Tag: M.W=100-200

Reference of 18087-73-5, These common heterocyclic compound, 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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.

Tetrakis(triphenylphosphine)palladium(0) (64 mg, 55 pmol) and sodium carbonate (118 mg, 1.11 mmol) were added to a solution of 3-bromoimidazo[1,2-b]pyridazine (110 mg, 0.555 mmol) and C7 (295 mg, 0.610 mmol) in 1,4-dioxane (5 mL) and water (1 mL). The reaction mixture was degassed and purged with nitrogen several times, then placed in a sealed tube and heated at 120 C in a microwave reactor for 30 minutes. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3 x 30 mL); the combined organic layers were washed with saturated aqueous sodium chloride solution (20 mL), dried over sodium sulfate, filtered, and concentratedin vacuo. Preparative thin layer chromatography (Eluent: ethyl acetate) provided the product as a yellow solid. Yield: 120 mg, 253 mmol, 46%. LCMS m/z 475.1 [M+H].

Statistics shows that 3-Bromoimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 18087-73-5.

Reference:
Patent; PFIZER INC.; GALATSIS, Paul; HAYWARD, Matthew Merrill; KORMOS, Bethany Lyn; WAGER, Travis T.; ZHANG, Lei; HENDERSON, Jaclyn Louise; KURUMBAIL, Ravi G.; VERHOEST, Patrick Robert; STEPAN, Antonia Friederike; WO2015/92592; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-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. Recommanded Product: 3-Bromo-4-fluoroaniline

General procedure: To a solution of 4-chloro-2-methyl-6-nitroquinoline 12 (2.67g, 12.0mmol) and aniline 13b (1.34g, 14.4mmol) in 30mL of isopropanol (IPA) was added HCl (2 drops) at room temperature. The reaction mixture was then heated at reflux temperature for 3h. Resulting solution was cooled to room temperature. Solid separated was collected by filtration and washed with IPA. The crude product obtained was crystallized from EtOH/CH2C2 to give 14b, 1.91g (57%).

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marvania, Bhavin; Kakadiya, Rajesh; Christian, Wilson; Chen, Tai-Lin; Wu, Ming-Hsi; Suman, Sharda; Tala, Kiran; Lee, Te-Chang; Shah, Anamik; Su, Tsann-Long; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 695 – 708;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1003-99-2, A common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, 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.

2-Bromo-5-fluoro-aniline (5.00 g, 95 mass percent article, 25.0 mmol), m-nitrobenzenesulfonic acid (2.65 g, 13.0 mmol), 20.0 mL of 85 wtpercent aqueous phosphoric acid solution and ferrous sulfate heptahydrate (65.5 mg, 0.250 mmol) were placed in a 100 mL three-neck flask equipped with a magnetic stirrer, a reflux condenser, a thermometer and a dropping funnel and the mixture was heated to 80¡ãC in an oil bath. Subsequently, trans-2-hexenal (6.51 g, 98 mass percent article, 65.0 mmol) was added dropwise thereto through the dropping funnel for 1 hour. After completion of the dropwise addition, the mixture was heated and stirred at 100¡ãC for 2 hours. Then, the reaction mixture was poured into water and neutralized to pH 7 by ammonia water. The neutralized liquid was extracted with dichloromethane, and then dichloromethane was removed under reduced pressure. The resulting crude reaction product was purified by column chromatography (Hexane/AcOEt=100/0->1/10) using silica gel, followed by drying under reduced pressure to give 625 mg of 8-bromo-5-fluoro-2-propylquinoline as a yellowish white solid (yield: 9.33percent). 1H-NMR (300 MHz, CDCl3) delta: 8.32 (d, 1H), 7.95-7.90 (m, 1H), 7.40 (d, 1H), 7.08-7.01 (m, 1H), 3.05-3.00 (m, 2H), 1.95-1.85 (m, 2H), 1.05 (t, 3H) [MS] EI (m/z): 268 (M+), CI (m/z): 269 (MH+)

The synthetic route of 1003-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries, Ltd.; EP1847545; (2007); A1;,
Bromide – Wikipedia,
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Related Products of 58534-95-5, A common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, 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.

[0467] To a mixture of 3-bromo-2-fluoroaniline (1.0 g), (5-acetyl-2-chlorophenyl)boronic acid (3.132 g), Pd(dppf)C12 (0.860 g), and K2C03 (3.64 g) under an atmosphere of argon was added dioxane (40 mL) and water (10 mL). The mixture was bubbled with argon for 5 mm and heated with stirring at 100 C overnight. The reaction mixture was then filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The remaining residue was purified by column chromatography (0-0.5% MeOH in DCM) to afford S3 (0.9 g) as orange-yellow oil.

The synthetic route of 58534-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (394 pag.)WO2017/35360; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, SDS of cas: 17247-58-4

To a solution of diacetyl-2-acetamido malonate (39, 2.0 g,9.2 mmol) in DMSO was added Cs2CO3 (4.5 g, 13.8 mmol) under an N2 atmosphere. Bromomethylcyclobutane (1.6 g, 10.5 mmol) wasadded to the reaction. The reaction mixturewas heated to 60 C and maintained for 12 h until the completion of reaction as monitored by TLC. The reaction mixture was cooled to rt, poured into ice-coldH2O (100 mL) and extracted with EtOAc (100 mL 3). The organiclayer was washed with brine and dried over Na2SO4. The solid wasfiltered off, and the filtrate was concentrated under reduced pressure to give 2.0 g of 40h (76% yield).

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; Xue, Xiaoqian; Zhang, Yan; Wang, Chao; Zhang, Maofeng; Xiang, Qiuping; Wang, Junjian; Wang, Anhui; Li, Chenchang; Zhang, Cheng; Zou, Lingjiao; Wang, Rui; Wu, Shuang; Lu, Yongzhi; Chen, Hongwu; Ding, Ke; Li, Guohui; Xu, Yong; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 542 – 559;,
Bromide – Wikipedia,
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Reference of 7051-34-5, 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. 7051-34-5, name is (Bromomethyl)cyclopropane, This compound has unique chemical properties. The synthetic route is as follows.

The 50g (266mmol) 4- difluoromethoxy-3-hydroxybenzaldehyde was dissolved was added potassium carbonate 91.9g (665mmol) in tetrahydrofuran 500mL, potassium iodide was added 2.2g (13.3mmol) and benzyl trimethyl ammonium bromide 3.7g, was added and cooled to 0 bromomethyl cyclopropane 50.6g (375mmol) in tetrahydrofuran (150 mL) solution, stirring the reaction mixture was heated to reflux for 1-3 hours, suction filtered, the filtrate was concentrated under reduced pressure, the residue was was added 2mol / L sodium hydroxide solution to pH10, extracted twice with 500mL of dichloromethane, the solvent of the organic layers were dried over sodium sulfate and removed under reduced pressure to give 3-cyclopropyl-methoxy-4-difluoromethoxy methoxybenzaldehyde 63.5g (261mmol), a yield of 98.5%.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Elohim Pharmaceutical Group Co., Ltd; Chen, Yu; Yang, Tao; Gong, Tengwen; (8 pag.)CN105254559; (2016); A;,
Bromide – Wikipedia,
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Synthetic Route of 1073-39-8, These common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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.

EXAMPLE 7 Preparation of 1-(4-methylphenyl)-2-(4-benzocyclobutyl)ethene STR23 A solution of 3.0 g 4-bromobenzocyclobutane, 1.9 g 4-methylstyrene, 3.0 g tri-n-butylamine, 150 mg tri-o-tolylphosphine, 36 mg palladium (II) acetate, and 10 ml of acetonitrile is stirred at reflux under nitrogen for 4 hours. The reaction mixture is poured into 60 ml of 10 percent HCl. The product is isolated by filtration, dried, recrystallized from ethanol, and isolated. About 2.9 g of monomer is prepared.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1422-53-3, A common heterocyclic compound, 1422-53-3, name is 2-Bromo-4-fluorotoluene, molecular formula is C7H6BrF, 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.

REFERENCE EXAMPLE 10 To a solution of 2-bromo-4-fluorotoluene (45 g) in dry diethyl ether (500 ml) is added magnesium (for Grignard reagent, 7 g), and the mixture is refluxed with stirring. To the reaction mixture is added methyl iodide (1 ml), by which the reaction initiates vigorously, and then the mixture is stirred for 30 minutes after taking off the heating bath. Thereafter, the reaction becomes mild, and then the reaction mixture is refluxed for 30 minutes. After allowing to cool, dimethyl disulfide (24 ml) is added to the reaction mixture, and the mixture is refluxed for 3 hours. After allowing to cool, water and 10% hydrochloric acid are added to the reaction mixture, and the mixture is extracted with diethyl ether. The extract is washed with water (500 ml*3), dried over anhydrous sodium sulfate and then the solvent is distilled off. The resulting residue is distilled under reduced pressure to give 4-fluoro-2-methylthiotoluene (30 g). b.p. (15 mmHg): 95 C. NMR (CDCl3) delta: 6.60-7.14 (m, 3H), 2.45 (s, 3H), 2.27 (s, 3H)

The synthetic route of 1422-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; US4824834; (1989); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1073-39-8, A common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, molecular formula is C8H7Br, 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.

EXAMPLE 1 Preparation of 1-Phenyl-2-(4-Benzocyclobutyl)ethene STR17 A solution of 2.4 g 4-bromobenzocyclobutane, 1.4 g styrene, 2.4 g tri-n-butylamine, 29 mg palladium (II) acetate, 100 mg of tri-o-tolylphosphine and 10 ml acetonitrile is stirred under nitrogen atmosphere at reflux for three hours. The reaction mixture is poured into 60 ml 10 percent HCl. The product is isolated by filtration, dried, recrystallized in ethanol, and isolated. About 2.10 g of greenish monomer product is prepared.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10269-01-9, name is (3-Bromophenyl)methanamine, A new synthetic method of this compound is introduced below., SDS of cas: 10269-01-9

N-(3-Bromobenzyl)-2-(4-fluoro-N-isopropylphenylsulfonamido)acetamide. A 250-mL single- neck round-bottomed flask equipped with a magnetic stirrer was charged with 2-(4-fluoro-N- isopropylphenylsulfonamido)acetic acid (1.0 g, 3.64 mmol), (3-bromophenyl)methanamine (690 mg, 3.64 mmol), HATU (2.76 g, 7.28 mmol), TEA (3 ml), and CH2C12 (50 mL). The mixture was stuffed at room temperature for 2 h and added 2% KHSO4 solution. The resulting mixture was extracted with DCM. The combined organic layer was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 3:1 PE/EA to afford the title compound as white solid (960 mg, 60%). MS-ESI: [M+H] 443.1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BROTHERTON-PLEISS, Christine E.; CHEN, Huifen; CHEN, Shaoqing; CHEN, Zhi; ERICKSON, Shawn David; ESTRADA, Anthony; KIM, Kyungjin; LI, Hongju; LOVEY, Allen John; LYSSIKATOS, Joseph P.; QIAN, Yimin; SO, Sung-Sau; WOVKULICH, Peter Michael; YI, Lin; WO2014/49047; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary