2-methyl-indol-4- ol (120 mg, 51.3%) as yellow solid. LCMS (M+H+) m/z: Calcd: 385.20; Found: 385.2., 35320-67-3

As the paragraph descriping shows that 35320-67-3 is playing an increasingly important role.

Reference£º
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (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.133831-28-4,Methyl 3-Formylindole-6-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 2a(100 mg, 0.49 mmol) in dry DMF (2 ml) was added NaH (60%, 22 mg,0.54 mmol) at 0 C under argon and then stirred at room temperature for 1 h.The reaction solution was cooled to 0 C, benzoyl chloride (0.07 ml,0.54 mmol) was added and then stirred at room temperature overnight. The reaction solution was poured into H2O (20 ml), and the precipitate was filtered.The crude product was purified by column chromatography on silica gel using EtOAc/PE (1/8, V/V) as elute to give 6a as a white solid (107 mg, 71%),, 133831-28-4

The synthetic route of 133831-28-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hong, Wei; Li, Jingyang; Chang, Zhe; Tan, Xiaoli; Yang, Hao; Ouyang, Yifan; Yang, Yanhui; Kaur, Sargit; Paterson, Ian C; Ngeow, Yun Fong; Wang, Hao; Journal of Antibiotics; vol. 70; 7; (2017); p. 832 – 844;,
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

436091-59-7,436091-59-7, 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

To a solution of 4-bromo-7-methoxyindole (5g, 22.2 mmol) in 1 ,4-dioxane (170 mL) were added bis(pinacolato)diboron (6.2 g, 24.4 mmol), KOAc (6.5 g, 66.3 mmol) and Pd(dppf)CI2 (1.2 g, 1.7 mmol) and the mixture was heated to reflux for 15 hrs. After cooling the mixture was concentrated and the residue was purified by Preparative TLC (PE/EtOAc= 20/1) to give the title compound (2.6 g, 43%). 1H NMR CDCI3400 MHz delta: 8.38 (brs, 1H), 7.60 (d, 1 H), 7.21 (d, 1 H), 7.01 (d, 1 H), 6.66 (d, 1 H), 3.98 (s, 3H), 1.39 (s, 12H).

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

Reference£º
Patent; SAREUM LIMITED; READER, John Charles; WO2013/117522; (2013); 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.1224724-39-3,Methyl 4-bromo-1H-indole-7-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of methyl 4-bromo-1H-indole-7-carboxylate (6 g, 23 mmol, Preparation 1 step B) in THF (300 mL), water (60 mL) and MeOH (60 mL) was added lithium hydroxide (2.83 g, 118 mmol). Then the mixture was heated to reflux overnight. After cooling to rt, the solvent was removed under reduced pressure, the aqueous layer was acidified by addition of 4 N HC1 to about pH 6. The precipitate was filtered, and the solid was dried to provide 4-bromo-]H-indole-7-carboxylic acid (5.5g, 97%): ?H NMR (DMSO-d6) 3 11.39 (br, 1H), 7.65-7.63 (d, J= 8.0 Hz, 1H), 7.46-7.44 (m, 1H), 7.33-7.31 (d, J= 8.0 Hz, 1H), 6.49-6.48 (m, 1H)., 1224724-39-3

The synthetic route of 1224724-39-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBVIE INC.; BONAFOUX, Dominique; DAVIS, Heather, M.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; HEROLD, J., Martin; HOEMANN, Michael, Z.; HUNTLEY, Raymond; OSUMA, Augustine; SHEPPARD, George; SOMAL, Gagandeep, K.; VAN CAMP, Jennifer; VAN EPPS, Stacy, A.; VASUDEVAN, Anil; WALLACE, Grier, A.; WANG, Lu; WANG, Zhi; WILSON, Noel, S.; XU, Xiangdong; WO2014/210255; (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

194490-14-7, 5-Chloro-1H-indole-3-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

194490-14-7, To a solution of the suitable 3-cyanoindole 9 (7.03 mmol) inanhydrous DMF (10 mL) 3.61 mmol of K2CO3 and dimethyl carbonate(1.8 mL, 21.4 mmol) were added and the mixturewas heatedat 130 C for 3.5 h. After cooling (0e5 C),water and ice (25 mL)was slowly added under stirring. The oily suspension obtained wasextracted with diethyl ether (3 10 mL), the organic phase waswashed with water and brine, dried over Na2SO4 and the solventevaporated at reduced pressure to obtain the 3-cyano-1-methylindoles 10 in excellent yields. Analytical and spectroscopicdata are in accordance to those reported in literature [16].

The synthetic route of 194490-14-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bergonzini, Cecilia; Carbone, Daniela; Cascioferro, Stella; Cirrincione, Girolamo; Dekker, Henk; Diana, Patrizia; Funel, Niccola; Geerke, Daan; Giovannetti, Elisa; Mantini, Giulia; Parrino, Barbara; Peters, Godefridus J.; Petri, Giovanna Li; European Journal of Medicinal Chemistry; vol. 189; (2020);,
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

165669-07-8, 7-Bromo-4-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4-methyl-1 H-indol-7-yl)(phenyl)methanamine – To a solution of 1 -bromo-4-methyl-2-nitrobenzene (2.0 g, 9.26 mmol) in THF was added vinyl magnesium bromide 1 M in THF (27.8 ml_, 27.77 mmol) at – 50C. The reaction was finished after 1 h30. The reaction was quenched with sat. NH4CI. The aqueous layer was extracted with a non-water miscible organic solvent. The combined organic layers were dried over MgS04, filtered and the solution was concentrated to dryness. The crude material was purified on silica gel column chromatography usinf hexanes/EtOAc (9:1 ) as eluent. A solution of the freshly synthesized 7-bromo-4-methyl-1 H-indole (1 .1 g, 5.24 mmol), zinc cyanide (860 mg, 7.32 mmol) and Pd(PPh3)4 (0.03 eq.) in DMF Ex.97 was heated under microwave irradiation at 170C for 1 h. After cooling, water was added to quench the reaction. The aqueous layer was extracted with a non-water miscible organic solvent. The combined organic layers were dried over MgS04, filtered and the solution was concentrated under reduced pressure. The crude material was purified on silica gel column chromatography using hexanes/EtOAc (12:1 to 4:1 ) as eluent. The titled compound was then obtained following the modified procedure described in WO2006035157 (Protocol A) – Yield: 2% ; appearance: pale brown solid ; 1 H NMR, d (ppm) (Methanol d4) : 2.49 (s, 3H); 5.51 (s, 1 H); 6.47 (d, 1 H, J=3.2Hz); 6.81 (dd, 1 H, J=0.6Hz , J=7.3Hz); 7.01 (d, 1 H, J=7.3Hz); 7.17-7.22 (m, 2H); 7.25-7.31 (m, 2H); 7.39- 7.43 (m, 2H)

165669-07-8, As the paragraph descriping shows that 165669-07-8 is playing an increasingly important role.

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; WALCZAK, Robert; MAJD, Zouher; PIHAN, Emilie; BONNET, Pascal; PERSPICACE, Enrico; (198 pag.)WO2016/102633; (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.27018-76-4,1-Benzyl-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

1-benzyl-1 H-indole-3-carboxylic acid (1.4 g), tert-butyl piperazine- 1 -carboxylate (1.1 g)EDC (1.4 g), HOBt (1.0 g)And triethylamine (1.0 mL) were dissolved in dichloromethane (10 mL), And the mixture was stirred at room temperature for 19 hours.Water was added to the reaction solution, the mixture was extracted with dichloromethane and washed with saturated brine.The organic layer was dried over sodium sulfate,The solvent was evaporated under reduced pressure to obtain a residue,Purification by silica gel column chromatography (hexane-ethyl acetate), Tert-butyl 4- (1-benzyl-1 H-indole-3-carbonyl) piperazine- 1 – carboxylate1.5 g (yield 66%) was obtained., 27018-76-4

The synthetic route of 27018-76-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NATIONAL CENTER FOR GERIATRICS AND GERONTOLOGY; YANAGISAWA, KATSUHIKO; KAWAI, AKIYOSHI; (139 pag.)JP2017/171619; (2017); 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