Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23690-49-5,2-(1H-Indol-5-yl)acetonitrile,as a common compound, the synthetic route is as follows.

EXAMPLE 22 3-[[4-(2-Phenylethyl)amino]-1-cyclohexen-1-yl]-1H-indole-5-acetonitrile 1H-indole-5-acetonitrile1 (0.25 g, 0.0016 mol), 4-[(2-phenylethyl)amino]cyclohexanone (0.522 g, 0.0024 mol) and pyrrolidine (0.5 mL) were dissolved in EtOH (80 mL) and refluxed for 24 h. A TLC (silica gel, 50% EtOAc in Hexane) showed that the reaction was not occurring, thus, the solvent volume was reduced in vacuo to a final volume of 5 mL. An additional equivalent of 4-[(2-phenylethyl)amino]cyclohexanone (0.0024 mol) and pyrrolidine (2 mL) was added. The reaction was heated at reflux for 4 h. The solvent was removed in vacuo. Silica gel chromatography (95:5:0.5 CH2 Cl2 -MeOHNH4 OH) of the residue yielded the product (0.275 g, 35%). The viscous yellow oil was dissolved in EtOAc and treated with fumaric acid in MeOH to afford the fumarate salt (0.132 g, 40%): mp 238-242 C. Anal. Calcd for C24 H25 N3.0.6 C 4 H4 O4: C 74.59; H 6.50; N 9.88. Found: C 74.66; H 6.61; N 9.80.

23690-49-5, The synthetic route of 23690-49-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US5468767; (1995); 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

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

31241-19-7, General procedure: In parallel, substituted hydrazines 1 (4.0 g, 22.25 mmol) were reacted with 3-methylbutanone(3 mL, 28.04 mmol) in acetic acid and heated to a 100 C for 24 h. The solution was then neutralizedusing sodium bicarbonate and extracted using dichloromethane; affording substituted indolenineheterocycles 2 which was dried under reduced pressure. The heterocycles 2 were then reacted withan alkyl halide in acetonitrile at 100 C for 12-18 h. The quaternary ammonium salts 3 were precipitatedwith diethyl ether, and collected.

The synthetic route of 31241-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Levitz, Andrew; Marmarchi, Fahad; Henary, Maged; Molecules; vol. 23; 2; (2018);,
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

399-67-7, 7-Fluoro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,399-67-7

To a solution of 7-fluoro-1H-indole-2-carboxylic acid (78 mg, 0.435 mmol), (R)-2- (4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5 -(piperidin-3-yl)benzofuran-3 – carboxamide (100 mg, 0.2 18 mmol) in DCM (1 ml) was added N,N-diisopropylethylamine (169 mg, 1.306 mmol), and the reaction mixture stirred for 5 mm at RT. Then 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (415 mg, 0.653 mmol) was added to the reaction mixture and stirred at RT overnight under N2 protection. The reaction mixture was concentrated under vacuum, then applied onto a silica gel column and eluted with 0-30% MeOH/EtOAc. This resulted in 68 mg (50.3%) of (R)-5-( 1 -(7-fluoro- 1 H-indole-2-carbonyl)piperidin-3-yl)-2-(4-fluorophenyl)-N-methyl-6- (N-methylmethylsulfonamido)benzofiiran-3-carboxamide as white solid. LC-MS (ES, mlz)C32H30F2N4055: 620; Found: 621 [M+H]b.

The synthetic route of 399-67-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; LAI, Zhong; DAI, Xing; XIAO, Dong; LONDON, Clare; ZORN, Nicolas; NARGUND, Ravi; PALANI, Anandan; MCCOMAS, Casey C.; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/205592; (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.399-51-9,6-Fluoro-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: A 50 mL round-bottomed flask equipped with a magnetic stirringbar was charged with the appropriate indole 1 (0.5 mmol,1.0 equiv), 37% aq HCHO (0.5 mmol, 0.0406 g, 1.0 equiv), 25% aqNH3 (1.0 mmol, 0.0681 g, 2.0 equiv), FeCl3 (0.01 mmol, 0.0016 g,2 mol%), and DMF (2 mL). The flask was fitted with a reflux condenser,and the mixture was stirred at 130 C under open air.When the reaction was complete (TLC), the mixture was cooledto r.t., diluted with sat. aq NaCl (10 mL) and 0.5 M aq HCl (2 mL),and extracted with EtOAc (3 x 7 mL). The organic layers werecombined, washed with sat. aq NaHCO3 (10 mL) and sat. aq NaCl(10 mL), dried (Na2SO4), and concentrated under reduced pressure.The residue was purified by flash column chromatography(silica gel, hexane-EtOAc).

399-51-9, As the paragraph descriping shows that 399-51-9 is playing an increasingly important role.

Reference：
Article; Wang, Qing-Dong; Zhou, Bin; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing; Synlett; vol. 28; 19; (2017); p. 2670 – 2674;,
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

21296-93-5, 5-Chloro-2,3-dimethyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,21296-93-5

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.

21296-93-5 5-Chloro-2,3-dimethyl-1H-indole 2772413, aindole-building-block compound, is more and more widely used in various fields.

Reference：
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

343-90-8, 1-(5-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

Example 46: Intermediate 47–Diethyl [ (5-fluoro-lH-indol-3-yl) methyl] (methyl) malonate [0431] A solution of 5-fluorogramine (15. 5g, 80. 6MMOL) in acetonitrile (450mL) was treated with diethyl methylmalonate (20. 8mL, 121MMOL) and tributylphosphine at reflux for 17 hours. The cooled reaction is concentrated under reduced pressure and dissolved in ethyl acetate (1. 5L), washed with 1N aqueous HC1 (500ML), saturated aqueous NaCl (500ML), dried over MgS04 and concentrated under reduced pressure to an orange oil. Chromatography ( (3 : 1) hexane-EtOAc) afforded 16. 5g (64%) of desired product as an oil which solidifies on standing to a white solid: mp 76-77 C., 343-90-8

As the paragraph descriping shows that 343-90-8 is playing an increasingly important role.

Reference：
Patent; WYETH; WO2005/12291; (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: A mixture of glyoxalylhydrazide 18 (1.47mmol) and aldehyde 20 or 22 (1.47mmol) in ethanol (5mL) was refluxed for 6h. After completion of the reaction, ethanol was distilled off and the residue was taken into water (10mL) and allowed to stir at room temperature for 30min. The obtained suspension was filtered, washed with water and dried to obtain yellow solid ketohydrazide-hydrazones 21a-o and 23a-e in 88-96% yields., 2795-41-7

The synthetic route of 2795-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Tantak, Mukund P.; Klingler, Linus; Arun; Kumar, Anil; Sadana, Rachna; Kumar, Dalip; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 184 – 194;,
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.32588-36-6,Indole-2-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: For compounds of group C, 0.5 mmol 2-propynylaminewas usedto form amides with corresponding carboxylic acid derivativesmediated by N,N0-dicyclohexylcarbodiimide (DCC, 1.0 eq.) in dryacetonitrile (MeCN). Conditions and procedures used here weresame as these in group A. Afterwards, different amides were mixedwith 4-azidophenol (1.0 eq), fresh prepared solutions of CuSO4 (0.1eq) in demi-water (0.20 mL), sodium ascorbate (0.20 eq) in demiwater(0.20 mL) in MeOH (4 mL). The reaction mixture was leftstirring overnight for at 60 C. The CuAAC reaction and purificationwere also done in the same way as for group A described above., 32588-36-6

32588-36-6 Indole-2-acetic acid 4371752, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Chen, Deng; Dekker, Frank J.; Fokkens, Marieke; Kok, Tjie; Poelarends, Gerrit J.; Proietti, Giordano; Xiao, Zhangping; van Merkerk, Ronald; European Journal of Medicinal Chemistry; vol. 186; (2020);,
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.1008-07-7,7-Chloro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

A suspension of sodium hydride (557 mg, 60% dispersion in mineral oil, 13.9 mmol) in anhydrous THF (25 mL) was treated dropwise with a solution of 7-chloro-1 H-ndoe-3- carbaldehyde (1 .00 g, 5.57 mmol) dissolved in anhydrous THF (5 mL) at 23 C and stirred at 23 C for 15 min. The mixture was treated with Mel (0.45 mL, 7.24 mmol), stirred at 23 C for 1 h and treated with MeOH (10 mL). The solvent was evaporated, the residue was dissolved in water (50 mL), acidified with 1 M HCI to pH 2 and extracted with CH2CI2 (3 x 30 mL). The combined organic layers were dried over anhydrous MgS04, filtered and evaporated. Column chromatography (S1O2; EtOAc/Heptane 30:70 -> 50:50) of the crude gave 7-Chloro-1 -methyl-1 A indole-S-carbaldehyde (800 mg, 74%) as a yellow solid.H NMR (400 MHz, Chloroform-d1 delta = 9.91 (s, 1 H, CHO), 8.18 (dd, J= 7.8, 1.2 Hz, 1 H, H-Ar), 7.54 (s, 1 H, H-Ar), 7.22 (dd, J= 7.7, 1 .2 Hz, 1 H, H-Ar), 7.16 – 7.12 (m, 1 H, H-Ar), 4.14 (s, 3H, CH3) ppm.MS (ESI+, H20/MeCN) /z {%): 194.2 (100, [M + H]+)., 1008-07-7

1008-07-7 7-Chloro-1H-indole-3-carbaldehyde 643958, aindole-building-block compound, is more and more widely used in various fields.

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.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

6127-17-9, To a stirred solution of compound 6 (900 mg, 5.45 mmol) in CH2C12 (60 mL) under inert atmosphere was added NCS (750 mg, 5.45 mmol) at 0 C. The reaction mixture was warmed to RT and stirred for 1 h. Then compound 7 (1 g, 5.45 mmol) was added to the reaction mixture at RT, and the reaction mixture was stirred for 16 h. The reaction progress was monitored by TLC; after reaction completion, the reaction mixture was diluted with water (50 mL) and extracted with CH2C12 (2 x 50 mL). The combined organic extracts were washed with water (50 mL), brine solution (50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude material. The crude material was purified through silica gel flash column chromatography using 15% EtOAc/ hexanes to afford compound 8 (700 mg, 37%) as colorless oil. 1H NMR (500 MHz, CDC13): oe 8.30- 8.28 (m, 1H), 7.78 (s, 1H), 7.72 (d, J 8.0 Hz, 1H), 7.40 (d, J 8.0 Hz, 1H), 7.34-7.33 (m, 1H), 7.20 (t, J= 8.0 Hz, 1H), 7.12-6.98 (m, 2H), 4.33-4.28 (m, 2H), 2.53 (s, 3H), 1.37 (t, J= 6.00 Hz, 3H); LCMS: 88.9%; (M-H) Found=344.2; (column: X Bridge C-18, 50 x 3.0 mm, 3.5 jim); RT 4.51 mm. 5 mM NH4OAc: ACN; 0.8 mL/min).

6127-17-9 6-Chloro-2-methyl-1H-indole 271553, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Howard; LONERGAN, David; HUANG, Fei; ROWBOTTOM, Martin; CALDERON, Imelda; WO2015/48301; (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