Category: 100846-24-0

100846-24-0, 5-(Trifluoromethyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0105] A solution of 3-bromoiodobenzene (32, 0.284 g, 1.00 mmol), 5-trifluoromethylindole (0.155 g, 0.840 mmol; Walkington, A.; Gray, M.; Hossner, F.; Kitteringham, L; Voyle, M. Synth. Commun. 2003, 33, 2229-2233), Pd(OAc)2 (10 mg, 0.04 mmol), (0262) bis(diphenylphosphino)m ethane (17 mg, 0.040 mmol), and KOAc (0.249 g, 2.51 mmol) in deoxygenated water (2 mL) was heated at 110 C for 24 h, cooled to room temperature, diluted with EtOAc (10 mL) and 1 N HC1 (5 mL), and extracted with EtOAc (2 x 10 mL). The combined organic layers were dried (MgS04), concentrated, and purified by chromatography on Si02 (10% EtOAc/petroleum ether). The residue was recrystallized (hexanes/CH2Cl2) to give 2-(3- bromophenyl)-5-(trifluoromethyl)-lH-indole (16, 139 mg, 49%) as a colorless solid: 1H MR (400 MHz, CDC13) delta 8.48 (bs, 1 H), 7.92 (s, 1 H), 7.79 (s, 1 H), 7.56 (d, J= 7.6 Hz, 1 H), 7.48 (d, J= 7.9 Hz, 1 H), 7.46-7.00 (m, 2 H), 7.36-7.27 (m, 1 H), 6.88 (d, J= 1.6 Hz, 1 H).

100846-24-0, The synthetic route of 100846-24-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; NATIONAL INSTITUTES OF HEALTH; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA, A CALIFORNIA CORPORATION; HURYN, Donna M.; WIPF, Peter; LAPORTE, Matthew G.; COLOMBO, Raffaele; KOVALIOV, Marina; LIM, Chaemin; ALVEREZ, Celeste Natalie; YUE, Zhizhou; SAMAHKUMARA, Lalith Palitha; CHATTERLEY, Alexander Julian; YAN, Yongzhao; LIANG, Mary; GREEN, Neal J.; MOORE, William; BALDWIN, Eric; ARKIN, Michelle R.; NEITZ, Jeff; BULFER, Stacie; ANG, Kean-Hooi; BRYANT, Clifford; (128 pag.)WO2017/70320; (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

100846-24-0, 5-(Trifluoromethyl)indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Methyl 2-(5-trifluoromethyl-1H-indol-3-yl)oxoacetate To a solution of 5-trifluoromethylindole (2.0 g, 10.8 mmol) in diethyl ether (30 mL) at 4 C. was added a 2.0 M solution of oxalyl chloride in methylene chloride (5.5 mL, 11.0 mmol). The resulting solution was allowed to warm to room temperature. After 90 min, the solution was cooled to -78 C. To this solution was added 25% (w/w) solution of sodium methoxide in methanol (5.0 mL, 21.9 mmol). The resulting solution was allowed to warm to room temperature. After one hour, the solution was filtered to give the title compound (1.24 g, 43%) as a yellow solid. 1H N (DMSO-d6) delta 8.66 (m, 1H), 8.45 (s, 1H), 7.78 (m, 1H), 7.60 (m, 1H), 3.89 (s, 3H).

100846-24-0, The synthetic route of 100846-24-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Engler, Thomas Albert; Furness, Kelly Wayne; Malhotra, Sushant; Briggs, Stephen Lyle; Brooks, Harold Burns; Clawson, David Keyes; Sanchez-Martinez, Concepcion; Zhang, Faming; Zhu, Guoxin; US2004/48915; (2004); 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