Indole Building Blocks

245-08-9, 5H-Pyrido[3,2-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

o a 250 ml two-necked flask was added delta -carboline (15 g, 89 mmol), 1-bromo-4-iodobenzene,, CuI (1.1 g, 5.79 mmol), 1,10-phenanthroline (2 g, 11.13 mmol), K3PO4 (47 g, 220 mmol)(Dioxane, 300 ml) were put together and refluxed at 80 to 100 C under nitrogen for 24 hours. After the reaction was completed, methylene chloride(MC) and Celite filter. The filtered solution was distilled under reduced pressure, then extracted with MC and distilled waterAll. The extracted MC layer was extracted with MgSO4 and the solvent was removed by distillation under reduced pressure to obtain a yellow solid. This solidThe white solid (2) was isolated (18.7 g, 65%) using the Column Chromatography method., 245-08-9

As the paragraph descriping shows that 245-08-9 is playing an increasingly important role.

Reference£º
Patent; WS Co., Ltd; Koh, Byung Soo; Kim, Kyu Sik; Kwak, Tae Young; Oh, Yu Jin; (36 pag.)KR2015/9205; (2015); 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.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

6960-42-5, General procedure: First, a solution of a benzoheterocycle (an indole, a benzofuran or abenzo[b]thiophene) (0.3 mmol), an arylsulfonyl hydrazide (0.8 mmol),Cu(OTf)2 (0.2 mmol), HOAc (2 mL) and H2O (0.1 mL) in toluene(1 mL) was stirred at 110 C for 8 h under air. Second, the reaction mixture was quenched with water (10 mL) and extracted with EtOAc(3 ¡Á 10 mL). The combined EtOAc extracts were dried over anhydrous MgSO4 and the solvent removed under reduced pressure. The residue was purified by flash column chromatography on silica gel using PE/EtOAc as the eluent.

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

Reference£º
Article; Chen, Lingjuan; Pu, Jiangxin; Liu, Ping; Dai, Bin; Journal of Chemical Research; vol. 42; 9; (2018); p. 456 – 462;,
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

10242-02-1, 5-Methyl-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: Following the above procedure, the crude reaction mixture was diluted with MeOH and cooled to 0C. Then SOCl2 (36 muL, 0.5 mmol) was added and stirred for 3 h at room temperature. Additional MeOH was added and the reaction mixture was heated to reflux for 6 h. The resulting mixture was quenched with H2O and extracted with EtOAc (3x). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting crude residue was purified by preparative TLC (hexane:EtOAc = 7:3) to afford the desired products 5a-b.

10242-02-1, 10242-02-1 5-Methyl-1H-indole-3-carboxylic acid 18385291, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Yoo, Woo-Jin; Nguyen, Thanh V. Q.; Guiteras Capdevila, Montse; Kobayashi, Shu; Heterocycles; vol. 90; 2; (2015); p. 1196 – 1204;,
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

3770-50-1, Ethyl indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 1H-indole-2-carboxylate (2 mmol) in dry DMF (10 mL) was added NBS (2 mmol). The resulting mixture was stirred at room temperature under nitrogen gas for 12 h. Crushed ice was added into the reaction mixture. White precipitate appeared was collected under vacuum suction, washed with cold water, dried, and re-crystallized from ethanol to get pure product (1) (0.49 g, 90%); mp146-148 C; FTIR (KBr, cm-1) numax: 3377, 3297, 1686,1573, 1515, 740, 642; 1H NMR (400 MHz, CDCl3): delta =9.28 (s, 1H, NH), 7.67 (m, 1H, Ar-H), 7.40 (m, 2H, Ar-H),7.25 (m, 1H, Ar-H), 4.49 (q, J = 7.12 Hz, 2H,COOCH2CH3), 1.47 (t, J = 7.08 Hz, 3H, COOCH2CH3); 13C NMR (100MHz, CDCl3): delta = 161.16 (C,COOCH2CH3), 135.41 (C, C-2), 128.01 (C, C-7a), 126.57(CH, C-4), 121.47 (CH, C-5), 121.33 (CH, C-6), 112.06 (CH, C-7), 98.31 (C-Br, C-3), 61.54 (CH2, COOCH2CH3),14.36 (CH3, COOCH2CH3); ESI-MS (m/z): [M+Na]+Calcd for C11H10BrNO2: 266.98; Found: 289.98., 3770-50-1

As the paragraph descriping shows that 3770-50-1 is playing an increasingly important role.

Reference£º
Article; Singh, Amanjot; Verma, Raman K.; Kuhad, Anurag; Mall, Rajiv; Medicinal Chemistry Research; vol. 26; 4; (2017); p. 745 – 759;,
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

1111638-02-8, 5-Bromo-2-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3.18 g (30.0 mmol) of sodium carbonate in 15 ml of water is added to a solution, kept under nitrogen, of 2.11 g (10.0 mmol) of 5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine and 3.54 g (17.0 mmol) of pinacolyl 1-methyl-1H-pyrazole-4-boronate in 30 ml of DMF. The mixture is heated to 80 C., 462 mg (0.40 mmol) of tetrakis(triphenylphosphine)palladium are added, and the mixture is stirred at 80 C. for 18 hours. The reaction mixture is cooled to room temperature, and 50 ml of water are added. The precipitate formed is filtered off with suction, washed with water and dried in vacuo: 2-methyl-5-(1-methylpyrazol-4-yl)-1H-pyrrolo[2,3-b]-pyridine as grey solid; HPLC/MS (A): 1.68 min, [M+H] 213., 1111638-02-8

As the paragraph descriping shows that 1111638-02-8 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GMBH; Dorsch, Dieter; Hoelzemann, Guenter; Eggenweiler, Hans-Michael; Czodrowski, Paul; US2014/323481; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5416-80-8,2-Methyl-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

INTERMEDIATE 9 – PREPARATION OF 3-(5-Chloro-1 H-indol-3-yl)propan-1-amine. To a solution of 3-(3-Azidopropyl)-5-chloro-1 H-indole (0.299 g; 1.27 mmol) in THF (9 mL) were added triphenylphosphine (0.354 g; 1.34 mmol) and water (0.6 mL). The reaction mixture was stirred at room temperature for 22 hours and was then concentrated under reduced pressure. The residue was dissolved in dichloromethane (10 mL) and 10 mL of 6N hydrochloric acid were added. After separation, the aqueous layer was further extracted with dichloromethane (2×10 mL) and the pH was adjusted to 14 with an aqueous solution of sodium hydroxide 6N. This basic solution was extracted dichloromethane (3×20 mL) and the combined organic layer was dried over magnesium sulphate, and evaporated to afford 0.089 g (34%) of 3-(5-Chloro-1 H-indol-3-yl)propan-1 -amine as a white solid.ESI/APCI(+): 209 (M+H); ESI/APCI(-): 207 (M-H).

5416-80-8, 5416-80-8 2-Methyl-1H-indole-3-carbaldehyde 73166, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&D; REMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2012/80220; (2012); 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.4792-58-9,Ethyl5-methoxyindole-2-carboxylate,as a common compound, the synthetic route is as follows.

i Ethyl 5-hydroxyindole-2-carboxylate Boron tribromide (64.58 g) was added dropwise to a stirred solution of ethyl 5-methoxyindole-2-carboxylate (20 g) in dichloromethane (1000 ml) at -78¡ã C. under an atmosphere of argon. The reaction was allowed to warm to room temperature and stirred for a further 2 hours. The reaction was poured into ice/saturated aqueous sodium hydrogen carbonate solution with stirring and extracted with ethyl acetate. Combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution, water, aqueous saturated sodium chloride solution and dried. The solution was concentrated in vacuo and the residue was purified by column chromatography using 0-60percent diethyl ether: iso-hexane as eluent to yield product as a white solid (9.02 g, 48percent). NMR(CD3SOCD3): delta 1.31 (t, 3H), 4.29 (q, 2H), 6.79 (dd, 1H), 6.90 (dd, 1H), 7.22 (d, 1H), 8.84 (s, 1H), 11.52 (brs, 1H); m/z 206 (MH+)., 4792-58-9

The synthetic route of 4792-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Faull, Alan Wellington; Kettle, Jason Grant; US2003/144339; (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

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

General procedure: 6-(4-Hydroxy-3-methoxyphenyl)hexa-5-ene-2,4-dione (20 mg, 85 mumol) and B2O3 (11 mg, 0.16 mmol) were dissolved in 0.4 mL of AcOEt. To the stirring mixture at 80C was added a solution of 3-hydroxy-2-methoxybenzaldehyde (16 mg, 0.11 mmol) and tributyl borate (25 muL, 93 mumol) in 0.7 mL of AcOEt. After the reaction mixture was stirred at 80C for 2 hours, n-butylamine (10 muL, 0.10 mmol) was added with additional stirring for 1 hour. The reaction mixture was treated with a solution of 1 N HCl and saturated brine (1:1 mixture), stirred at 50C for 5 min, and neutralized by saturated NaHCO3 aqueous solution. The organic layer was directly chromatographed on silica gel (hexane/AcOEt system or CHCl3/MeOH system) to yield the title compound as a solid (10.2 mg) in 32% yield.

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

Reference£º
Article; Okuda, Michiaki; Hijikuro, Ichiro; Fujita, Yuki; Teruya, Takayuki; Kawakami, Hirochika; Takahashi, Takashi; Sugimoto, Hachiro; Bioorganic and Medicinal Chemistry Letters; vol. 26; 20; (2016); p. 5024 – 5028;,
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

98623-50-8, 2-(1H-Indol-5-yl)-N-methylethanesulfonamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,98623-50-8

A solution of 2-(1H-Indol-5-yl)-ethanesulfonic acidmethylamide (1) (3 g, 0.013 mol) in tetrahydrofuran (30 ml)was cooled to -70 to -80oC and then 2M solution of n-BuLi(0.2 g, 0.0031 mol) in THF (1.56 ml) was added drop wise atsame temperature and stirred for 30 minutes at -70 to -80oCfollowed by addition of methyl iodide (7.1 g, 0.05 mol). Theprogress of the reaction was monitored by TLC (mobilephase 8:2 ethyl acetate: hexane). After completion of thereaction, the reaction mass was quenched with isopropylalcohol and the solvent was distilled out under vacuum. Theresidue was taken in water and the compound was extractedwith ethyl acetate. The organic layer was dried over sodiumsulphate and distilled under vacuum at 50oC to give 2-(3-Methyl-1H-indol-5-yl)-ethanesulfonic acid methylamide (17)as white solid. Yield: 2.5 g (76%). Molecular formula:C12H16N2O2S; Calc. C, 57.14; H, 6.35; N, 11.11. Found: C,57.10; H, 6.30; N, 11.00. IR(KBr, numax, cm-1): 3415( -NH strof indole), 3989(-NH str of sulfonamide), 3050(aromatic -CH str.), 2953(aliphatic -CH str), 1517(-C=C str); 1HNMR(400 MHz, delta ppm, CDCl3): 2.67(d, 3H, J = 5.24 Hz,C12-H), 3.16-3.20(m, 2H, C10-H), 3.29-3.33(m, 2H, C11-H),3.75(s, 3H, C13-H), 4.20(q, 1H, NH of amide), 6.42(d, 1H, J= 3.4 Hz, ArC6-H), 7.04-7.07(m, 2H, ArC4-H & C2-H),7.23-7.27(m, 1H, ArC7-H ), 7.45-(s, 1H, NH protons of indole);13C NMR (400 MHz, delta ppm, CDCl3):29.38(C-12),30.08(C-10), 32.95 (C-13),52.72(C-11),100.67 (C-3), 109.72(C-6),120.29(C-7), 121.99(C-4), 128.56(C-2), 128.86(C-8),129.64(C-9), 135.79 (C-5); MS (m/z): 253.

The synthetic route of 98623-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Behera, Ajaya Kumar; Majumdar, Poulomi; Mohanta, Prajna Parimita; Mishra, Sushanta Kumar; Letters in Organic Chemistry; vol. 15; 4; (2018); p. 265 – 269;,
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.84807-09-0,4-(Piperazin-1-yl)-1H-indole,as a common compound, the synthetic route is as follows.,84807-09-0

EXAMPLE 12 1-[N-(2-nitrophenyl)-2-aminoethyl]-4-(4-indolyl)piperazine A mixture containing 0.49 g of N-(2-chloroethyl)-2-nitroaniline, prepared according to the procedure described by Ramage G. R. et al. in J. Chem. Soc. 4406-4409 (1952), 0.55 g of 1-(4-indolyl)piperazine (prepared according to WO 95/33743), 1 mL of triethylamine and 3 mL of DMF was heated at reflux while stirring under nitrogen for 2.5 h. After cooling at room temperature, the mixture was poured into H2O, extracted with CH2Cl2, and the organic phase dried on anhydrous Na2SO4 and evaporated to dryness. The residue was purified via flash chromatography (EtOAc-petrolium ether 3:7) giving 0.35 g (40percent) of the title compound. 1H-NMR (CDCl3, delta): 8.60-8.45 (br, 1H, aniline NH), 8.18 (dd, 1H, aniline H3), 8.20-8.10 (br, 1H, indole NH), 7.43 (td, 1H, aniline H5), 7.20-7.05 (m, 3H, indole H3,6,7), 6.85 (dd, 1H, aniline H4), 6.70-6.57 (m, 2H, aniline H6 and indole H5), 6.50 (t, 1H, indole H2), 3.45 (q, 2H, NHCH2CH2), 3.35-3.25 (m, 4H, piperazine protons), 3.85-2.70 (m, 6H, NHCH2 and piperazine protons).

As the paragraph descriping shows that 84807-09-0 is playing an increasingly important role.

Reference£º
Patent; Recordati S.A. Chemical and Pharmaceutical Company; US6399614; (2002); B1;,
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