Category: 1435-51-4

1435-51-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To 2,6-dimethoxyphenylboronic acid (4.50 mmol, 819 mg) in a mixture of toluene (45.0 mL), 2 M aqueous Na2CO3 (18.0 mL) and EtOH (9 mL) were successively added under Argon 1-fluoro-3-iodo-benzene (3.00 mmol, 666 mg) and Pd(PPh3)4 (0.15 mmol, 173 mg). This well-stirred mixture was heated at reflux for 18 h and then diluted at 25 C with water (100 mL) and toluene (50 mL). The aqueous layer was separated and washed with CH2Cl2 (2 ¡Á 100 mL). All the organics layers were combined, dried over Na2SO4 and concentrated under reduced pressure. Purification of the residue by column chromatography (cyclohexane/CH2Cl2 75:25) followed by crystallization from MeOH afforded biaryl 4a as a colorless solid (380 mg, 55%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Diemer, Vincent; Garcia, Juan Sanz; Leroux, Frederic R.; Colobert, Francoise; Journal of Fluorine Chemistry; vol. 134; (2012); p. 146 – 155;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, molecular formula is C6H3Br2F, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 1435-51-4

To mixture of l,3-dibromo-5-fluorobenzene (LXX) (100 g, 393 mmol) and N’,N’-dimethylethane-l,2-diamine (173 g, 1.97 mol, 214 mL) was added t-BuOK (88 g, 787 mmol) in one portion at 25C under N2. The mixture was stirred at 25C for 30 min, then heated to 1 10C and stirred for 1 1.5 h. The mixture was cooled to 25C and concentrated in reduced pressure at 45C. The residue was purified by silica gel chromatography (column height: 250 mm, diameter: 100 mm, 100-200 mesh silica gel, PE/EtOAc = 2: 1, Rf = 0.6) to give N:-(3- bromo-5-fluorophenyl)-N2,N2-dimethylethane-l,2-diamine (LXXI) (30 g, 1 14.9 mmol, 29.2% yield) as a yellow oil. ESIMS found for Ci0Hi4BrFN2 mlz 261.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1435-51-4, its application will become more common.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-51-4, Adding some certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1435-51-4.

General procedure: 2-Ethylhexyl 3-((3-bromo-5-fluorophenyl)thio)propanoate was synthesised according to general procedures GP12 – from 1 ,3-dibromo-5-fluorobenzene (1 .0 g, 3.94 mmol), Pd2(dba)3 (90 mg, 2.5 mol%), Xanthphos (0.1 14 g, 5 mol%), 2-ethylhexyl-3-mercaptopropionate (0.860 g, 3.94 mmol), DIPEA (1 .36 ml, 7.82 mmol) and toluene (20 ml); 1 10 C, 6 h. Chromatographic purification (8% EtOAc in hexane) afforded a yellow solid (1 .50 g, 97%). NMR (400 MHz, DMSO-c/6) delta 7.38-7.37 (m, 1 H), 7.35 (d, J = 2.0 Hz, 1 H), 7.27-7.24 (m, 1 H), 3.94 (d, J = 5.4 Hz, 2H), 3.26 (t, J = 6.8 Hz, 2H), 2.65 (t, J = 5.6 Hz, 2H), 1 .53-1 .50 (m, 1 H), 1 .33- 1 .25 (m, 8H), 0.87-0.80 (m, 6H). LCMS (ESI, -ve) m/z 388.9 (M-H)”. General procedures GP12 00690] Condition A – a mixture of bromide GP12_1 , Pd2(dba)3 (5 mol%), Xantphos (10 mol%), RSH (1 .0-1 .2 equiv.), NaO’Bu (1 .0-1 .2 equiv.) and ‘BuOH/toluene (1 :5) was degassed with argon and then stirred at 100 C for 16 h. After cooling to rt, the suspension was filtered through celite, washed with DCM and the solvent was removed under reduced pressure. Alternatively, the mixture was centrifuged at 2500 RPM for 5 minutes. The solution was decanted and concentrated under reduced pressure. The crude was purified by chromatography to afford sulfide GP12_2. [00691] Condition B – same as condition A, with DIPEA used instead of NaO’Bu and toluene used instead of ‘BuOH/toluene.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1435-51-4.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; SPRINGER, Caroline; MARAIS, Richard; NICULESCU-DUVAZ, Dan; LEUNG, Leo; SMITHEN, Deborah; CALLENS, Cedric; TANG, Haoran; (403 pag.)WO2017/141049; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary