Tag: M.W:100-200

885518-25-2, 6-Fluoro-1H-indol-4-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,885518-25-2

Step D: l-(4-chlorobenzyl)-6-fluoro-lH-indol-4-amineA mixture of 6-fluoro-lH-indol-4-amine (5 g, 0.033 mol), 4-chlorobenzyl chloride (5.55 g, 0.035 mol) and sodium hydroxide (1.32 g, 0.033 mol) was heated at 60 C for 3 h. The solvent was evaporated and the residue was dissolved in EA (150 mL) and water (70 mL). The aqueous layer was extracted with EA and washed with brine (100 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel flash chromatography (PE: EA = 8 1) to afford the title compound. LC/MS m/z = 275.1 [M+H]+.

885518-25-2 6-Fluoro-1H-indol-4-amine 24728022, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; CRESPO, Alejandro; LAN, Ping; MAL, Rudrajit; OGAWA, Anthony; SHEN, Hong; SINCLAIR, Peter J.; SUN, Zhongxiang; BUNTE, Ellen K. Vande; WU, Zhicai; LIU, Kun; DEVITA, Robert J.; SHEN, Dong-Ming; SHU, Min; TAN, John Qiang; QI, Changhe; WANG, Yuguang; BERESIS, Richard; WO2012/97744; (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

879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

879-37-8, EXAMPLE 134 S-3-(5-hydroxymethyl-4,5-dihydro-6H-[1,4]diazepino[6,7,1-hi]indol-1-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione [0796] To a suspension of indole-3-acetamide (0.501 g, 2.34 mmol) and (S-6-(tert-butoxycarbonyl)-5-(tert-Butoxy)methyl-4,5-dihydro-6H-[1,4]diazepino[6,7,1-hi]indol-1-yl)oxo-acetic acid methyl ester (1.00 g, 2.34 mmol) in tetrahydrofuran (10 ml) at 0 C. was added potassium tert-butoxide (9.36 mmol, 9.36 ml, 1M in THF). The reaction was allowed to warm to 20-24 C. and stirred for 15 hours. The reaction was quenched with concentrated hydrochloric acid (5 ml) and stirred for 30 minutes. The reaction was then basified with 5N sodium hydroxide and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was dissolved in ethanol (10 ml) and 5N hydrochloric acid (10 ml) was added. The reaction mixture was then stirred for 30 minutes, cooled to room temperature and concentrated under reduced pressure. The residue was made basic with 5N sodium hydroxide and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over magnesiun sulfate, filtered and concentrated under reduced pressure. The residue was then subjected to silica gel chromatography, eluting with ethyl acetate:methanol (9:1). Fractions containing the desired compound were combined and concentrated under reduced pressure to provide 0.60 g (65%) of the title compound as a red solid. [0797] MS (ES, m/z) (M+1)=413.0.

879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Al-Awar, Rima Salim; Hecker, Kyle Andrew; Ray, James Edward; Huang, Jianping; Joseph, Sajan; Li, Tiechao; Paal, Michael; Rathnachalam, Radhakrishnan; Shih, Chuan; Waid, Philip Parker; Zhou, Xun; Zhu, Guoxin; US2003/229026; (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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 6-Fluoro-3-(2-nitropropenyl)-1H-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 H2O (50 mL*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 (CDCl3) delta 11.03 (1H, br s), 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) Rf=0.7., 2795-41-7

As the paragraph descriping shows that 2795-41-7 is playing an increasingly important role.

Reference：
Patent; Busch, Brett; Flatt, Brenton T.; Gu, Xiao-Hui; Martin, Richard; Mohan, Raju; Wang, Tie-Lin; Wu, Jason H.; US2005/54634; (2005); 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

2795-41-7, 6-Fluoroindole-3-carboxaldehyde 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 10 (0.5 mmol) and 1H-indole-3-carbaldehydederivatives 11 (0.5 mmol) in 2mL anhydrous methanol, AlCl3(0.05 mmol) was added then the mixture was stirred for 4-8 h in15 mL heavy-wall pressure vessel at 70C. When the completion ofreaction (TLC check), the mixture was naturally cooled to roomtemperature, and the resulting solidwas filtered. The crude productwas purified by silica gel column chromatography or recrystallizationin ethyl acetate to afford target compounds 12a-m as whitesolid with yield ranged from 56% to 75%., 2795-41-7

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

Reference：
Article; Zhai, Min’an; Liu, Shiyuan; Gao, Meiqi; Wang, Long; Sun, Jun; Du, Jianan; Guan, Qi; Bao, Kai; Zuo, Daiying; Wu, Yingliang; Zhang, Weige; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 426 – 435;,
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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Chloro-1H-indole-3-carbaldehyde (100 mg, 0.56 mmol) in MeOH (10 mL) was treated with hydroxylammonium chloride (43 mg, 0.61 mmol), stirred at 23 C for 3 h and treated with nickel(ll) chloride hexahydrate (139 mg, 0.59 mmol). The mixture was cooled to – 78 C, treated portionwise with sodium borohydride (421 mg, 1 1.1 mmol), stirred at -78 C for 1 h before being warmed to RT slowly and stirred until gas evolution had ceased. The mixture was filtered through a syringe filter and evaporated. The residue was dissolved in aqueous 1 % NH3 (30 mL), extracted with EtOAc (3 x 20 mL), dried over anhydrous Na2S04, filtered and evaporated to give the crude ((7-chloro-1 indol-3-yl)methanamine (100 mg, 99%). The product was unstable and was used immediately in the next step without further purification., 1008-07-7

As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (138 pag.)WO2018/229197; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.883526-76-9,1,5-Dimethyl-1H-indole-2-carbaldehyde,as a common compound, the synthetic route is as follows.,883526-76-9

General procedure: 1-methyl-1H-indole-2-carbaldehyde (6.3 mmol) wasdissolved in 20 mL of toluene. (Triphenylphosphoranylidene)-2-propanone (9.4mmol) was added and the mixture was heated at 120 C for 12 h. After cooling,the solvent was removed in vacuo. Then the residue was poured into ether andfiltered to remove Ph3P=O. The filtrate was concentrated and theresidue was purified by column chromatography (petroleum ether : ethyl acetate= 10:1 to 8:1) to give the product 1

883526-76-9 1,5-Dimethyl-1H-indole-2-carbaldehyde 23004693, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Su, Tao; Han, Xiuling; Lu, Xiyan; Tetrahedron Letters; vol. 55; 1; (2014); p. 27 – 30;,
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, The synthetic route of 399-67-7 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.

To a stirred suspension of 3,5-dibromopyrazin-2-amine (3.48 g, 13.7 mmol) and IH- indol-5 -amine (2.00 g, 15.0 mmol) in EtOH (3.5 mL) was added diisopropylethylamine [DIEA] (2.60 mL, 15.0 mmol). The resulting mixture was stirred for 48 hr at 800C, after which it was partitioned between EtOAc and H2O. The organic layer was separated, after which it was washed with brine, dried over Na2SO4, filtered, and evaporated in vacuo to yield a residue that was purified via silica gel chromatography eluting with 1: 1 EtOAc :hexanes to yield the title compound (1.75 g, 42%) as a red/brown solid. 1H NMR (DMSO- d6, 300 MHz): delta 10.98 (s, IH), 8.22 (s, IH), 7.83 (s, IH), 7.31-7.28 (m, 3H), 7.19 (d, / = 8.7 Hz, IH), 6.43 (s, 2H), 6.36 (s, IH); HPLC retention time: 2.07 minutes; MS ESI (m/z): 304.2/306.2 (M+l)+, calc. 303, 5192-03-0

The synthetic route of 5192-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; WO2010/68483; (2010); 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.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

Example 1.9 Synthesis of 5-Hydroxy-1,2,3,3-Tetramethyl-3H-Indolium Iodide This compound was prepared by the general synthesis method 1c) from 4.0 g of 5-methoxy-2,3,3-trimethyl-3H-indole, 16 mL of acetic acid and 16 mL of 48% hydrobromic acid solution. Yield (intermediate): 2.45 g of 5-hydroxy-2,3,3-trimethyl-3H-indole (66% of the theoretical). 1.0 g of the intermediate thus obtained was alkylated with 1.66 g of methyl iodide and 10 mL of methanol according to variant 3 under 1b). Yield: 1.36 g of 5-hydroxy-1,2,3,3-tetramethyl-3H-indolium iodide (75% of the theoretical). Melting point: 245-247 C. 1H-NMR (D6-DMSO): delta=1.46 ppm (s, 6H); 2.66 ppm (s, 3H); 3.89 ppm (s, 3H); 6.93 ppm (dd, 3J=9 Hz, 4J=2 Hz, 1H); 7.11 ppm (d, 4J=2 Hz, 1H); 7.67 ppm (d, 3J=9 Hz, 1H); 10.22 ppm (s, exchanges with D2O, 1H). FAB mass spectrum: M+=190.10 (100% rel. intensity), 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; Sauter, Guido; Braun, Hans-Juergen; Reichlin, Nadia; US2003/79301; (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

343-93-1, 1-(6-Fluoro-1H-indol-3-yl)-N,N-dimethylmethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of the Compound of Formula IIIA detailed synthesis of the compound of Formula III from the compound of Formula II is provided below in Scheme III. Step-Wise Procedure:(6-Fluoro-1H-indol-3-ylmethyl)-dimethylamine (65 g), KCN (31 g), DMF (195 ml) and water (104 ml) were charged to the reactor. The reaction mixture was heated to about 100-105 C. (strong reflux) for about 5-8 hours. The reaction mixture was cooled to 20-25 C. Water (780 ml) and toluene (435 ml) were charged to the reactor and the mixture was stirred vigorously for >2 hours. The organic and aqueous layers were separated. The organic layer was washed with 5% NaHCO3 (6×260 ml), 2M HCl (260 ml), 5% NaHCO3 (260 ml) and 5% NaCl (260 ml), respectively. The organic layer was filtered and concentrated to dryness. MeOH (260 ml) was added and the solution was concentrated to dryness. The compound of Formula III was isolated as a brown oil. Yield: 90%. Purity by HPLC (280 nm): 95%. MS m/z: 193 (M+H)+., 343-93-1

As the paragraph descriping shows that 343-93-1 is playing an increasingly important role.

Reference：
Patent; H. LUNDBECK A/S; US2011/152539; (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