Day: August 18, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.913287-12-4,Ethyl 5-fluoro-7-nitro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

1.85 g (6.15 mmol) of ethyl 5-fluoro-7-nitro-1H-indole-2-carboxylate were initially charged in 20 ml of ethanol, admixed with 517 mg (9.22 mmol) of potassium hydroxide and stirred under reflux overnight. Subsequently, ethyl acetate was added, the mixture was extracted with 1 M sodium hydroxide solution and the pH of the aqueous phase was adjusted to pH 2 with hydrochloric acid.The mixture was extracted repeatedly with ethyl acetate, the organic phase was washed with saturated sodium chloride solution and dried over magnesium sulfate, filtered and concentrated. This gave 1.35 g (98% of theory) of the title compound.1H-NMR (400 MHz, DMSO-d6): delta=7.37 (d, 1H), 8.12 (dd, 1H), 8.16 (dd, 1H), 11.3 (s, 1H), 13.7 (s, 1H).

As the paragraph descriping shows that 913287-12-4 is playing an increasingly important role.

Reference£º
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/183928; (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

289483-87-0, 7-Amino-4-methyl-1H-indole-3-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Crystals of the title compound were synthesized using the same reaction conditions and recrystallization conditions as for the N-(3-cyano-4-methyl-1H-indol-7-yl)-3-cyanobenzenesulfonamide described in WO00/50359. To a solution of 7-amino-3-cyano-4-methyl-1H-indole (10 g, 58.4 mmol) in tetrahydrofuran (200 ml) were added pyridine (20 ml) and 3-cyanobenzenesulfonyl chloride (12.5 g), followed by stirring at room temperature for 3.5 hours. After further adding 2N hydrochloric acid (100 ml), extraction was performed with ethyl acetate. The organic layer was washed with water (twice) and brine in that order, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate = 2:1-3:2). A mixed solvent of ethanol-hexane (1:2) was added thereto, and after sonication, the precipitate was collected by filtration and washed with a mixed solvent of ethanol-hexane (1:3). The mixture was dried overnight under reduced pressure to give the title compound (9.33 g, 27.7 mmol, 47% yield). 1H-NMR spectrum (DMSO-d6) delta (ppm): 2.58 (3H, s), 6.52 (1H, d, J=7.6Hz), 6.80 (1H, d, J=7.6Hz), 7.74 (1H, m), 7.92 (1H, d, J=8.0Hz), 8.12 (2H, m), 8.19 (1H, d, J=3.2Hz), 10.13 (1H, s), 12.03 (1H, s). A powder X-ray diffraction pattern for the obtained crystals is shown in Fig. 2, and the diffraction angle (2theta) peak and peak intensity are shown in Table 6. [Table 6] PEAK No. 2 theta HALF WIDTH d-VALUE INTENSITY RELATIVE INTENSITY 1 5.960 0.235 14.8167 3492 49 2 8.100 0.212 10.9063 2820 40 3 8.440 0.188 10.4677 1968 28 4 11.920. 0.259 7.4184 4067 57 5 14.120 0.282 6.2671 7103 100 6 15.120 0.259 5.8548 2142 30 7 16.400 0.165 5.4006 2330 33 8 17.660 0.141 5.0180 1905 27 9 17.960 0.212 4.9349 1998 28 10 19.240 0.306 4.6093 5707 80 11 21.380 0.235 4.1526 2443 34 12 21.940 0.282 4.0478 5502 77 13 23.020 0.212 3.8603 2602 37 14 23.580 0.165 3.7699 3172 45 15 23.900 0.400 3.7201 3958 56 16 24.540 0.282 3.6245 2812 40 17 25.840 0.165 3.4451 4302 61 18 26.520 0.212 3.3582 3045 43 19 27.540 0.376 3.2361 3265 46 20 28.380 0.118 3.1422 2655 37 21 28.520 0.188 3.1271 2435 34 It was attempted to produce identical crystals by the same process as Example 1B, but the powder X-ray diffraction pattern did not match. In other words, the crystals obtained in Example 1B were presumably not of a single crystal form but were a mixture of multiple crystal forms. Moreover, it is believed that a single crystal form cannot be produced by the process of Example 1B.

As the paragraph descriping shows that 289483-87-0 is playing an increasingly important role.

Reference£º
Patent; Eisai Co., Ltd.; EP1666463; (2006); 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

933-67-5, 7-Methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Trifluoromethyl ketone (0.3mmol),trifluoromethanesulfonicacid (9mg, 0.06mmol) were added to a dry sealed tube charged with indole(0.9mmol) and sodium sulphate anhydrous (12.8mg, 0.09mmol) under argon. Thereaction mixture was stirred at 115C for 12h. After the reaction was completed, the mixture was purifiedby column chromatography on silica gel with hexanes/ethyl acetate as eluent.The desired product was obtained as white or pale yellow solid. Isolated yield: 82%. White solid. M.P.: 116-120oC.1H NMR (400 MHz, CDCl3) delta 8.10 (s, 2 H), 7.44 (d, J= 2.0 Hz, 2 H), 6.82 (d, J = 6.8 Hz, 2 H), 6.68-6.60 (m, 4 H), 2.46(s, 6 H), 2.02-1.95 (m, 1 H), 0.59-0.54 (m, 2 H), 0.29-0.25 (m, 2 H); 19FNMR (375 MHz, CDCl3) delta -69.53 (s, 3 F); 13C NMR(100.7 MHz, CDCl3) delta 135.6, 128.6 (q, J = 284.8 Hz), 126.7,124.3 (q, J = 2.2 Hz), 122.1, 119.8, 119.4, 119.3, 50.4 (q, J = 26.0Hz), 16.5, 15.4 (q, J = 2.2 Hz), 2.2 ppm. IR (KBr): nu = 3415, 3050,3012, 2959, 2922, 2855, 1615, 1541, 1495, 1457, 1431, 1409, 1380, 1345, 1319,1251, 1185, 1147, 1123, 1098, 1068, 1028, 1017, 994, 960, 924, 883, 844, 817,782, 750, 723, 581, 516, 483, 458 cm-1. MS (EI): m/z (%) 382(M , 100), 354, 313, 251,157, 144, 57. HRMS: Calculated for C23H21F3N2: 382.1657; Found: 382.1652

The synthetic route of 933-67-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Yi; Yuan; Xing, Chun-Hui; Lu, Long; Tetrahedron Letters; vol. 55; 5; (2014); p. 1045 – 1048;,
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.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

196 mg (1 mmol) of 7-bromoindole, 122.4 mg (1.2 mmol) of 5-hydroxy-2-pentanone and 25.6 mg (0.05 mmol) of tris(pentafluorophenyl)boron were added to a 10 mL reaction tube.Stir the reaction at 40 C and monitor by TLC until the sputum disappears.The reaction mixture was extracted with 3¡Á20 mL ethyl acetate.Combine the organic phase,Wash with saturated brine and dry over anhydrous sodium sulfate.Evaporation of the solvent ethyl acetate under reduced pressure and chromatography (ethyl ether: ethyl acetate = 20:1) to give 3-(tetrahydro-2-methyl-2-furanyl)-7-bromo 1H-indole The hydrazine product was 258 mg, yield: 92%.

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Huazhong University of Science and Technology; Wang Shijun; Xia Sang; Tang Xiangying; (18 pag.)CN109912579; (2019); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348-36-7,Ethyl 5-fluoro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

60percent Sodium hydride (197mg, 4.96mmol) was dissolved in 17mL of N, N-dimethylformamide, cooled down to 0¡ãC, ethyl 5-fluoro-1H-indole-2-carboxylate 11b (857mg, 4.14mmol) was added, stirred until there’s no bubbles generated, phenylsulfonyl chloride (0.59mL, 4.59mmol) was added dropwise to be dissolved in 3 mL of N, N-dimethylformamide solution, and the reaction was carried out in an ice bath for 1 hour after the completion of addition. 50mL of water and 100mL of ethyl acetate were added to the reaction solution, the pH was adjusted to neutral with saturated sodium bicarbonate solution. The organic phase was washed with water (50mL*3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing agent: system C) to obtain ethyl 5-fluoro-1-(phenylsulfonyl)-1H-indole-2-carboxylate 11c (1.40g, pale yellow solid), yield: 97.5percent. MS m / z (ESI): 347.9 [M + 1]

As the paragraph descriping shows that 348-36-7 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (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

16096-32-5, 4-Methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) 4-methylindole 0.5 mmol, sodium trifluoromethanesulfinate 1.0 mmol,Triphosaldehyde 1.0 mmol was added to 3 mL of acetonitrile, and the reaction was stirred for 2 hours under ice bath.(2) After the reaction was completed, the reaction was quenched by adding 10 mL of a 5% aqueous NaOH solution.Extract twice with ethyl acetate (15 mL ¡Á 2), wash once with saturated brine.Ethyl acetate was distilled off under reduced pressure. Column chromatography gave the product as a pale yellow solid.The yield was 76%.

16096-32-5 4-Methyl-1H-indole 85282, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Lishui College; Yuan Yanqin; Guo Shengrong; Yang Minghua; (28 pag.)CN108586312; (2018); 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

29906-67-0, 1-Methyl-5-nitro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10% Pd/C (0.18 g/g of startingmaterial) was added to a solution of starting material dissolved inTHF (54 mL/g of starting material). Reaction flask was sealed andvacuum was used to remove air. A balloon filled with hydrogen gaswas then attached to the flask. The reaction was stirred at roomtemperature for 24e48 h or until disappearance of starting materialwas observed by TLC. The reaction was then filtered through celite.Filtrate was rotovapped to give a brown solid; 100%; 1H NMR(DMSO): delta 7.15-7.05 (m, 2H), 6.71 (dd, J 3.0, 0.9 Hz, 1H), 6.57 (dd,J 8.5, 2.1 Hz, 1H), 6.12 (dd, J 3.0, 0.9 Hz, 1H), 3.67 (s, 3H); 13CNMR (DMSO): delta141.30, 131.12, 129.49, 129.44, 129.41, 112.31, 110.11,104.21, 99.13, 32.86.

The synthetic route of 29906-67-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Martinez, Anastasia A.; Espinosa, Bianca A.; Adamek, Rebecca N.; Thomas, Brent A.; Chau, Jennifer; Gonzalez, Edwardo; Keppetipola, Niroshika; Salzameda, Nicholas T.; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1202 – 1213;,
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

1215-59-4, 5-(Benzyloxy)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of phosphorus oxychloride (2.29 mL, 24.6 mmol) in DMF (15 mL), was added a solution of 5-benzyloxyindole (5.00 g, 22.4 mmol) in DMF (20 mL) at room temperature. After 30 min, the reaction mixture was poured into ice-water (50 mL). To this mixture was added solid NaOH (4.80 g, 0.112 mol) and water (50 mL). The precipitate was collected, washed with EtOH, and dried to give 4.67 g (83%) of compound 6o. 1H NMR (400 MHz, DMSO-d6) delta 12.01 (s, 1H), 9.89 (s, 1H), 8.21 (s, 1H), 7.68 (m, 1H), 7.49-7.30 (m, 6H), 6.97 (m, 1H), 5.12 (s, 2H) ppm; MS (m/e) 251 (M), 252 (M+H).

The synthetic route of 1215-59-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cephalon, Inc.; US2007/299061; (2007); 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.10075-50-0,5-Bromoindole,as a common compound, the synthetic route is as follows.

General procedure: NaH (6.1 mmol, 1.2 equiv) was slowly added to a solution of 5-bromoindole/indazole (5.1 mmol,1 equiv) in DMF (10 mL) at 0 ¡ãC. The mixture was stirred at 0 ¡ãC for 10 min then the alkylhalide (6.1 mmol, 1.2 equiv) was added at the same temperature. The reaction mixture wascontinued to stir at rt for 2 h. When the reaction was complete [TLC (EtOAc/hexane 1:5)], themixture was extracted with EtOAc (2 ¡Á 20 mL) and washed with water (2 ¡Á 20 mL). The organiclayer was separated, dried over anhydrous Na2SO4 and the solvent removed under reducedpressure. The residue obtained was purified by flash column chromatography [silica gel (230?400 mesh; Merck), EtOAc/hexane 1:5].

The synthetic route of 10075-50-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Narayanarao, Manjunatha; Koodlur, Lokesh; Revanasiddappa, Vijayakumar G.; Gopal, Subramanya; Kamila, Susmita; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2893 – 2897;,
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.16732-70-0,Ethyl 5-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 5-bromoindole-2-carboxylic acid ethyl ester (3.48 g, 13 mmol), 4-tert-butylphenylboronic acid (4.63 g, 26 mmol), K3P04 (9.93 g, 45 mmol), Pd(OAc)2 (146 mg, 0.65 mmol), tri-o-tolylphosphine (396 mg, 1.3 mmol), EtOH (20 ml) and toluene (10 mL) was stirred under argon for 20 min at room temperature, and then heated at 100C for 24 h. The mixture was allowed to cool, poured into NaHC03 (aq. , sat. ) and extracted with EtOAc. The combined extracts were washed with water and brine and then dried over Na2S04. Concentration and purification by chromatography gave the sub-title compound (3.27 g, 78%).

16732-70-0 Ethyl 5-bromo-1H-indole-2-carboxylate 259091, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; BIOLIPOX AB; WO2005/123675; (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