Day: March 25, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Diethylaluminum chloride 1 M in hexane (37.1 mL, 37.1 mmol) was added dropwise at 000 to a solution of 6-fluoro-1H-indole [CAS 399-51 -9] (3.34 g, 24.8 mmol) in CH2CI2 (100 mL). After stirring for 30 mm at 0CC, a solution of 2-(4- chloro-2-methoxyphenyl)acetyl chloride 9a? (6.3 g, 28.8 mmol) in CH2CI2 (100 mL) was added slowly at 0C. The reaction was stirred at 0C for 3 h. Ice-water wasadded and the precipitate was filtered off, washed with water and a small amount of CH2CI2. The solids were dried under vacuum at 70C overnight to give 2-(4- chloro-2-methoxyphenyl)-1 -(6-fluoro-1 H-indol-3-yl)ethanone 1 3b (4.9 g).

162100-95-0, The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); 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

885519-01-7, 6-Bromo-4-chloro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

under nitrogen gas, 6-bromo-5-chloro-1H-indole (8.40g, 36.4mmol) in THF/H2O (80 ml/20 ml), 2-Nitrophenylboronic acid (6.08g, 36.4mmol), and K2CO3(15.1g, 0.109mol), Pd (PPh3)4(2.11g, 1.82mmol) , were added , in 85 C stirred 4 hours. Furthermore, after cooled to room temperature, was of concentrating the THF. After, ethyl which has organic layer which is then subjected to reverse phase, MgSO4in organic layer to the second interlayer, filters the concentrated within column chromatography for purifying the 4-chloro-6 – (2-nitrophenyl) – 1H-indole (8.44g, yield: 85%) is obtained., 885519-01-7

As the paragraph descriping shows that 885519-01-7 is playing an increasingly important role.

Reference：
Patent; Doosan Corporation; Kim, Dae Hyong; Kim, Hoe Moon; Lee, Yong – Hwan; Pek, Young Mi; Park, Hoo Chol; Lee, Chang Joon; Sin, Jin Yong; (81 pag.)KR101601357; (2016); B1;,
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.10601-19-1,5-Methoxy-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

a. 5-Methoxy-1-methylindole-3-carboxaldehyde (43) 5-Methoxyindole-3-carboxaldehyde (300 mg, 1.71 mmol) was added in portions over 5 min to a suspension of sodium hydride (82 mg, 2.05 mmol, 60% dispersion in mineral oil) in DMF (8 mL) stirring under argon. The mixture was stirred for 30 min, methyl iodide (0.13 mL, 2.05 mmol) was added and the mixture was stirred for 1 h. Sodium bicarbonate (10%, 40 mL) was added and the mixture was extracted with EtOAc (4*). The combined organic layers were washed with sodium bicarbonate (10%, 2*) and saturated NaCl, dried (MgSO4), filtered and evaporated. Column chromatography of the crude product (50:50 EtOAc:hexanes) afforded 43 (320 mg, 99%) as a light yellow solid; Rf=0.35 (50:50 EtOAc:hexanes); mp=130-132 C.; lit mp=132-133 C.53; 1H NMR (CDCl3): delta 9.95 (s, 1H), 7.79 (d, 1H, J=2.4 Hz), 7.62 (s, 1H), 7.25 (d, J=8.8 Hz), 6.96 (dd, 1H, J=2.4 and 8.9 Hz), 3.90 (s, 3H), 3.85 (s, 3H)., 10601-19-1

The synthetic route of 10601-19-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Borch, Richard F.; Hernick, Marcy; Flader, Carolee; US2003/8850; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923197-75-5,(6-Bromo-1H-indol-2-yl)methanol,as a common compound, the synthetic route is as follows.

923197-75-5, Compound TDI01155-2 (600 mg, 2.65 mmol) was dissolved in acetonitrile (20 mL), MnO2 (692 mg, 7.96 mmol)was added, and the reaction was stirred at room temperature overnight. Thin layer chromatography (petroleum ether :ethyl acetate=5:1) and LC-MS assay indicated the reaction was complete. The reaction solution was concentrated underreduced pressure, and the residue was purified by column chromatography (petroleum ether : ethyl acetate= 10:1 to1:1) to afford compound TDI01155-3 (520 mg, yellow solid, yield: 87.6%).1HNMR (400 MHz, CDCl3) delta 9.86 (s, 1H), 9.22 (s, 1H), 7.65 (s, 1H), 7.61 (d, J = 8.4 Hz, 1H), 7.30-7.28 (m, 1H), 7.25(br, 1H). MS m/z (ESI): 224.0/226.0 [M+H].

As the paragraph descriping shows that 923197-75-5 is playing an increasingly important role.

Reference：
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (235 pag.)EP3421465; (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

20289-27-4, 7-(Benzyloxy)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 1-Methyl-indol-7-ol A mixture of 7-benzyloxyindole (300 mg, 1.34 mmol), dimethyl oxalate (317 mg, 2.68 mmol) and potassium tert-butoxide (302 mg, 2.68 mmol) in 5 mL DMF was stirred at 110 C. overnight. The solution was poured into NaHCO3 saturated solution (20 mL) and extracted with EtOAc. The organic layer was separated, washed with brine and dried over Na2SO4. The solvent was removed in vacuo to yield 200 mg of 7-benzyloxy-1-methylindole, which was hydrogenated by 5% Pd/C in 20 mL methanol under H2 (50 psi) to yield 90 mg (45.5%) of the title compound. 1H NMR (CDCl3): 7.19-7.16 (m, 1H), 6.94 (d, J=3 Hz, 1H), 6.86 (t, J=7.5 Hz, 1H), 6.48-6.46 (m, 1H), 6.40 (d, J=3 Hz, 1H), 5.05 (s, 1H), 4.07 (s, 3H).

20289-27-4, As the paragraph descriping shows that 20289-27-4 is playing an increasingly important role.

Reference：
Patent; Cytovia, Inc.; US2003/65018; (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

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.

(1) 2,3,3-trimethyl-5-methoxy-3H-indole (I4e) (1 mol), the bromoethanol (3 mol) was placed together in 20 mL of dry toluene and heated under reflux for 12 hours under nitrogen, cooled to room temperature, washed with anhydrous diethyl ether and recrystallized from acetone to give a white-yellow solid quaternary ammonium salt (I6d), after drying, store it for later use

31241-19-7, As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Patent; Shenzhen University; Yang Zhigang; Qu Junle; (65 pag.)CN110128843; (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.53924-05-3,7-Chloroindole,as a common compound, the synthetic route is as follows.,53924-05-3

A solution of phosphoryl chloride(1 .20 mL, 12.8 mmol) in DMF (40 mL) was treated with a solution of 7-chloro-1 A indole (2.00 g, 13.2 mmol) in DMF (10 mL) and stirred at 23 C for 3h, added to ice, the solvent evaporated. The aqueous residue was diluted with water (50 mL), basified with 3 M NaOH to pH 13 and extracted with CH2CI2(5 x 30 mL). Combined organic layers were dried over anhydrous MgS04, filtered and the solvent evaporated. Column chromatography (S1O2; EtOAc/Heptane 20:80 -> 50:50) of the crude gave 7-Chloro-1 A indole-S-carbaldehyde (1 .97 mg, 83%) as a pinkish solid.H NMR (400 MHz, DMSO-ofe) delta = 12.54 (s, 1 H, NH), 9.98 (s, 1 H, CHO), 8.39 (s, 1 H, H-Ar), 8.07 (dd, J= 7.8, 1 .0 Hz, 1 H, H-Ar), 7.36 (dd, J= 7.7, 1.0 Hz, 1 H, H-Ar), 7.23 (t, J= 7.8 Hz, 1 H, H-Ar).MS (ESI+, H20/MeCN) m/z {%): 180.0 (100, [M + H]+).

As the paragraph descriping shows that 53924-05-3 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.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

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

900514-08-1, 5-Chloro-3-iodo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,900514-08-1

Step 2; -Preparation of 5-chloro-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (4)To 5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (2, 16.50 g, 59.25 mmol) in 250.0 mL of N,N-dimethylformamide, sodium hydride (3.10 g, 77.5 mmol) is added. The reaction is stirred at room temperature for 90 minutes, then triisopropylsilyl chloride (3, 13.00 mL, 61.36 mmol) is added slowly. The reaction is stirred at room temperature overnight, then poured into water and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with 20-100% ethyl acetate in hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (4, 10.0 g).

As the paragraph descriping shows that 900514-08-1 is playing an increasingly important role.

Reference：
Patent; Zhang, Jiazhong; Ibrahim, Prabha N.; Spevak, Wayne; Tsai, James; Ewing, Todd; Zhang, Ying; Zhang, Chao; US2011/263595; (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