Month: September 2020

13523-92-7, 1-Methyl-1H-indol-5-ol is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SI-6 (Table 4, entry 6). A round bottom flask was charged with NaH (0.33 g, 8.15 mmol, 1.2 equiv, 60% dispersion in oil). A solution of N-methyl-5-hydroxyindole (SI- 5) (1.0 g, 6.79 mmol, 1 equiv) in DME (27 mL) was added dropwise via cannula to the NaH. A solution of diethylcarbamoyl chloride (0.875 mL, 6.45 mmol, 0.95 equiv) in DME (15 mL) was then added dropwise via cannula to the reaction vessel. The reaction was allowed to stir for 3.5 d, and then quenched with H20 (10 mL). The volatiles were removed under reduced pressure, and then Et20 (50 mL) and H20 (15 mL) were added. The layers were separated, and the organic layer was washed successively with 1 M KOH (20 mL) and H20 (20 mL). The combined aqueous layers were extracted with Et20 (3 x 20 mL). The combined organic layers were then washed with brine (20 mL), dried over MgS04, and concentrated under reduced pressure. The crude residue was purified by flash chromatography (9: 1 Benzene:Et20) to yield N-methylindole-5 -carbamate SI-6 as a white solid (1.55g, 98%> yield). R 0.44 (9: 1 Benzene :Et20); 1H NMR (500 MHz, CDC13): delta 7.33 (d, J= 2.5, 1H), 7.26 (d, J = 9.0, 1H), 7.05 (d, J = 3.0, 1H), 6.98 (dd, J = 8.5, 2.3, 1H), 6.43 (dd, J = 3.0, 0.5, 1H), 3.78 (s, 3H), 3.47 (bs, 2H), 3.41 (bs, 2H), 1.27 (bs, 3H), 1.21 (bs, 3H); 13C NMR (125 MHz, CDC13): delta 155.4, 145.1, 134.5, 129.8, 128.7, 116.3, 113.2, 109.4, 101.1, 42.3, 41.9, 33.1, 14.4, 13.6; IR (film): 2972, 1708, 1467, 1418, 1218, 1159 cm”1; HRMS- ESI (m/z) [M + Na]+ calcd for Ci4Hi8N202Na, 269.1266; found, 269.1267., 13523-92-7

13523-92-7 1-Methyl-1H-indol-5-ol 10844525, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; GARG, Neil K.; RAMGREN, Stephen D.; SILBERSTEIN, Amanda L.; QUASDORF, Kyle W.; WO2012/94622; (2012); 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.348640-11-9,1-Boc-3-Bromo-5-methoxyindole,as a common compound, the synthetic route is as follows.

A stirred solution of 3-bromo-5-methoxy-indole-1-carboxylic acid tert-butyl ester [50 g, Reference Example 11(a)] in tetrahydrofuran (800 mL), under nitrogen, was treated with tributylborate (49.5 mL) then cooled to -100 C. and then treated with a solution of n-butyllithium in hexanes (94 mL, 2.5M) whilst keeping the temperature below -90 C. Once the addition was complete the mixture was allowed to warm slowly to room temperature over 1 hour and quenched by the addition of ice (10 g). The organics were removed under reduced pressure and the residue was partitioned between ethyl acetate (500 mL) and water (400 mL). The organic layer was dried over magnesium sulfate and then evaporated., 348640-11-9

348640-11-9 1-Boc-3-Bromo-5-methoxyindole 22477274, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Cox, Paul J.; Majid, Tahir N.; Lai, Justine Y.Q.; Morley, Andrew D.; Amendola, Shelley; Deprets, Stephanie D.; Edlin, Christopher; US2004/9983; (2004); 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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0374] To a solution of 5-hydroxyindole 23 (2.0 g, 0.015 mol) in 20 ml of acetonitrile, anhydrous potassium carbonate (4 grams, 0.028 mol) was added and stirred vigorously before isopropyl iodide (3 grams, 0. 018 mol) was added. The reaction was stirred for 2 days at room temperature and the solid was washed with acetonitrile. The filtrate was concentrated and purifed with flash-chromatography (80% n-hexane/20% ethyl acetate) to give the desired product 24 as a light-yellowish oil (1.72 g, 83% ; M + 1 = 176. 1).

1953-54-4, The synthetic route of 1953-54-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PLEXXIKON, INC.; WO2005/9958; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4792-67-0,Ethyl 5-chloro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

[Referential Example 280] ethyl 3-bromo-5-chloroindole-2-carboxylate: N-Bromosuccinimide (440 mg) was added to a solution of ethyl 5-chloroindole-2-carboxylate (500 mg) in N,N-dimethylformamide (10 ml).. The reaction mixture was stirred at room temperature for 18 hours, and the solvent was distilled off under reduced pressure.. The residue was partitioned in ethyl acetate and water, and a water layer was extracted with ethyl acetate.. The resultant organic layers were combined, washed with saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate.. The solvent was distilled off, the residue was purified by column chromatagraphy on silica gel (ethyl acetate:hexane = 1:9), and white powder thus obtained was washed with hexane to obtain the title compound (680 mg).1H-NMR (CDCl3) delta: 1.42-1.48(3H,m), 4.43-4.49(2H,m), 7.30-7.32(2H,m), 7.65(1H,d,J=0.74Hz), 9.11(1H,s) MS (FAB) m/z: 303(M+H)+.

4792-67-0, The synthetic route of 4792-67-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1405852; (2004); 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

32387-21-6, 1-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: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.

32387-21-6, 32387-21-6 1-Methyl-1H-indole-3-carboxylic acid 854040, aindole-building-block compound, is more and more widely used in various fields.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1953-54-4,5-Hydroxyindole,as a common compound, the synthetic route is as follows.

General procedure: K2CO3 (1.56 g, 11.3 mmol) was added to indoline (3.8 mmol) and benzyl bromide (5.6 mmol) in acetone (50 mL). The solution was heated under reflux overnight. After the reaction, undissolved solid was filtered off, and the filtrate was evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using hexane/ethyl acetate (10:1, v/v) as eluent. Yield=68%. 1H NMR (CDCl3, 400 MHz): delta=8.04 (1H, br), 7.53 (2H, d, J=7.4 Hz), 7.22-7.47 (5H, m), 7.16 (1H, t, J=2.7 Hz), 7.00 (1H, dd, J=2.2 and 8.8 Hz), 6.51 (1H, m), 5.15 (2H, s). 13C{1H} NMR (CDCl3, 100 MHz) delta=153.4, 137.8, 131.2, 128.6, 128.3, 127.9, 127.7, 125.0, 113.1, 111.8, 104.0, 102.4, 71.0, 1953-54-4

1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF HE UNIVERSITY OF CALIFORNIA; Nomura, Daniel K.; Zoncu, Roberto; Rpberts, Allison M.; Cho, Kelvin F.; Chung, Yik Sham Clive; Shin, Hijai; Croze, Benjamin; (127 pag.)US2019/112268; (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.830-96-6,3-Indolepropionic acid,as a common compound, the synthetic route is as follows.

3-indole propionic acid (3.78 g, 20 mmol) was dissolved in methanol (50 ml) in argon. Thionyl chloride (4.7 g, 2.9 ml, 40 mmol) was added very slowly to this solution in drops. During this, the temperature rose to 35 C. The mixture was then heated to reflux for 7 h and stirred overnight at room temperature. Complete conversion was evident in the DC. The LC/MS shows slight traces of a by-product. The batch was concentrated to low volume under the exhaust hood and co-distilled with methanol. The residue was a brown oil, which was thus used for the next reaction step.

830-96-6, The synthetic route of 830-96-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUNENTHAL GMBH; US2009/247573; (2009); 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.1075-35-0,5-Chloro-2-methylindole,as a common compound, the synthetic route is as follows.

10305] A 50 mE autoclave was charged with 6.3 mg (0.01 mmol, S/C100) of RuBF4((S,S)-N-Me-Msdpen) (p-cymene) obtained in Synthesis Example 18 serving as a catalyst, 0.16 12 g (1 mmol) of 5-chloro-2-methylindole, and 1.2 mE of HFIP, and the reaction was allowed to proceed at30 C. for 20 hours under a hydrogen pressure of 5 MPa. The conversion and the optical purity determined by GC analysis were 99.1% cony. (conversion) and 94.3% cc (optical purity)., 1075-35-0

The synthetic route of 1075-35-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKASAGO INTERNATIONAL CORPORATION; TOUGE, Taichiro; NARA, Hideki; (32 pag.)US2016/347678; (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

5318-27-4, 6-Aminoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Five mmol 2,4-dichloro-5-substitued-pyrimidines (8a-8g) or 4,6-dichloro-1H-pyrazolo [3,4-d]pyrimidine (8h) and DIPEA (1.2mL, 7.5mmol) were dissolved in DMF (4mL) and cooled to -60C. Indol-5-amine or amines 9a-9i (5mmol) dissolved in DMF (2mL) were added dropwise. The reaction mixture was stirred at -60C for about 1h. Next, the cooling bath was removed, the reaction mixture was stirred at room temperature for 2h, and was poured to 10mL cooled water after the reaction was complete as monitored by TLC. The formed precipitate was collected by filtration, washed with ethanol yielding compounds 10a-10h, 11a-11j, which were dried and used in the next step without further purification., 5318-27-4

5318-27-4 6-Aminoindole 256096, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Chen, Lingfeng; Fu, Weitao; Feng, Chen; Qu, Rong; Tong, Linjiang; Zheng, Lulu; Fang, Bo; Qiu, Yinda; Hu, Jie; Cai, Yuepiao; Feng, Jianpeng; Xie, Hua; Ding, Jian; Liu, Zhiguo; Liang, Guang; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 510 – 527;,
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

15903-94-3, 6-(Benzyloxy)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General procedure for I catalyzed cascade Michael addition-hemiketalization reaction and the subsequent BF3¡¤Et2O promoted Friedel-Crafts alkylation reaction To a stirred solution of catalyst I (15 mol percent) and 2-((E)-2-nitrovinyl)phenols (8, 1 mmol) in toluene (2.5 mL), acetone (5 equiv, 5 mmol) was added. The resulting solution was stirred at 25 ¡ãC. After the reaction was complete (monitored by TLC), the reaction mixture was concentrated under reduced pressure and the crude product was purified by column chromatography on silica gel (200-300 mesh, PE/EtOAc=10/1) to afford the desired lactol intermediates 9 or open-chain compound 12. To a mixture of the obtained lactols 9 and indoles (10, 1.2 equiv) in acetonitrile (1 mL), BF3¡¤OEt2 (60 mol percent) was added portionwise at 25 ¡ãC. The resulting mixture was stirred at the same temperature for 10 h. The reaction mixture was concentrated in vacuo and the crude products were purified by column chromatography on silica gel (200-300 mesh, PE/EtOAc=10/1) to afford the desired 2-indolylchromanes 11. The title compounds were fully characterized by 1H NMR, 13C NMR, HRMS and specific rotation data. The enantiomeric excess of the pure products was determined by HPLC analysis using a chiral stationary phase.

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

Reference£º
Article; Pan, Jianping; Wang, Yuehua; Chen, Shanren; Zhang, Xueqin; Wang, Youming; Zhou, Zhenghong; Tetrahedron; vol. 72; 1; (2016); p. 240 – 246;,
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