Category: 393553-57-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.393553-57-6,6-Bromo-4-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

393553-57-6, To a stirred solution of 6-bromo-4-methoxy-lH-indole A.85(1.80 g, 7.98 mmol) in acetic acid (21 mL) at room temperature was added NaBH3CN (1.5037 g, 23.93 mmol) and the mixture was stirred at room temperature for 1 hour. To the mixture was added water (100 mL) and the mixture was cooled to 0 0C. The mixture was made basic with 10 N aqueous NaOH (35 mL) to pH 14. The mixture was extracted with ether (50 mL x 3). The combined organic layers were washed with water (50 mL x 2) and brine (50 mL x 2), dried over K2CO3, filtered, and concentrated under reduced pressure to give 6-bromo- 4-methoxyindoline A.86 (1.56 g, 85.7% yield) as a brown oil: 1H NMR (500 MHz, DMSO-d6) delta ppm 6.34 (1 H, d, J=I.4 Hz), 6.29 (1 H, d, J=I.4 Hz), 5.71 (1 H, s), 3.72 (3 H, s), 3.39 – 3.46 (2 H, m), 2.76 (2 H, t, J=8.7 Hz); Mass Spectrum (ESI) m/e = 228.1 [M+l (79Br)] and 230.1 [M+l (81Br)].

The synthetic route of 393553-57-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMGEN INC.; WO2009/158011; (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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Description 8. 6-Ethenyl-4-(methyloxy)-1 H-indole (D8) To a solution of 6-bromo-4-(methyloxy)-1 H-indole (900 mg, 3.98 mmol) in 1 ,2- dimethoxyethane (20 ml_) was added tributylvinyltin (1.74 ml_, 5.96 mmol). The reaction mixture was degassed with argon and then treated with dichlorobis(tri-o tolylphosphine)palladium (153 mg, 0.19 mmol). The mixture was heated at 9O0C for 65 hours. The mixture was filtered through a pad of celite, washed with ethyl acetate and then the filtrate concentrated in vacuo. The product was purified by silica gel chromatography eluting with 2-50% ethyl acetate in hexane to yield the title compound (D8), (781 mg). LC-MS: MH+ = 174 (CnH11NO = 173), 393553-57-6

The synthetic route of 393553-57-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2009/103710; (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.393553-57-6,6-Bromo-4-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

NaH (96mg, 4mmol) was suspended in 7mL DMF in a round bottom flask and cooled to 0C. 6-bromo-4-methoxy-1H-indole (0.75g, 3.3mmol) was added dropwise as a solution in DMF (ImL). Ethyl iodide (0.28mL, 3.5mmol) was added dropwise and the reaction mixture was stirred for 10 min. Volatiles were removed under reduced pressure and the residue partitioned between DCM and water. The aqueous layer was extracted with DCM and the combined organics layers were dried over MgSO4, filtered, and evaporated to give a red oil. The resulting residue was purified on silica gel column chromatography eluting with hexanes/ethyl acetate (0-10%) to afford pure 36-2 (584mg, 70%) as a white solid., 393553-57-6

As the paragraph descriping shows that 393553-57-6 is playing an increasingly important role.

Reference：
Patent; GALENEA CORPORATION; ELDER, Amy; HARRIMAN, Geraldine; LEIT, Silvana; LI, Jie; SARD, Howard; ZHANG, Yiliang; WILSON, Doug; WO2011/19738; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.393553-57-6,6-Bromo-4-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

To a solution of 6-bromo- 4-methoxy-lH-indole A.85 (2.117 g, 9.36 mmol) in DMF (46 mL) at room temperature was added Cs2CO3 (9.155 g, 28.1 mmol) followed by 4-chloropyrimidin-2-amine A.12 (1.456 g, 11.24 mmol) and the mixture was stirred at 80 0C for 21 hours. The mixture was poured into water (200 mL) and the aqueous layer was extracted with ethyl acetate (100 mL x 2). The combined organic layers were washed with brine (100 mL x 2), dried over Na2SO4, filtered, and concentrated under reduced pressure to give a brown solid. The product was purified by silica gel column chromatography using 65% ethyl acetate in hexane as eluent to give 4-(6- bromo-4-methoxy-lH-indol-l-yl)pyrimidin-2-amine A.134 (1.961 g, 65.6% yield) as an orange solid: 1H NMR (400 MHz, DMSO-d6) delta ppm 8.55 (1 H, s), 8.27 (1 H, d, J=5.9 Hz), 7.95 (1 H, d, J=4.0 Hz), 6.89 – 7.04 (4 H, m), 6.75 (1 H, d, J=3.7 Hz), 3.92 (3 H, s); Mass Spectrum (ESI) m/e = 319.0 [M+l (79Br)] and 321.0 [M+l (81Br)].

393553-57-6, 393553-57-6 6-Bromo-4-methoxy-1H-indole 24728034, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; AMGEN INC.; WO2009/158011; (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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,393553-57-6

A solution of 6-bromo-4-methoxyindole (1, 100mg, 0.44mmol) and N-(2,2-dimethoxyethyl)-trifluoroacetamide16 (178mg, 0.88mmol, 2.0 equiv) in dichloromethane (3.0mL) was added to a solution of triethylsilane (0.43mL, 2.64mmol, 6 equiv) and TFA (0.17mL, 2.21mmol, 5 equiv) in dichloromethane (2.0mL). The reaction mixture was stirred at room temperature for 3h, cooled down to 0C and then neutralized with a saturated solution of sodium bicarbonate (?75mL). The aqueous phase was extracted with dichloromethane (3×50mL) and the combined organic phases washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification by column chromatography on silica gel eluting with ethyl acetate-petroleum ether (1:3) gave the title compound (83mg, 0.23mmol, 51%) as light yellow solid, M.p. 111.3-113.1C; HRMS [ESI, (M+Na)+] found 386.9925; [C13H1279BrF3N2O2+Na]+ requires 386.9926; numax (neat)/cm-1 3434, 3343, 2938, 2885, 1690, 1615, 1175, 978, 795; deltaH (500MHz, CDCl3) 8.07 (1H, br s, NH), 7.17 (1H, d, J 1.4, CH), 6.96 (1H, br s, NH), 6.89 (1H, d, J 2.3, CH), 6.65 (1H, d, J 1.4, CH), 3.94 (3H, s, Me), 3.62 (2H, dd, J 12.0, 5.7, CH2), 3.12 (2H, dd, J 9.3, 3.4, CH2); deltaC (100MHz, CDCl3) 154.2 (C=O), 138.5 (C), 122.0 (CH), 116.12 (C), 116.10 (C), 113.1 (C), 108.3 (CH), 104.3 (CH), 55.7 (Me), 42.2 (CH2), 25.4 (CH2), 2 x C not observed

The synthetic route of 393553-57-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Nabi, Ardalan A.; Liyu, Jessica; Lindsay, Ashley C.; Sperry, Jonathan; Tetrahedron; vol. 74; 12; (2018); p. 1199 – 1202;,
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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

393553-57-6, To a solution of 6-bromo-4-methoxy-lH-indole A.85 (2.0 g, 8.85 mmol) in DMF (9 mL) was added (chloromethylene)dimethylamrnonium chloride (1.699 g, 13.27 mmol) and the mixture was stirred at room temperature for 24 hours. To the mixture was added water (50 mL) and 10 N aqueous NaOH (10 mL) and the mixture was heated at reflux for 1 hour. The mixture was cooled to 0 0C. The resulting precipitate was collected by filtration to give 6-bromo-4- methoxy-lH-indole-3-carbaldehyde A.140 (1.392 g, 61.9% yield) as a brown solid: 1H NMR (400 MHz, DMS0-d6) delta ppm 12.26 (1 H, s), 10.26 (1 H, s), 8.05 (1 H, s), 7.30 (1 H, d, J=I .5 Hz), 6.89 (1 H, d, J=I .1 Hz), 3.95 (3 H, s); Mass Spectrum (ESI) m/e = 253.9 [M+l (79Br)] and 255.9 [M+l (81Br)].

As the paragraph descriping shows that 393553-57-6 is playing an increasingly important role.

Reference：
Patent; AMGEN INC.; WO2009/158011; (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