Indole Building Blocks

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H-indole-6-carbaldehyde (238 mg, 1.64 mmol, 1.36 equiv) [Moyer, Mikel P.; Shiurba, John F.; Rapoport, Henry; J. Org. Chem.; 1986, 51, 5106-5110] was added to the solution of the 2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-ylsulfanyl]-N-piperidin-3-ylmethyl-acetamide 1h (TFA)n (1.20 mmol, obtained from step 6) and diisopropylethylamine (0.85 mL, 4.8 mmol, 4 equiv) in 50 mL dichloroethane. Sodium triacetoxyborohydride (0.47 g, 2.24 mmol, 1.8 equiv) was added to the solution and the resulting suspension was stirred vigorously overnight. Methanol (5 mL) was added to quench the reaction. The mixture was concentrated and the residue was diluted with ethyl acetate. The solution was poured into saturated NaHCO3 solution (40 mL) and extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica gel (10% methanol in chloroform) afforded 2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-ylsulfanyl]-N-[1-(1H-indol-6-ylmethyl)-piperidin-3-ylmethyl]-acetamide (free base, 410 mg, 64%) as a light tan solid., 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Du Bois, Daisy Joe; Mao, Long; Rogers, Daniel Harry; Williams, John Patrick; US2004/14775; (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

913836-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.913836-24-5,tert-Butyl 4-nitro-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of 1-Boc-4-nitroindole (6.14 g, 23.4 mmol) in EtOH (100 mL) was added 10% Pd/C (614 mg) under N2. The resulting mixture was shaken under hydrogen (H2, 50 psi) at room temperature for 8 h. The mixture was filtered through a pad of Celite, and washed with EtOH. The filtrate was concentrated under reduced pressure to give the product 1-Boc-4-aminoindole as off-white solid (5.23 g, 96% yield). MS (ESI) m/z 233.2

As the paragraph descriping shows that 913836-24-5 is playing an increasingly important role.

Reference£º
Patent; Wyeth; US2009/227575; (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.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: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL¡Á3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

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

Reference£º
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
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.93957-49-4,3-(4-Fluorophenyl)-1-isopropyl-1H-indole,as a common compound, the synthetic route is as follows.,93957-49-4

Temperature 25 ¡À 5 C, to a 2000L reactor in 1,2 Dichloroethane 504.0kg (5mL / g), the main material of 3- (4-fluorophenyl) -1-isopropyl–1H- indole 80kg (315.8mol, 1.0equiv. ) And N- bromosuccinimide 67.5kg (379.0mol, 1.2 equiv.). The reaction system was heated to reflux, HPLC detected until the end of the reaction. The system pushed A saturated aqueous solution of sodium bisulfite in 480.0kg (5mL / g) to terminate the reaction. Standing, liquid separation, The organic phase was concentrated, then ethanol was added 126.4kg (2mL / g) was recrystallized from 2-bromo-halo 3- (4-fluorophenyl) -1-isopropyl–1H- indole 89.2kg, 96.0% pure liquid, yield 85.0%.

93957-49-4 3-(4-Fluorophenyl)-1-isopropyl-1H-indole 736229, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; ASYMCHEM INC; ASYMCHEM LIFE SCIENCE TIANJIN CO LTD; ASYCHEM PHARMACEUTICALS TIANJIN CO LTD;; ASYMCHEM LAB FUXIN INC; Jilin Asymchem Laboratories Co., Ltd; Hong, Hao; Ma, Jian Guo; Li, jiuyuan; Huang, Jun; (12 pag.)CN103342721; (2016); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.603-76-9,1-Methyl-1H-indole,as a common compound, the synthetic route is as follows.

603-76-9, To the 25 ml pressure reaction tube add dimethyl sulfoxide (2 ml),N-Methyl indole (39.3 mg, 0.3 mmol),ethyl trifluoropyruvate(102.0 mg, 0.6 mmol), Cuprous chloride (44.78 mg, 1.5 eq.), The reaction was magnetically stirred in an 80 C oil bath for 12 hours. After the reaction was completed, most of the solvent was distilled off under reduced pressure, and the remaining mixture was purified by column chromatography on petroleum ether / ethyl acetate (10: 1) as eluent to obtain the desired product, As a pale yellow solid, 57.9 mg, Yield 85%.

As the paragraph descriping shows that 603-76-9 is playing an increasingly important role.

Reference£º
Patent; Lishui College; Yan Guobing; Huang Dayun; He Ping; Cao Xihan; Zheng Wanbin; Ke Qiumin; Shen Xuqian; (5 pag.)CN106946758; (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

10406-06-1, 5-Bromo-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 60% NaH (0.91 g, 22.8 mmol) was added in portions to a solution of 1b-h (11.2 mmol) in dry DMF (35 mL) at 0-5 C. After addition, the mixture was stirred for 30 min. Iodomethane (33.6 mmol) was then added at 0-5 C and stirred for 2 h at room temperature. The mixture was then poured into H2O (120 mL) and the resulting solution was extracted with ethyl acetate (50 mL ¡Á 3). The organic phase was combined and washed with brine (150 mL ¡Á 3), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by flash column chromatography on silica gel to afford 2b-h., 10406-06-1

10406-06-1 5-Bromo-1H-indole-3-carboxylic acid 7018243, aindole-building-block compound, is more and more widely used in various.

Reference£º
Article; Hu, Yuanyuan; Ruan, Wenchen; Gao, Anhui; Zhou, Yubo; Gao, Lixin; Xu, Meng; Gao, Jianrong; Ye, Qing; Li, Jia; Pang, Tao; Pharmazie; vol. 72; 12; (2017); p. 707 – 713;,
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: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL¡Á3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

The synthetic route of 883535-89-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
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.1805-65-8,2-(tert-Butyl)-1H-indole,as a common compound, the synthetic route is as follows.

Example 9. Synthesis of 2-tert-butyl-3-isopentyl-1 H-indole. A mixture of trifluoroacetic acid (3.42 g, 30 mmol, 1 .5 eq), palladium (5% on activated carbon, 0.3 g) and dichloromethane (40 mL) was put under hydrogen atmosphere in a 250 mL two neck flask and cooled in an ice bath. To this mixture, a solution of 2-tert-butyl-1 H-lndole (3.46 g, 20 mmol, 1 eq) (obtained in Example 8) and 3-methylbutyraldehyde (1 .9 g, 22 mmol, 1 .1 eq) in dichloromethane (60 mL) was added dropwise. This solution was stirred in a water bath for 5 hours, regularly flushing with hydrogen gas. With the aid of thin layer chromatography (TLC) (hexane:ethyl acetate 9:1 ), the reaction was followed until completion. The mixture was filtered over celite and washed with saturated aqueous sodium carbonate (100 mL). The organic phases were dried over magnesium sulfate and concentrated in vacuo to obtain the title compound as a viscous oil (99%). MW.: 243.39 g/mol. 1H-NMR (500 MHz, CDCI3): delta (ppm) = 0.93 (d, 6 H, CH (CH3)2), 1.37 (s, 1 H, C(CH3)3), 1.47 (m, 2H, i-Pr CH2), 1.65 (m, 1 H, CH (CH3)2), 2.76 (m, 2H, C-C-CH2), 7.00 (m, 2H, ArH), 7.18 (d, 1 H, ArH), 7.42 (d, 1 H, ArH), 7.70 (br. s, 1 H, NH). 13C-NMR (125 MHz, CDCI3): delta (ppm) = 22.69 (CH3), 23.43 (CH2), 28.87 (CH), 30.59 (CH3), 32.95 (C), 40.81 (CH2), 1 10.33 (CH), 1 1 1 .36 (C), 1 18.16 (CH), 1 18.94 (CH), 120.97(CH), 129.83 (C), 134.07 (C), 141 .16 (C).

1805-65-8, The synthetic route of 1805-65-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITEIT GENT; DU PREZ, Filip; WINNE, Johan; BILLIET, Stijn; DE BRUYCKER, Kevin; WO2015/18928; (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.679794-03-7,6-Bromo-1-(phenylsulfonyl)-1H-indole,as a common compound, the synthetic route is as follows.,679794-03-7

General procedure: To a stirred solution of 6 (1 mmol) in anhydrous THF (10 ml) at -78 ¡ãC was added a solution of LDA (1.5 mmol) in THF (5 ml). The mixture was stirred for at -78 ¡ãC for 100 min and then warmed to 0 ¡ãC for 30 min. The solution was re-cooled to -78 ¡ãC and then either a solution of 1,2-diiodo ethane or molecular iodine (1.5 mmol) in THF (10 ml) was added. The reaction mixture was stirred at 0 ¡ãC for 15 min and then allowed for warm to room temperature for 1 h. The reaction was quenched with saturated NH4Cl solution and extracted with EtOAc (2 * 50 ml). The combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by automated flash chromatography using EtOAc and hexanes as eluents to give the desired product.

The synthetic route of 679794-03-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kumar, Nag S.; Dullaghan, Edie M.; Finlay, B. Brett; Gong, Huansheng; Reiner, Neil E.; Jon Paul Selvam; Thorson, Lisa M.; Campbell, Sara; Vitko, Nicholas; Richardson, Anthony R.; Zoraghi, Roya; Young, Robert N.; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1708 – 1725;,
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.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.,6960-42-5

General procedure: A mixture of substrate (0.2 mmol) and Pd/Al2O3Si (6.4 mg, 1 mol%) in ethanol (2 mL) was stirred under hydrogen atmosphere (H2 balloon pressure) at room temperature. The progress of reaction was monitored by TLC analysis or GC-MS. After the reaction was completed, the reaction mixture was filtered, and the catalyst was washed with ethanol. The solvent in filtrate was removed by vacuum to give the crude product. The purified product was obtained by column chromatography or recrystallization. After each cycle, the palladium residue in the reaction mixture solvent was determined by ICP-OES.

The synthetic route of 6960-42-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhou, Mi; Li, Tingting; Xu, Bo; Tetrahedron Letters; vol. 60; 14; (2019); p. 948 – 952;,
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