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