Category: 10075-50-0

10075-50-0, 5-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromoindole (1.35 g, 6.9 mmol) was formylated as described for1H-indole-3-carbaldehyde to produce 6-bromo-1H-indole-3-carbaldehyde(1.50 g, 97%) with the exception that the obtained productwas not purified by refluxing in EtOH.5-Bromo-1H-indole-3-carbaldehyde (1.50 g, 6.7 mmol) and NH4OAc(0.52 g, 6.7 mmol) were heated at reflux in CH3NO2 (18 mL, 335mmol) for 45 min, cooled to r.t., and treated with H2O (70 mL). Theproduct was extracted with EtOAc (70 mL), washed with H2O (5 ¡Á 50mL) and NaCl solution (20 mL), and dried over anhydrous Na2SO4. Thesolvent was removed in vacuo to afford 6-bromo-3-[(E)-2-nitrovinyl]-1H-indole (1.72 g, 96%, brownish crystals), which was dried in vacuoand used without further purification.A suspension of 5-bromo-3-[(E)-2-nitrovinyl]-1H-indole (1.72 g, 6.4mmol) and DMAP (0.08 g, 0.64 mmol) in anhydrous THF (7 mL) wastreated with a solution of Boc2O (2.1 g, 9.7 mmol) in anhydrous THF(7 mL) dropwise at 0-5 C over a period of 15 min, stirred at r.t. for 3h, and concentrated in vacuo. The residue was dissolved in CH2Cl2 (50mL), washed with citric acid solution (10%, 20 mL), H2O (20 mL), andconcd NaCl solution (15 mL), and dried over anhydrous Na2SO4. TheCH2Cl2 was evaporated in vacuo and the residue was purified by chromatographyon a column of silica gel (EtOAc-hexane, 6:1) to providetert-butyl 5-bromo-3-[(E)-2-nitrovinyl]-1H-indole-1-carboxylate.Yield: 2.11 g (83% from 5-bromoindole); pale-yellow solid; mp 156-157 C (MeOH); Rf = 0.55 (EtOAc-hexane, 1:8). IR (film): 3130, 2983, 2300 w, 1741 s (CO), 1639, 1509, 1452, 1368,1344, 1240, 1153, 1107, 956, 853, 803, 764, 649, 613, 579 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 8.57 (s, 1 H), 8.33 (d, J = 13.7 Hz,1 H, CH=CHNO2), 8.27 (d, J = 1.9 Hz, 1 H), 8.26 (d, J = 13.7 Hz, 1 H,CH=CHNO2), 8.02 (d, J = 8.8 Hz, 1 H), 7.56 (dd, J = 8.8, 1.9 Hz, 1 H), 1.65(s, 9 H, C(CH3)3).13C NMR (100 MHz, DMSO-d6): delta = 147.89, 136.57, 134.27, 133.94,130.89, 128.52, 128.16, 123.08, 116.83, 116.76, 111.47, 85.53, 27.48(3).MS (EI, 70 eV): m/z (%) = 368/366 (4) [M]+, 312/310 (7) [M – C4H8]+,268/266 (31) [M – C4H8 – CO2]+, 219 (21), 140 (30), 57 (100).Anal. Calcd for C15H15BrN2O4: C, 49.06; H, 4.12; N, 7.63. Found: C,49.19; H, 4.15; N, 7.55.

10075-50-0, The synthetic route of 10075-50-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Golantsov, Nikita E.; Festa, Alexey A.; Varlamov, Alexey V.; Voskressensky, Leonid G.; Synthesis; vol. 49; 11; (2017); p. 2562 – 2562;,
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

10075-50-0, 5-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under a nitrogen stream , 5-bromo-1H-indole (25g, 0.13mol), Iodobenzene (31.22g, 0.15mol), Pd(OAc)2 (1.43g, 5.mol%), Triphenylphosphine (1.67g.5mol%), KOAc (37.55g, 0. Were mixed 38 mole ) and H2O (300ml), and stirred for 24 hours at 110 C. After completion of the reaction, and extracted with ethyl acetate , to remove water with MgSO4 , Karamukuro Chromatograph By (hexane :: EA = 10 1 (v / v 5-bromo-2-phenyl-1H-indole (16.66g, 48% yield) .

As the paragraph descriping shows that 10075-50-0 is playing an increasingly important role.

Reference£º
Patent; DOOSAN CORPORATION; KIM, HOE MOON; KIM, SUNG MOO; KIM, YOUNG BAE; KIM, TAE HYUNG; PARK, HO CHEOL; LEE, CHANG JUN; BACK, YOUNG MI; SHIN, JIN YONG; (222 pag.)JP2016/40292; (2016); 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.10075-50-0,5-Bromoindole,as a common compound, the synthetic route is as follows.

General procedure: NaH (6.1 mmol, 1.2 equiv) was slowly added to a solution of 5-bromoindole/indazole (5.1 mmol,1 equiv) in DMF (10 mL) at 0 ¡ãC. The mixture was stirred at 0 ¡ãC for 10 min then the alkylhalide (6.1 mmol, 1.2 equiv) was added at the same temperature. The reaction mixture wascontinued to stir at rt for 2 h. When the reaction was complete [TLC (EtOAc/hexane 1:5)], themixture was extracted with EtOAc (2 ¡Á 20 mL) and washed with water (2 ¡Á 20 mL). The organiclayer was separated, dried over anhydrous Na2SO4 and the solvent removed under reducedpressure. The residue obtained was purified by flash column chromatography [silica gel (230?400 mesh; Merck), EtOAc/hexane 1:5].

The synthetic route of 10075-50-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Narayanarao, Manjunatha; Koodlur, Lokesh; Revanasiddappa, Vijayakumar G.; Gopal, Subramanya; Kamila, Susmita; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2893 – 2897;,
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