Category: 50670-49-0

Application of 50670-49-0,Some common heterocyclic compound, 50670-49-0, name is 4-Bromo-4′-methyl-1,1′-biphenyl, molecular formula is C13H11Br, 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.

Example 1.15; Preparation of (4-Bromo-2-methyI-2H-pyrazol-3-yl)-(4′-methyl-biphenyl-4-yl)-amine (Compound 9).A 20-mL scintillation vial was charged with 4′-bromo-4-methyl-biphenyl (247.1 mg, 1 mmol), 3-amino-4-bromo-2 -methyl pyrazole (176.0 mg, 1 mmol), sodium fert-butoxide (134.5 mg, 1.4 mmol), tris(dibenzylideneacetone)dipalladium(0) (45.8 mg, 0.05 mmol), BINAP (62.3 mg, 0.1 mmol) and toluene (2 mL) under nitrogen atmosphere. The reaction mixture was heated at 800C for 48 hours. It was then allowed to cool to room temperature, taken up in ether/ethyl acetate, filtered and concentrated. The crude material was subjected to column chromatography on silica gel (Biotage, eluent hexanes/ethyl acetate 70/30) to afford Compound 9 as a yellow solid. LCMS m/z (%) = 342 (M+H 79Br, 100), 344 (M+H 81Br, 98).

The synthetic route of 50670-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2006/60762; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 50670-49-0, name is 4-Bromo-4′-methyl-1,1′-biphenyl, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromo-4′-methyl-1,1′-biphenyl

The reaction mixture containing compound 3 (300 mg, 0.456 mmol,tetrahydrate), 4-methylphenylboronic acid (248 mg, 1.82 mmol), K2CO3(251 mg, 1.82 mmol), and PdCl2(PPh3)2 (38 mg, 0.055 mmol) in EtOH/H2O (5/1; 6 mL) was stirred at 50 C for 4 h under a N2 atmosphere. After cooled toroom temperature, the solution was diluted with 50 mL of EtOH and passedthorough celite and concentrated. Hexane/EtOAc (1/1) was added andextracted with water twice. To the aqueous layer, 1 M HCl was addeddropwise until the pH was approximately 2, and the resulting suspensionwas extracted twice with EtOAc. The combined organic layer was dried withNa2SO4 and passed through a short pad of silica-gel and concentrated in vacuo.To a suspension of the residue, K2CO3 (251 mg, 1.82 mmol) and Pd(PPh3)4(32 mg, 0.027 mmol) in degassed DME/H2O (9/1; 6 mL) under a N2atmosphere, bromobenzene (0.142 mL, 1.37 mmol) was added. After stirringat reflux for 6 h, the reaction solution was cooled to room temperature, dilutedwith EtOAc, and passed through celite. The filtrate was washed with water andbrine, dried with Na2SO4, and concentrated in vacuo. The residue was purifiedby silica gel column chromatography (hexane?hexane/diethylether = 98/2) togive 88 mg of 4-methyl-1,10:40,100-terphenyl (40% from 3 after 2 steps) as awhite powder. Mp: 205-207 C (lit.20a 206-208 C). The 1H and 13C NMRspectra corresponded to literature data

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 50670-49-0.

Reference:
Article; Kuno, Shinichi; Kimura, Tomoyuki; Yamaguchi, Masanori; Tetrahedron Letters; vol. 55; 3; (2014); p. 720 – 724;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 50670-49-0, name is 4-Bromo-4′-methyl-1,1′-biphenyl, belongs to bromides-buliding-blocks compound, 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 50670-49-0, SDS of cas: 50670-49-0

General procedure: To a 100 mL two neck round-bottomflaskwere added compound 4c(500.0 mg, 1.0 eq), p-anisidine (287.2 mg, 1.2 eq), Pd2(dba)3 (35.6 mg,0.02 eq), t-BuONa (280.1 mg, 1.5 eq), P(t-Bu)3 (7.9 mg, 0.02 eq) and 10 mL anhydrous toluene. The reaction mixture was refluxed 12 hunder argon. After cooling down to room temperature, the mixturewas exacted with ethyl acetate and washed with water. The organiclayer was dried over anhydrous Na2SO4, filtered, and concentrated invacuum to give the crude product, which was purified by column chromatograph packed with silica gel using petroleum ether (PE)-ethyl acetate (EA) (100:1) as the eluent to afford pure compound 5c. 5a: gray soild (421.2 mg, 72%), 1H NMR (400 MHz, DMSO) delta 7.99 (s,1H), 7.48 (d, J=2.7 Hz, 2H), 7.46 (d, J=3.2 Hz, 2H), 7.21 (d, J=7.9 Hz,2H), 7.08 (d, J=8.9 Hz, 2H), 6.98 (d, J=8.7 Hz, 2H), 6.89 (d, J=8.9 Hz,2H), 3.72 (s, 3H), 2.31 (s, 3H).

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Reference:
Article; Li, Fusheng; Zhao, Baodong; Chen, Yu; Zhang, Yufei; Wang, Tao; Xue, Song; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 185; (2017); p. 20 – 26;,
Bromide – Wikipedia,
bromide – Wiktionary