Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

2795-41-7, A. 6-Fluoro-3-(2-nitropropenyl)-1 H-indole was prepared by combining 6-fluoroindole-3-carboxaldehyde (485 mg, 2.97 mmol), nitroethane (6.0 mL), and ammonium acetate (250 mg, 3.27 mmol). The reaction solution was allowed to reflux 2 hours. The reaction solution was diluted with EtOAc (100 mL), washed with H20 (50 mL x 2), partitioned, dried over Na2SO4, filtered, and concentrated under reduced pressure to provide 560 mg (86 % yield) of 6-fluoro-3-(2-nitropropenyl)-1H- indole ; 1H NMR (CDCI3) b 11.03 (1H, brs), 8.41 (1H, s), 7.63 (1H, dd), 7.50 (1H, s), 7.06 (1H, dd), 6.92 (1H, t), 2.44 (3H, s); TLC (SiO2 plate, 100 % DCM) Rif-0 7

2795-41-7 6-Fluoroindole-3-carboxaldehyde 262903, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; X-CEPTOR THERAPEUTICS, INC.; WO2003/99821; (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

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

938465-52-2, To a solution of Intermediate 1(500 mg, 2.04 mmol) in CH3COOH (20 mL) was added NBS (381 mg, 2.14 mmol) and then stirring at rt overnight. The mixture was poured intoH20 (100 mL), filtered to afford 8-bromo-1-chloro-5H-pyrido[4,3-bjindole-4- carboxamide.1HNMR (300MHz, DMSO-d6) oe12.30 (s, 1H), 8.80 (s,1 H),8.46 (s, 1 H), 8.35- 8.38 (m, 1 H), 7.69-7.82 (m, 3 H) ppm.

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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.1059630-08-8,(4aS,9bR)-Ethyl 6-bromo-3,4,4a,5-tetrahydro-1H-pyrido[4,3-b]indole-2(9bH)-carboxylate,as a common compound, the synthetic route is as follows.

To a degassed mixture of (4aS,9bR)-ethyl 6-bromo-3,4,4a,5- tetrahydro-lH-pyrido[4,3-b]indole-2(9bH)-carboxylate (1.60 g, 8.0 mmol), 2-chloro-2,2- dideuterio-N-methylacetamide (1.74 g, 16 mmol), and KI (2.68 g, l6mmol) in dioxane (28 mL), diisopropylethylamine (2.8 mL, 16 mmol) is added at room temperature. The reaction mixture is then heated to 104 C under vigorous stirring for 20 h. Solvents are removed under vacuum and the residue is suspended in dichloromethane (50 mL) and extracted with water (20 mL). The organic phase is separated, dried over K2CO3 and concentrated to a residue. (0256) The product is purified by silica gel column chromatography using a gradient of 0 – 100% mixed solvents [ethyl acetate/methanol (10 : 1 v/v) ] in ethyl acetate to yield (4aS,9bR)-ethyl 6-bromo-5-(l,l-dideuterio-2-(methylamino)-2-oxoethyl)-3,4,4a,5-tetrahydro-lH-pyrido[4,3- b]indole-2(9bH)-carboxylate a brown solid (1.15 g, yield 36%). MS (ESI) m/z 398.1 [M+l] +.

1059630-08-8, As the paragraph descriping shows that 1059630-08-8 is playing an increasingly important role.

Reference：
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; DAVIS, Robert; (46 pag.)WO2019/183546; (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

93490-31-4, 4-Chloro-6-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

93490-31-4, 4-Chloro-6-methoxy-1H-indole (250 mg, 1.38 mmol) was dissolved in DCM (5 mL) and pyridine (0.334 mL, 4.13 mmol) was added. The solution was cooled to ~ 0 ^C, and a solution of trichloroacetyl chloride (0.231 mL, 2.07 mmol) in DCM (1 mL) was added over the course of about 30 min. The cooling bath was removed and the reaction mixture was stirred at rt overnight. All the volatiles are removed under reduced pressure. The mixture was then stirred with ethanol-water (1:1, 15 mL) for 10 min, and the product was filtered off and dried. Further purification by silica gel flash chromatography eluting with 0-100% ethyl acetate gradient in hexanes to give 2,2,2-trichloro-1-(4-chloro-6-methoxy-1H-indol-3- yl)ethanone (320 mg).

As the paragraph descriping shows that 93490-31-4 is playing an increasingly important role.

Reference：
Patent; VTV THERAPEUTICS LLC; ANDREWS, Robert, Cart; POLISETTI, Dharma, Rao; VICTORY, Samuel; SUNDERMANN, Kurt; REN, Tan; (190 pag.)WO2018/9539; (2018); 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

1065181-58-9, Ethyl 5-bromo-1H-indole-7-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 59:Ethyl S-bromo-S^jtheta-dimethyltetrahydro^H-thiopyran^-ylJ-IH-indole-y-carboxylate.2,6-Dimethyltetrahydro-4H-thiopyran-4-one (0.293g, 2.03mmol) was dissolved in dichloromethane (35ml_) in an oven dried flask containing 3 A molecular sieves and stirred under argon at 0 0C. TMS-OTf (0.451 g, 2.03mmol, 0.36 ml.) was added slowly to the mixture over 10 min. Ethyl 5-bromo-1 /-/-indole-7-carboxylate (0.293g, 2.031 mmol) was dissolved in DCM (1OmL) and added to the reaction via syringe pump over 2 hours, after which it was stirred for 3 hours between 0 and 10 0C. The reaction was cooled to 0 0C and triethylsilane (0.353 g, 0.485 ml_, 3.04 mmol) was then added all at once and the reaction was stirred at room temperature overnight. The reaction was then quenched with a saturated sodium bicarbonate solution, filtered, then extracted with DCM. The combined organics were washed with water. The combined aqueous layers were back-extracted with DCM. The combined organics were washed with brine, dried with MgSO4, and concentrated. The crude compound was purified on Combiflash silica column with 0-30% EA/DCM to give 0.212g (26%) of the the title compound. LC/MS: m/z 397 (M+H), Rt 1.51 min.

1065181-58-9, 1065181-58-9 Ethyl 5-bromo-1H-indole-7-carboxylate 59332585, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (2008); 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.885519-01-7,6-Bromo-4-chloro-1H-indole,as a common compound, the synthetic route is as follows.

885519-01-7, To a solution of 6-bromo-4-chloro-lH-indole (1 g, 4.34 mmol) in N,N-dimethylformamide (10 ml) and cooled to 0C was added sodium hydride (0.208 g, 5.21 mmol) and the reaction mixture was stirred at 0C during 1 hour. Benzenesulfonyl chloride (0.668 ml, 5.21 mmol) was added and rhe reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with a saturated NH4CI solution and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluting with 5-40% ethyl acetate in cyclohexane) to give 6- bromo-4-chloro-l-(phenylsulfonyl)-lH-indole (1.57 g, 98%) as a beige solid. LC/MS (Method i) Rt = 2.71 min.; no ionisation NMR (DMSO-d6, 300MHz): delta 8.05 (m, 4H), 7.75 (m, 1H), 7.65 (m, 3H), 6.90 (dd, J=3.8, 0.8 Hz, 1H)

The synthetic route of 885519-01-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; ARGIRIADI, Maria A.; BREINLINGER, Eric; CUSACK, Kevin P.; HOBSON, Adrian, D.; POTIN, Dominique; BARTH, Martine; AMAUDRUT, Jerome; POUPARDIN, Olivia; MOUNIER, Laurent; KORT, Michael, E.; (392 pag.)WO2016/198908; (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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

4,6-Dichloro-1H-indole-2-carboxylic acid (500 mg, 2.17 mmol), N,0- dimethylhydroxylamine hydrochloride (423 mg, 4.34 mmol), HOBt (332 mg, 2.17 mmol), EDC hydrochloride (874 mg, 4.56 mmol) and triethylamine (1.32 mL, 8.68 mmol) were dissolved in anhydrous dimethylformamide (40 mL). The mixture was stirred for overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water, saturated NLLCl, 10% NaOH and brine. The organic layer was dried over Na2S04, and it was concentrated under reduced pressure. The residue was purified on an ISCO chromatograph (0-50% ethyl acetate/hexane) to give product as a white solid (505 mg, 85%); ‘H NMR (300 MHz) (DMSO-de) d 12.10 (bs, 1H), 7.45 (d, J= 1 Hz, 1H), 7.24 (d, J= 1 Hz, 1H), 7.09 (s, 1H), 3.80 (s, 3H), 3.33 (s, 3H).

101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LAVOIE, Edmond, J.; SAGONG, Hye Yeon; PARHI, Ajit, K.; (144 pag.)WO2019/99402; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.288385-93-3,4-Fluoro-5-methoxy-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

To a solution of 4-fluoro-5-methoxy-2-methylindole (709 mg, 3.95 mmol) in methylene chloride (9 ml) cooled at -30 C. was added a solution of boron tribromide (2.18 g, 8.7 mmol) in methylene chloride (1 ml). After stirring for 1 hour at ambient temperature, the mixture was poured onto water and was diluted with methylene chloride. The pH of the aqueous layer was adjusted to 6. The organic layer was separated, washed with water, brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography, eluding with ethyl acetate/petroleum ether (3/) to give 4-fluoro-5-hydroxy-2-methylindole (461 mg, 70%). MS-ESI: 166 [MH]+ 1H NMR Spectrum: (DMSOd6) 2.35 (s, 3H); 6.05 (s, 1H); 6.65 (dd, 1H); 6.9 (d, 1H); 8.75 (s,1); 10.9 (s, 1H) 13C NMR Spectrum: (DMSOd6) 13.5; 94,0; 106,0; 112; 118.5 (d); 132 (d); 136 (d); 136.5; 142.5 (d), 288385-93-3

The synthetic route of 288385-93-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/199491; (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

31241-19-7, 5-Methoxy-2,3,3-trimethyl-3H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6b: 5-methoxy-1,2,3,3-tetramethylindoleninium iodide. A mixture of 5-methoxy-2,3,3-trimethylindolenine (17 g, 0.095 mole) and methyl iodide (16.1 g, 0.114 mole) in benzene (120 ml) was heated in an autoclave at 70C for 16 hours. The precipitate was filtered off, washed with benzene and crystallized in methanol (70 ml) and benzene (70 ml). A light-brown powder (21.0 g, 67%) was thus obtained.

31241-19-7, 31241-19-7 5-Methoxy-2,3,3-trimethyl-3H-indole 11095392, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Corning S.A.; EP1044978; (2000); 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.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound., 399-67-7

As the paragraph descriping shows that 399-67-7 is playing an increasingly important role.

Reference：
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
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