Category: 6127-17-9

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

6127-17-9, 6-Chloro-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6127-17-9, Example 6Synthesis of CBX0044-(2-(6-chloro-2-methyl-lH-indol-l-yl)ethyl)morpholine[0161] To a solution of 2-chloroethylmorpholine HC1 (134 mg, 0.72 mmol) in 0.3 mL DMSO was added pulverized KOH (102 mg, 1.81 mmol), then after 10 min, a solution of 6- chloro-2-methylindole (100 mg, 0.60 mmol) in 0.2 mL DMSO was added and the reaction stirred at room temperature overnight. Additional 2-chloroethylmorpholine (22 mg, 0.12 mmol) and KOH (17 mg, 0.3 mmol) added and stirred overnight. The reaction mixture was partitioned between ?0 and toluene, and the organic extract washed two times with ?0, dried over MgS04, filtered, and concentrated in vacuo. The crude product was purified via silica gel chromatography using a gradient from 0 to 50% ethyl acetate in hexane to give a final yield of 149 mg (0.54 mmol). XH NMR (500 MHz, CDC13, delta): 2.44 (s, 3H), 2.49 (t, J = 4.4 Hz, 4H), 2.62 (t, J = 7.2 Hz, 2H), 3.73 (t, J = 4.5 Hz, 4H), 4.11 (t, J= 7.2 Hz, 2H), 6.23 (s, 1H), 7.06 (dd, J = 8.4 Hz, 1.7 Hz, 1H), 7.28 (s, 1H), 7.42 (d, J = 8.3 Hz, 1H). 13C NMR (500 MHz, CDC13, delta): 12.79, 41.18, 54.11, 57.83, 67.5, 100.30, 108.95, 119.90, 120.53, 126.40, 126.70, 137.06, 137.37. MS m/z 279.3 [M + H]+.

The synthetic route of 6127-17-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION; STELLA, Nephi; KLINE, Toni; WO2012/24670; (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.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.,6127-17-9

D. 6-Chloro-2-methyl-1H-indole-3-acetic acid methyl ester. As in Example 1, Part E, 2.2 g (0.0133 mole) of 6-chloro-2-methyl-1H-indole was treated with 8.3 mL (0.0133 mol) of a 1.6M solution of n-butyl lithum in hexane, 14 ml (0.014 mol) of a 1M solution of ZnCl2 in ether, and 1.26 mL (0.0133 mol) of methyl 2-bromoacetate to give after chromatography on silica (gradient, toluene?10% EtOAc/toluene) 2.1 g (66%) of 6-chloro-2-methyl-1H-indole-3-acetic acid methyl ester as an oil. Analyses: Calc’d for C12 H12 ClNO2: C, 60.64; H, 5.09; N, 5.89. Found: C, 60.78; H, 5.10; N, 5.84.

As the paragraph descriping shows that 6127-17-9 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5578634; (1996); 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.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

6127-17-9, To a solution of 0.38 g (2.3 mmol) 6-chloro-2-methyl-1H-indole in 20 ml 1,2-dichloroethane at 0 C. were added 0.35 ml (2.5 mmol) trifluoroacetic anhydride. The reaction mixture was quenched with aqueous 2 M sodium carbonate solution after 30 min and extracted with dichloromethane (3*100 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound (0.57 g; 95%) as an off-white solid. MS m/e (%): 260 (M-H+, 100).

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; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27163; (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.6127-17-9,6-Chloro-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.,6127-17-9

To a solution of 0.38 g (2.3 mmol) 6-chloro-2-methyl-1H-indole in 20 ml 1,2-dichloroethane at 0 C. were added 0.35 ml (2.5 mmol) trifluoroacetic anhydride. The reaction mixture was quenched with aqueous 2 M sodium carbonate solution after 30 min and extracted with dichloromethane (3*100 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound (0.57 g; 95%) as an off-white solid. MS m/e (%): 260 (M-H+, 100).

As the paragraph descriping shows that 6127-17-9 is playing an increasingly important role.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Masciadri, Raffaello; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2008/161315; (2008); 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

6127-17-9, 6-Chloro-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6127-17-9, To a solution of 0.38 g (2.3 mmol) 6-chloro-2-methyl-1H-indole in 20 ml 1,2-dichloroethane at 0 C. were added 0.35 ml (2.5 mmol) trifluoroacetic anhydride. The reaction mixture was quenched with aqueous 2 M sodium carbonate solution after 30 min and extracted with dichloromethane (3*100 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound (0.57 g; 95%) as an off-white solid. MS m/e (%): 260 (M-H+, 100).

The synthetic route of 6127-17-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27173; (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

6127-17-9,6127-17-9, 6-Chloro-2-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-chloro-2-methyl-1H-indole (5.00 g, 30.3 mmol) and TEBAC (0.60 g, 0.300 mmol) in CHCl3 (150 ml) was added, at 0 C., NaOH in water. The mixture was stirred at 0 C. for 3 h and then at RT for 14 h. The reaction mixture was then added gradually to ice-water and extracted with chloroform. The organic phase was washed with water, dried over Na2SO4 and concentrated on a rotary evaporator. The residue was purified by column chromatography purification with a hexane/ethyl acetate gradient as eluent. MH+: 214; 1H-NMR (400 MHz, CDCl3): delta 2.79 (s, 3H), 7.44-7.47 (dd, J=2.08 & 8.72 Hz, 1H), 7.63-7.65 (d, J=8.72 Hz, 1H), 7.99-8.00 (d, J=1.92 Hz, 1H), 8.07 (s, 1H).

As the paragraph descriping shows that 6127-17-9 is playing an increasingly important role.

Reference：
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; HAGER, Dominik; HOFFMEISTER, Laura; KAUSCH-BUSIES, Nina; WILCKE, David; WILLOT, Matthieu; GOeRGENS, Urich; ILG, Kerstin; MOSRIN, Marc; PORTZ, Daniela; TURBERG, Andreas; US2018/305353; (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