Month: September 2021

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. 58534-95-5, name is 3-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-2-fluoroaniline

The product from step 1 (200 mg, 0.7268 mmol), 3-bromo-2-fluoro-phenylamine (165 mg, 0.7268 mmol, 1 eq.), Na2CO3 (616 mg, 5.814 mmol. 8 eq.) and Pd(PPh3)4 (84 mg, 0.1 eq.) are partially dissolved in a mixture of DMF (10 mL) and H2O (2 mL). N2 gas is bubbled through this reaction mixture for 5 minutes. The resulting mixture is heated to 150 C. in a sealed tube under microwave irradiation for 10 min. The reaction is diluted with EtOAc and sequentially washed with H2O, 1 N NaOH (aq), and saturated aqueous NaCl. The organic solution is dried over Na2SO4 and concentrated. The resulting residue is purified on silica gel (2:1 hexanes/EtOAc) to afford the aniline product as a yellow oil. ESMS m/z 259.1 (M+H+).

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Irm LLC; US2009/75996; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, its 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. Application In Synthesis of 5-Bromo-2-fluoroaniline

Stir the mixture of 5-bromo-2-fluoroaniline (800 mg, 4.26 mmol), cyclopropylboronic acid (434 mg, 5.05 mmol), tetrakis(triphenylphosphine)palladium(0) (242 mg, 0.21 mmol), cesium carbonate (2.7 g, 8.28 mmol) in dioxane (5 mL) and water (0.3 mL) under N2 atmosphere at 100C for 17 hrs. TLC (EtOAc:PE=l :3) shows the reaction is complete. Filter off the solid, concentrate the filtrate. Purify by flash chromatography (silica gel, EtOAc_PE=3:7) to afford the title compound (350 mg, 55%). MS: (M+l): 152.1.

The synthetic route of 5-Bromo-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, its 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. Recommanded Product: 402-43-7

General procedure: A mixture of CuF2 (102 mg, 1.00 mmol), the aryl halide (500 mumol), 2-aminoethanol (74.9 muL, 1.25 mmol), and NaN3 (65.0 mg, 1.00 mmol) in DMA (1 mL) was stirred under an Ar atmosphere (balloon) at 95 C using a Chemistation personal organic synthesizer (EYELA, Tokyo). After complete consumption of the aryl halide was confirmed by TLC analyses or after 24 h (if the reaction was incomplete within 24 h), the mixture was diluted with EtOAc (10 mL) and then filtered through a Celite pad. The pad was successively washed with EtOAc (20 mL), H2O (25 mL), and concd aq ammonia solution (5 mL). After the two layers were separated, the aqueous layer was extracted with EtOAc (2×10 mL). The combined organic layers were washed with brine (20 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography with n-hexane/EtOAc or n-pentane/Et2O as the eluent.

The synthetic route of 1-Bromo-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maejima, Toshihide; Shimoda, Yutaka; Nozaki, Kei; Mori, Shigeki; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao; Tetrahedron; vol. 68; 6; (2012); p. 1712 – 1722;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 138526-69-9, 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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Addition of iodine to a mixture of magnesium (264 mg, 11.0 mmol) and THF (5 mL)(5.0 mg) and 5-bromo-1,2,3-trifluorobenzene in THF (0.5 mL)(211 mg, 1 mmol) solution. The mixture is heated to 60 C,And 5-bromo-1,2,3-trifluorobenzene added dropwise in THF (4.5 mL)(1.9 g, 9 mmol) solution. The reaction is heated for two hours,The solution was cooled to room temperature and used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3,4,5-trifluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
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. 73790-19-9, name is 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 73790-19-9

PREPARATION 158 2,2-Dimethyl-1,3-benzodioxol-5-ylboronic acid Obtained as a green solid (47%), m.p. 174-176 C., from 5-bromo-2,2-dimethyl-1,3-benzodioxole (GB-A-2187452) and trimethyl borate, using the procedure of Preparation 101. delta(DMSOd6): 1.60 (s,6H), 6.77 (d,1H), 7.17 (s,1H), 7.28 (d,1H), 7.80 (s,2H).

According to the analysis of related databases, 73790-19-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer INC; US6387931; (2002); B1;,
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. 2695-47-8, name is 6-Bromo-1-hexene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Bromo-1-hexene

General procedure: In a 100mL 3-necked flask, 4?-hydroxy-[1, 1?-biphenyl]-4-carbonitrile (1) (5.00g, 25.61mmol), 3-bromoprop-1-ene (2a) (3.72g, 30.74mmol), K2CO3 (7.43g, 53.79mmol), and N, N-dimethylformamide (DMF) (50mL) were added in turn. Following this, the reaction mixture was stirred for 12hat 60C, and then poured into DCM. The organic layer was washed with water. After removing the solvent, the crude product obtained was purified through column chromatography (DCM/PE=1/3, v/v; where PE is petroleum ether, boiling range: 60-90C) to give white crystals (5.08g, 84% yield).

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 2695-47-8.

Reference:
Article; Zhu, Shengbo; Chigan, Jin; Li, Wei; Yang, Jingyu; Chen, Weixing; Zhang, Wenzhi; Niu, Xiaoling; Chen, Xinbing; An, Zhongwei; Journal of Molecular Liquids; vol. 296; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2044-08-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2044-08-8 name is 1-Bromocyclohex-1-ene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 4 1,1-Dimethylethyl 4-[2-cyclohexen-1-yl-(4-phenoxyphenyl)amino]-1-piperidinecarboxylate STR140 Add a mixture of amine 12 (3.0 g, 8.2 mmol), prepared from 4-phenoxyaniline and N-carboethoxy-4-piperidinone using the procedures of Example, step 1, and cyclohexenyl bromide (875 mg, 5.4 mmol) in EtOAc (30 ml) to a well stirred suspension of copper (II) perchlorate hexahydrate (1.0 g, 2.7 mmol) and copper metal (207 mg, 3.3 mmol) in EtOAc (15 ml) under N2. After stirring at room temperature for 12 hours, add an aqueous solution of KCN (5.5 g in 70 ml of water). Extract the resultant clear solution with EtOAc (2*100 ml). Dry the combined organic extracts with Na2 SO4 and remove the solvent by distillation. Chromatograph the residue on silica gel using EtOAc/hexane (110)(110) as the eluent to give 1.25 g (52%) of the product 13 as semi-solid foam. Use a similar procedure to prepare compound 4A:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromocyclohex-1-ene, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US5952349; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1786-36-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1786-36-3 as follows.

To a 4 mL vial, N-phenyl-N-(4-piperidyl)propanamide (25.6 mg, 0.11 mmol), K2CO3 (30 mg, 0.22 mmol), KI (9.4 mg, 0.06 mmol) were added with a magnetic stir bar. Acetonitrile (5 ml) was charged to the flask and then (2-bromo-l-fluoroethyl) benzene (37.1 mg, 0.18 mmol) was added. The reaction was allowed to stir at 115 C for 2 days. A sample aliquot was taken from the reaction, diluted with DCM in a microtube, and washed with half-saturated aq. Na2CCb. The organic layer was separated and analyzed by LCMS to confirm reaction completion. The reaction was concentrated under reduced pressure, and the crude material was dissolved in a minimal amount of DCM and dry loaded on celite. The celite/crude material was loaded onto a 10 g column which was connected to a l2 g Cl8 column and purified by reverse phase chromatography (12 g C18; 0-95% MeOH/water) to give S13 as a clear yellow oil (10 mg, 25%). 0.68; LC/MS tR = 1.42 min (Characterization Method A); m/z = 354.85 (M + H); NMR (300 MHz, CD2CI3) d = 7.46 – 7.27 (m, 8 H), 7.12 – 7.04 (m, 2 H), 5.69 – 5.44 (m, 1 H), 4.69 (tt, J = 4.0, 12.2 Hz, 1 H), 3.12 – 2.97 (m, 2 H), 2.87 (ddd, J = 9.3, 14.4, 17.2 Hz, 1 H), 2.64 – 2.43 (m, 1 H), 2.39 – 2.20 (m, 2 H), 1.93 (q, J = 7.4 Hz, 2 H), 1.86 – 1.74 (m, 2 H), 1.58 – 1.37 (m, 2 H), 1.02 (t, J = 7.5 Hz, 3 H).

According to the analysis of related databases, 1786-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MARQUETTE UNIVERSITY; DOCKENDORFF, Christopher; ROSAS, Ricardo, Jr.; (0 pag.)WO2020/6563; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 17247-58-4, A common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, its 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.

General procedure: A mixture of 13 (176 mg, 0.5 mmol, 1 equiv.), anhydrous K2CO3 powder (346 mg, 2.5 mmol, 5 equiv.), and the appropriate bromoalkane (0.75 mmol, 1.5 equiv.) in DMF (1 mL) was stirred 40 C for 14 h. The mixture was poured into H2O (50 mL), and extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine (10 mL), dried (MgSO4), and the solvent evaporated. The crude products were purified by flash chromatography eluting with CHCl3-MeOH (96:4) or recrystallized from isopropanol.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banister, Samuel D.; Beinat, Corinne; Wilkinson, Shane M.; Shen, Bin; Bartoli, Cecilia; Selleri, Silvia; Da Pozzo, Eleonora; Martini, Claudia; Chin, Frederick T.; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 392 – 400;,
Bromide – Wikipedia,
bromide – Wiktionary

1559-88-2, The chemical industry reduces the impact on the environment during synthesis 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, I believe this compound will play a more active role in future production and life.

The yield of 2,3,5,6-tetrafluorophenyl magnesium bromide measured in the same manner as Example 1 was 85.2 mol % based on 1-bromo-2,3,5,6-tetrafluorobenzene.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-1,2,4,5-tetrafluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary