Indole Building Blocks

4769-97-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4769-97-5,4-Nitroindole,as a common compound, the synthetic route is as follows.

General procedure: In a typical reaction, DAC (0.20 mmol) was mixed with indole (0.20 mmol) and PTSA (10 molpercent) in ethanol (1.0 mL). The mixture was then stirred at 60¡ãC for 20 min. After reaction, the mixture was cooled to room temperature, and the product was obtained by isolation with preparative TLC (eluting solution: petroleum ether/ethyl acetate=5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure. Large scale synthesis was also performed in a similar procedure. The product was isolated by silica column chromatography (eluting solution: petroleum ether/ethyl acetate=8/1 (v/v)).

4769-97-5 4-Nitroindole 145766, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Changhui; Zhou, Li; Huang, Wenbo; Wang, Man; Gu, Yanlong; Tetrahedron; vol. 72; 4; (2016); p. 563 – 570;,
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.1211594-25-0,4-Bromo-1H-indole-7-carboxylic acid,as a common compound, the synthetic route is as follows.

3. 4-Bromo- 1 H-indole-7-carboxamide; A mixture of 4-bromo-1H-indole-7-carboxylic acid (10.04 g, 75% purity, 31.2 mmol), EDC (8.96 g, 46.7 mmol), and 1-hydroxybenzotriazole hydrate (7.16 g, 46.7 mmol) in THF (198 mL) and CH2CI2 (247 mL) was stirred at room temperature for 1 h. The mixture was then bubbled with NH3 gas for 15 min and stirred at room temperature for 4 h. LCMS showed residual starting material, so aqueous ammonium hydroxide (4.85 mL, 125 mmol) was added and the mixture was stirred at room temperature overnight. After 20 h, the mixture was concentrated and partitioned between NaHCO3 (aq) and EtOAc. The organic phase was washed with brine, dried and concentrated. The residue was suspended in EtOAc and the solid was collected by filtration and air-dried to provide the desired product. The filtrates were subjected to column chromatography on silica gel (40g), eluting with EtOAc -hexane (gradient from 20:80 to 50:50) to provide additional desired product for a total of 4.86 g (65% yield) over two steps. LCMS (M-H)-: 237.2, 239.2.

1211594-25-0, As the paragraph descriping shows that 1211594-25-0 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; DELUCCA, George V.; BATT, Douglas G.; LIU, Qingjie; WO2011/159857; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.830-96-6,3-Indolepropionic acid,as a common compound, the synthetic route is as follows.

To a solution of 3-(lH-indol-3-yl)propanoic acid (1.5 g, 7.9 mmol) in THF (20 mL) was added 1M BH3 in THF (9 mL, 9 mmol) at 0 C. The reaction mixture was stirred for 1 h at 0 C and quenched by addition of MeOH then concentrated in vacuo. The residue was purified by flash chromatography (Combi-flash Rf Hexane/EtOAc gradient 0-25%) to give the title compound as a white solid in 1.2 g (7.1 mmol). MS (ES) 176.1 (M+H)., 830-96-6

830-96-6 3-Indolepropionic acid 3744, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; BIAN, Zhiguo; BELMAR, Johannes; CHRISTOV, Plamen P.; PELZ, Nicholas F.; SHAW, Subrata; KIM, Kwangho; TARR, James C.; OLEJNICZAK, Edward T.; ZHAO, Bin; FESIK, Stephen W.; WO2015/148854; (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.91-55-4,2,3-Dimethyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: In a flame dried flask the imidate (1.0 equiv) was dissolved in anhydrous 1,2-dichloroethane(0.15 M) followed by the addition of the indole (1.5 equiv). To this solution freshly distilledTMSOTf (0.2 equiv) was added and the resulting mixture was stirred at rt for 3 h. The reactionmixture was then quenched with the addition of 1M NaOH. The organic layer was separated andthe aqueous layer was extracted with DCM (2x). The combined organic extracts were dried oversodium sulfate, filtered and concentrated. The residue was then purified by silica gelchromatography using the solvent systems listed for each compound., 91-55-4

The synthetic route of 91-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Adhikari, Arijit A.; Radal, Lea; Chisholm, John D.; Synlett; vol. 28; 17; (2017); p. 2335 – 2339;,
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.50820-65-0,Methyl 1H-indole-6-carboxylate,as a common compound, the synthetic route is as follows.

50820-65-0, A mixture of methyl lH-indole-6- carboxylate (1.75 g, 10 mmol) and NaH (0.52 g, 13 mmol, 60percent in oil) in THF (20 mL) was stirred at r.t. for 30 min, followed by addition of a solution of 4-methylbenzene-l-sulfonyl chloride (2.85 g, 15 mmol) in THF (5 mL). The reaction mixture was stirred at r.t. for another lhr, then quenched with water and extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SC>4 and concentrated under reduced pressure. The residue was purified by column chromatography to give the desired product (2.8 g, 85percent yield).LCMS: m/z 330 (M+H)+.

As the paragraph descriping shows that 50820-65-0 is playing an increasingly important role.

Reference£º
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (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.244-76-8,9H-Pyrido[2,3-b]indole,as a common compound, the synthetic route is as follows.

In a 500mL 2-neck flaskIodobenzene (5.27 g, 26.0 mmol),Alpha-carboline (3.95 g, 23.0 mmol),CuI (0.13 g, 0.705 mmol),K3PO4 (9.96 g, 47.0 mmol),Trans-1,2-diaminocyclohexane (0.08 g, 0.705 mmol)And 1,4-dioxane (250 mL).after,And refluxed for 24 hours.After completion of the reaction,The solvent was distilled off under reduced pressureShort column was performed using CH2Cl2.The reaction mixture was subjected to column chromatography using CH2Cl2: hexane and then recrystallized to obtain 4.00 g of a white solid compound. (Yield: 70.0%)., 244-76-8

244-76-8 9H-Pyrido[2,3-b]indole 67486, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; LG Display Co., Ltd.; Bae, Sook Young; Lee, Sung Jae; Yang, Jung Hwan; Choe, Hyung Jong; Kim, Chun Ki; (29 pag.)KR2016/82872; (2016); 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

100846-24-0, 5-(Trifluoromethyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0105] A solution of 3-bromoiodobenzene (32, 0.284 g, 1.00 mmol), 5-trifluoromethylindole (0.155 g, 0.840 mmol; Walkington, A.; Gray, M.; Hossner, F.; Kitteringham, L; Voyle, M. Synth. Commun. 2003, 33, 2229-2233), Pd(OAc)2 (10 mg, 0.04 mmol), (0262) bis(diphenylphosphino)m ethane (17 mg, 0.040 mmol), and KOAc (0.249 g, 2.51 mmol) in deoxygenated water (2 mL) was heated at 110 C for 24 h, cooled to room temperature, diluted with EtOAc (10 mL) and 1 N HC1 (5 mL), and extracted with EtOAc (2 x 10 mL). The combined organic layers were dried (MgS04), concentrated, and purified by chromatography on Si02 (10% EtOAc/petroleum ether). The residue was recrystallized (hexanes/CH2Cl2) to give 2-(3- bromophenyl)-5-(trifluoromethyl)-lH-indole (16, 139 mg, 49%) as a colorless solid: 1H MR (400 MHz, CDC13) delta 8.48 (bs, 1 H), 7.92 (s, 1 H), 7.79 (s, 1 H), 7.56 (d, J= 7.6 Hz, 1 H), 7.48 (d, J= 7.9 Hz, 1 H), 7.46-7.00 (m, 2 H), 7.36-7.27 (m, 1 H), 6.88 (d, J= 1.6 Hz, 1 H).

100846-24-0, The synthetic route of 100846-24-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; NATIONAL INSTITUTES OF HEALTH; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA, A CALIFORNIA CORPORATION; HURYN, Donna M.; WIPF, Peter; LAPORTE, Matthew G.; COLOMBO, Raffaele; KOVALIOV, Marina; LIM, Chaemin; ALVEREZ, Celeste Natalie; YUE, Zhizhou; SAMAHKUMARA, Lalith Palitha; CHATTERLEY, Alexander Julian; YAN, Yongzhao; LIANG, Mary; GREEN, Neal J.; MOORE, William; BALDWIN, Eric; ARKIN, Michelle R.; NEITZ, Jeff; BULFER, Stacie; ANG, Kean-Hooi; BRYANT, Clifford; (128 pag.)WO2017/70320; (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

19012-02-3, 3-Acetyl-1-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of N-methyl-3-acetylindol (1 mmol) and the benzaldehyde derivative (1 mmol) in methanol (10 ml) was added KOH (1 ml from a 50% solution in H2O). The mixture was heated at 60 C for 12 h then evaporated to dryness. The crude was dissolved in ethyl acetate (30 ml) then washed with HCl (1N, 10 ml) and H2O (10 ml), respectively. The organic layer was separated, dried over Na2SO4 and evaporated. The product was purified by chromatography column eluted with hexane:ethyl acetate (8:2) to yield the title compound as a yellow powder.

19012-02-3, As the paragraph descriping shows that 19012-02-3 is playing an increasingly important role.

Reference£º
Article; Martel-Frachet, Veronique; Kadri, Malika; Boumendjel, Ahcne; Ronot, Xavier; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 6143 – 6148;,
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.55052-28-3,4-Chloro-7-azaindole,as a common compound, the synthetic route is as follows.

1H-4-chloro-pyrrolo[2,3-b]pyridine (0.765 g, 5 mmol, 1 eq.) was dissolved in DMF (7.5 mL, 1 .5 mL / mmol SM). NBS (0.935 g, 5.25 mmol) was added and the resulting solution was stirred at ambient temperature overnight, protected from light. Then, the solution was poured into ice-cold water (25 mL, 5 mL / mmol SM) and cooled into an ice bath. After ~10min the remaining suspension was filtered and the solid washed four times with 10 mL ice-cold water. Then the solid was collected and dried under high vacuum to give FH5295 as a yellow solid (1 .12 g, 4.8 mmol) in 96 % yield. 1H NMR (300 MHz, DMSO-d6) delta: 7.23 (d, J = 5.1 Hz, 1 H, H-5), 7.81 (d, J = 2.7 Hz, 1 H, H-2), 8.21 (d, J = 5.1 Hz, 1 H, H-6), 12.44 (br s, 1 H, N-H). 13C NMR (75 MHz, DMSO-d6) delta: 85.03 (C-3), 1 14.58 (C-3a), 1 17.13 (C-5), 127.71 (C-2), 134.17 (C-4), 144.18 (C-6), 147.98 (C-7a). HRMS (ESI): calculated for C7H5BrCIN2 ([M+H]+): 230.9319, found: 230.9332. Melting point: 210 C (decomposed)., 55052-28-3

55052-28-3 4-Chloro-7-azaindole 11389493, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITEIT GENT; UNIVERSITEIT ANTWERPEN; HULPIA, Fabian; VAN CALENBERGH, Serge; CALJON, Guy; MAES, Louis; (146 pag.)WO2019/76633; (2019); 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

90271-86-6,90271-86-6, 5-Bromo-3-cyanoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ie/ -butyl 4-(4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2- yl)benzoyl)piperazine- l-carboxylate ( 0.2 M in 1,4-dioxane, 100 mu, 0.02 mmol), was added 5-bromo-lH-indole-3-carbonitrile(0.2 M in 1,4-dioxane, 100 mu, 0.02 mmol) and potassium phosphate solution (1 M aqueous, 100 mu, 0.1 mmol). The mixture was bubbled with nitrogen and tetrakis(triphenylphosphine)palladium (0) (0.02 M in toluene, 50 mu, 1 muiotaetaomicron) was added. The resulting mixture was put on a shaker in a glove box under nitrogen atmosphere and heated at 80 C overnight. After being cooled to rt, the mixture was diluted with 0.35 mL of brine and 0.5 mL of ethyl acetate. The organic layer was separated and the aqueous layer was extracted again with ethyl acetate (0.6 mL). The combined organic layers were concentrated and the residue was dissolved in 200 mu^ of methanol. HC1 solution (50 mu^ , 4 N in 1,4-dioxane, 0.2 mmol) was added. The mixture was put on a shaker at 50 C for 1 hour. The reaction mixture was concentrated in vacuo and the residue was dissolved in a solution of 10% N,N-diisopropylethylamine in dimethylacetamide (200 mu). 1-Hydroxycyclopropanecarboxylic acid (0.2 M in 1,4- dioxane, 120 mu, 0.024 mmol) was added, followed by BOP solution (0.5 M in 1,2- dichloroethane, 48 mu^ , 0.024 mmol). The mixture was put on a shaker at rt for 2 hour. The reaction mixture was then diluted with 0.45 mL of IN NaOH in brine and 0.5 mL of ethyl acetate. The organic layer was separated and the aqueous layer was extracted again with ethyl acetate (0.6 mL). The combined organic layers were concentrated and the residue was purified by HPLC: Water Autopurification MS -directed HPLC prep fraction collection with the following conditions Column, Waters XBridge OBD CI 8, 5muiotaeta, 19x50mm; flow rate 20ml/min; mobile phase, water with 0.1% ammonium hydroxide (A) and methanol with 0.1% ammonium hydroxide(B) running the following gradient 0 to 2mins (15%B), 2 to 6 mins (15-100%B); Detector ZQ Mass Detector in electrospray ionization mode. 5-(4-(4-(l-Hydroxycyclopropanecarbonyl)piperazine-l- carbonyl)phenyl)-lH-indole-3-carbonitrile (3.5 mg, 8.4 muiotaetaomicron, 42% yield) was obtained. MS (ESI, pos. ion) m/z: 415 (M + 1).

The synthetic route of 90271-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; BAIR, Kenneth, W.; LANCIA, David, R.; LI, Hongbin; LOCH, James; LU, Wei; MARTIN, Matthew, W.; MILLAN, David, S.; SCHILLER, Shawn, E.r.; TEBBE, Mark, J.; WO2014/164749; (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