Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.942-26-7,5-Chlorotryptamine hydrochloride,as a common compound, the synthetic route is as follows.,942-26-7

Step A: ethyl 1-({[2-(5-chloro-1H-indol-3-yl)ethyl]amino}carbonyl)cyclobutanecarboxylate 23.1 g of 5-chlorotryptamine hydrochloride, 17.3 g of monoethyl cyclobutanedicarboxylate, 36 ml of diisopropylethylamine and 33.7 g of O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate are stirred for 20 hours at ambient temperature in 200 ml of dichloromethane.. After washing with water, drying over sodium sulphate and filtering off the organic phase over Celite, evaporation under reduced pressure enables the expected product to be isolated.

The synthetic route of 942-26-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Les Laboratoires Servier; US6350757; (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

1075-34-9, 5-Bromo-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(2-Methylindol-5-yl)acrylic Acid Methyl Ester A mixture of 5-bromo-2-methylindole (2.10 g, 10.0 mmol), methyl acrylate (1.08 g, 12.5 mmol), palladium acetate (23.2 mg, 0.1 mmol), tri(o-tolyl)phosphine (61.3 g, 0.2 mmol) and triethylamine (3.62 g, 35.8 mmol) was heated under argon in a heavy-walled Pyrex tube at 100 C. for 3 h. The cooled reaction mixture was diluted with DCM (60 mL) and distilled water (30 mL). The organic layer was washed with distilled water (3*25 mL). The aqueous is layer was extracted with DCM (25 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to give a pale yellow solid. Purification by recrystallization with EtOAc gave a pale yellow powder (1.57 g; 73%): mp 172-173 C.; Rf0.35 (C); Rf0.61 (E); numax (KBr): 3295, 1698, 1305, 1282, 1165, 975 cm-1; m/z (EI): 215.1, 184.1, 156.1, 77.2; deltaH (CDCl3, 400 MHz): 2.45 (3 H, s), 3.82 (3 H, s), 6.25 (1 H, s), 6.42 (1 H, d, J=16.0), 7.27 (1 H, d, J=8.0), 7.35 (1 H, d, J=8.0), 7.69 (1 H, s), 7.85 (1 H, d, J=16.0), 8.15 (1 H, bs); deltaC (CDCl3, 101 MHz): 14.0, 51.8, 101.5, 111.0, 114.5, 121.1, 121.4, 126.5, 129.7, 136.7, 137.7, 147.4, 168.6; m/z calculated for C13H13NO2: 215.0946 (M+), found 215.0945 (M+)., 1075-34-9

1075-34-9 5-Bromo-2-methylindole 5003968, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Queen’s University at Kingston; US2003/114441; (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.26340-49-8,2-Iodo-1H-indole,as a common compound, the synthetic route is as follows.

26340-49-8, To dry is added into the reactor 1, 3, 5, 7 – four (3, 5 – diiodosalicylic -4 – octoxy) phenyl nitrogen mixed fluorine boron glimmer (403.4 mg, 0 . 20 mmol), 3 – (2 – iodo) indole (145.8 mg, 0 . 60 mmol), copper acetate (109.0 mg, 0 . 60 mmol), 2, 2 – bipyridyl (15.6 mg, 50 mol %), tetrabutyl ammonium fluoride (104.6 mg, 0 . 40 mmol), 1, 2 – dichloroethane (0.5 ml), acetonitrile (0.5 ml), under the protection of nitrogen, in the 120 C reaction under the condition of 2 hours. Cooling to room temperature after the completion of reaction, adding 10 ml dichloromethane dilution, then diatomite filter in combination with 10 – 20 ml of dichloromethane washing, removal of the solvent under reduced pressure, the residue by silica gel column chromatography (eluant: gradient elution: ethyl acetate/petroleum ether/dichloromethane=1/10/1 – 1/6/1, v/v) separation and purification, after vacuum drying to have a metallic luster of the brown solid target product R1 For 4 – dimethylamino, R2 For the 5 – cyano, R3 For the 5, 7 – dimethyl -7 carboxyl substituted indole target product 274.9 mg, yield 55%.

As the paragraph descriping shows that 26340-49-8 is playing an increasingly important role.

Reference£º
Patent; Sichuan University; Wu Di; Jiang Ruyong; You Jingsong; (10 pag.)CN107189488; (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

1092114-59-4, 3-Iodo-1H-indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound 69b: 3-iodo-l-tosyl-l/7-indole-5-carbonitrileTo a solution of 3-iodo-l//-indole-5-carbonitrile (2 g, 7.40 mmol) in DMF (20 mL) was added 60% NaH (538 mg, 22.38 mmol) portion wise at 0 C and the reaction was stirred for 10 min RT. To the above mixture at 0 C, p-TsCl (2.2 g, 11.19 mmol) solution in DMF (4 mL) was added and stirred for further 2 h at RT. The reaction was quenched with ice cold H20 (20 mL). The resulting suspension was filtered and the solid was washed with H20 (10 mL) and dried. The crude was purified with silica gel chromatography (eluent: 20% EtOAc in petroleum ether) to afford 3-iodo-l-tosyl-l//-indole-5-carbonitrile (3.0 g, 95.5%) as an off brown solid. .H NMR (400MHz, DMSO-d6): delta 8.30 (s, 1H), 8.13 (d, J=8.8Hz, 1H), 7.98 (d, J=8.4Hz, 2H), 7.87-7.81 (m, 2H), 7.43 (d, J=8.0Hz, 2H), 2.32 (s, 3H).

1092114-59-4, As the paragraph descriping shows that 1092114-59-4 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (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.15903-94-3,6-(Benzyloxy)-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: A test tube containing 7-nitro-3-phenyl-2H-benzo[b][1,4]oxazin-2-one (0.1 mmol), indole (0.1 mmol) and chiral phosphoric acid (8.7 mg, 0.01 mmol) was added 1.0 mL acetone, then the mixture was stirred at room temperature until the reaction was complete (monitored by TLC). Finally, the reaction mixture was directly poured to the column chromatograpy, using petroleum ether:ether acetate (5:1) as eluent to afford product., 15903-94-3

As the paragraph descriping shows that 15903-94-3 is playing an increasingly important role.

Reference£º
Article; Zhao, Yunlong; Wang, Longsheng; Zhao, Junling; Tetrahedron Letters; vol. 58; 3; (2017); p. 213 – 217;,
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

93957-49-4, 3-(4-Fluorophenyl)-1-isopropyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

93957-49-4, EXAMPLE 1 3-(4-Fluorophenyl)-1-isopropyl-1H-indole-2-carbaldehyde 5.77 g (78.96 mmol) of DMF are weighed into a 100 ml three-necked round-bottomed flask, equipped with a magnetic stirrer, thermometer, dropping funnel, reflux condenser and nitrogen delivery line, and cooled, with stirring, to 3 C. 12.11 g (78.96 mmol) of phosphorus oxychloride are then slowly added dropwise so that the internal temperature does not exceed 10 C. The reaction mixture is then heated to 80 C. and 10 g (39.48 mmol) of 3-(4-fluorophenyl)-1-isopropyl-1H-indole, dissolved in 10 ml of DMF, are added dropwise in the course of 30 min. Stirring is subsequently carried out for 1.5 hours at that temperature. Cooling and dilution with 10 ml of DMF are then carried out. The reaction mixture is transferred into a dropping funnel and, with stirring, slowly added dropwise at 40 C. to 10 g (0.25 mol) of sodium hydroxide in 200 ml of water. The aqueous phase is extracted four times with 50 ml of toluene and the combined organic phases are washed six times with 100 ml of water. Subsequently, 10 g of silica gel are added, the mixture is stirred for 1 hour and filtration is carried out, followed by washing three times with 50 ml of toluene and concentration by evaporation. 10.17 g of a brown oil are obtained, which is dissolved in 100 ml of hexane under reflux. 10 g of silica gel are added, and filtration is carried out while hot, followed by washing three times with 50 ml of hot hexane. The filtrate is concentrated by evaporation and the residue is recrystallized from 94% ethanol. Slightly beige crystals having a melting point of from 89.5 to 91 C. are obtained.

The synthetic route of 93957-49-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wolleb, Annemarie; Wolleb, Heinz; US2003/166946; (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

318-54-7, 2,2,2-Trifluoro-1-(1-methyl-1H-indol-3-yl)ethanol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a chilled (-780C) solution of 5-bromo-l-(4-fluorophenyl)-3-methyl-l,3-dihydro- benzimidazol-2-one (80 mg, 0.25 mmol) in anhydrous THF (3 mL) was added tert-butyllithium (0.2 mL of 1.7 M solution in heptane, 0.34 mmol). After 1 minute, a chilled (-780C) solution of 2,2,2-trifluoro-l-(l-methyl-lH-indol-3-yl)ethanone (57 mg, 0.25 mmol) in anhydrous TetaF (1 mL) was added. After 10 minutes, the mixture was quenched with ammonium chloride solution and extracted with three 15 mL portions of methylene chloride. The combined organic layers were washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to afford a brownish oil. The residue was purified by column chromatography over silica gel eluting with 0-10% ethyl acetate in methylene chloride to afford 15 mg of the title compound as a white powder. MS m/z 470 (MH+).

318-54-7, 318-54-7 2,2,2-Trifluoro-1-(1-methyl-1H-indol-3-yl)ethanol 3524388, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/70507; (2008); A2;,
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.125872-95-9,6-Bromo-1-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Preparation of 2-(6-bromo-1-methyl-1H-indol-3-yl)ethanol To a solution of 6-bromo-1-methyl-1/1-indole (18.0 g, 85.6 mmol) in diethyl ether (180 mL) at 0 C., was added oxalyl chloride (13.1 g, 103 mmol) dropwise under a nitrogen atmosphere. The resulting mixture was allowed to warn to room temperature and stirred for 1 h. After this time, methanol (15 mL) was added and the reaction stirred at room temperature further for 24 h. After this time, the reaction was filtered and the filter cake washed with water (20 mL), then cold diethyl ether (20 mL). The filter cake was dissolved in methylene chloride (100 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate concentrated under reduced pressure to afford methyl 2-(6-bromo-1-methyl-1H-indol-3-yl)-2-oxoacetate which was used in the next step without purification. A suspension of methyl 2-(6-bromo-1-methyl-1H-indol-3-yl)-2-oxoacetate (18.0 g, 60.8 mmol) in tetrahydrofuran (200 mL) was treated with 2 M borane dimethylsulfide complex in tetrahydrofuran (121 mL) and stirred at reflux for 5 h. After this time, the reaction was cooled to room temperature, diluted with water (50 mL) and saturated aqueous sodium bicarbonate (100 mL) and extracted with diethyl ether (3*250 mL). The combined organic layers were washed sequentially with water and brine, dried over sodium sulfate, filtered and the filtrate concentrated under reduced pressure to afford 2-(6-bromo-1-methyl-1H-indol-3-yl)ethanol as a white solid: 1H NMR (400 MHz, CDCl3) d 7.46 (d, J=8.4 Hz, 1H), 7.46 (d, J=1.6 Hz, 2H), 7.22 (dd, J=8.4, 1.6 Hz, 1H), 6.92 (s, 1H), 3.88 (t, J=6.4 Hz, 2H), 3.73 (s, 3H), 2.99 (t, J=6.4 Hz, 3H).

125872-95-9, 125872-95-9 6-Bromo-1-methyl-1H-indole 15546854, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Gilead Connecticut, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Kropf, Jeffrey E.; Lee, Seung H.; Mitchell, Scott A.; Schmitt, Aaron C.; Xu, Jianjun; Zhao, Zhongdong; US2014/148430; (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.318-54-7,2,2,2-Trifluoro-1-(1-methyl-1H-indol-3-yl)ethanol,as a common compound, the synthetic route is as follows.

General procedure: One of compounds 3a-3f (20 mmol) was dissolved in DMF (10 mL). Trifluoroacetic anhydride (4.2 mL, 30 mmol) was added dropwise at 0C. After stirring for 3.5 h, water was added, the solid filtered off and treated with 20% NaOH (40 mL, 0.2 mol) at 55C overnight. Upon cooling down, the solution was extracted with Et2O. The aqueous phase was acidified with concentrated HCl and the residue was filtered off to give one of compounds 4a-4f., 318-54-7

The synthetic route of 318-54-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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

27034-51-1, Ethyl 6-chloroindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 2.3: B-Chloro-S-formyl-I H-indole^-carboxylic acid ethyl esterThe title compound is prepared according to a published literature procedure (see J. Med. Chem. 2005, 48, 995-1018.) A solution of beta-chloro-I H-indole^-carboxylic acid ethyl ester ( 5.0 g, 22.4 mmol) (commercially available from 3D Medical Systems Inc.) and POCI3 (2.46 mL, 26.8 mmol) in DMF (15 ml_) is heated at 50 0C for 28h. After completion, the reaction mixture is quenched by aqueous NaHCO3, Et2O is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords the title compound as a colorless powder; ES-MS: M- = 250.1 ; HPLC: AtRet = 4.67 min., 27034-51-1

Big data shows that 27034-51-1 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2008/119741; (2008); A2;,
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