Month: July 2021

Synthetic Route of 112734-22-2, These common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, 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.

Step 1 : To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (2.5 g, 12.25 mmol) in pyridine (10 mL) at 0 C in a protective gas atmosphere was added methanesulfonyl chloride (1 .422 mL, 18.38 mmol) slowly in portions. After addition, the suspension was stirred at 0 C for 1 h. The reaction mixture was diluted with ice cold water (20 mL) and pH was adjusted to ~1 using 16 % aqueous HCI solution. The resulting precipitation was filtered off, washed with ethyl acetate (3 x 20 mL) and dried overnight. The crude N-(4-bromo-2-fluorobenzyl)- methanesulfonamide (3.14 g, 91 %) was used as such without further purification.

The synthetic route of 112734-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45451; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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 18087-73-5, HPLC of Formula: C6H4BrN3

Add 3-bromoimidazo [1,2-b] pyridazine (9.9g, 0.05mol), Pd (pph3) 4 (2.89g, 2.5mmol), vinylboronic acid pinacol ester (8.47g, 0.055mol) And Na2CO3 solution (2M) (23mL, 0.05mol) were added to 1,4-dioxane (150mL). Under nitrogen protection, the temperature was raised to 100 C for 1h, and the reaction solution was poured into 200mL saturated NH4Cl aqueous solution, acetic acid. The organic phase was extracted with ethyl acetate (100 mL × 3), the organic phase was separated, dried over anhydrous sodium sulfate, filtered, and concentrated. The product was isolated by column chromatography on silica gel to obtain 5.1 g of the product, with a yield of 70.5%.

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:
Patent; Liaoning University; Chen Ye; Liu Ju; Ding Shi; Li Jun; Liu Yutong; Shi Jiantao; Li Jie; Zhou Ziyun; Zhang Jiaojiao; Gong Yilin; (42 pag.)CN110372705; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58534-95-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-2-fluorobenzenamine (1.9 g, 10 mmol) in DMF (10 mL) at RT, was added NCS (1.4 g, 10.5 mmol) and the resulting mixture was stirred at RT for 16 h. The mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 30: 1) to afford the desired product (1.15 g, 51% yield). ESI- MSm/z: 225.9 [M + H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun, Oliver; LIU, Yuan; WU, Tao; REN, Pingda; LIU, Yi; (136 pag.)WO2017/15562; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10269-01-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10269-01-9, name is (3-Bromophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3. Preparation of (2R, 3R, 4R) -2- (6- (3- bromobenzylamino) -2-chloro-9H-purin-9-yl) tetrahydrofuro-3, A- diol[2R13S1 AS) -2- (2, 6-dichloro-9#-purin-9-yl) tetrahydrofuro- 3, 4-diol (1 equivalent), prepared in Step 2, and 3- bromobenzylamine (1.5 equivalents) were dissolved in ethanol (5 ml) at room temperature for 2-3 hrs with stirring. The reaction mixture was concentrated in a vacuum and the concentrate was purified through silica gel column chromatography using a mixture of dichloromethane:methanol (20:1, v/v) as an elution solvent to afford the object compound (0.12 g, 82%) . m.p. 181.5-181.7C;UV (MeOH) ?max 274.5 nm; 1H-NMR (DMSO-d6) ? 8.92 (t, 1 H-NH, J = 6.0 Hz), 8.43(S, 1H) , 7.55(S, 1 H) , 7.44 (d, 1 H, J = 8.0 Hz) , 7.33-7.35(m, 1 H) , 7.26-7.30(m, 1 H) , 5.81(d, 1 H, J = 6.4 Hz) , 5.47 (d, 1 H, J = 6.4 Hz) , 5.22(d, 1 H, J = 4,0 Hz), 4.66-4.69 (m, 1 H) , 4.62(s, 2 H), 4.32(dd, 1 H, J = 3.6, 9.2 Hz), 4.25(brs, 1 H) , 3.80(dd, 1 H, J = 1.6, 9.2 Hz) ;[?]25D -62.75 (c 0.10, DMSO) ;FAB-MS m/z 440 [M + H]+.

The synthetic route of (3-Bromophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FM THERAPEUTICS Co., Ltd.; WO2008/108508; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, 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 54962-75-3, Formula: C7H5BrF3N

Add propylene oxide (36 mg, 0.624 mmol) and lithium perchlorate (56 mg, 0.458 mmol) to the solution of 3-bromo-5-(trifluoromethyl)aniline (100 mg, 0.416 mmol) in acetonitrile (5 mL), stir the resulting mixture overnight at ambient temperature. Upon completion of the reaction, concentrate the mixture under reduced pressure. Purify the residue by flash chromatography (silica gel, PE_EtOAc=5:l) to afford the product (136 mg, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

The starting 5-bromo-4-fluoro-2-methylaniline (1) (20 g, 98 mmol) was dissolved in anhydrous 1-methylpyrrolidinone (100 mL), and copper (I) cyanide (17.6 g, 196 mmol) was added. The reaction was heated to 180 C. for 3 hours, cooled to room temperature, and water (300 mL) and concentrated ammonium hydroxide (300 mL) added. The mixture was stirred for 30 minutes and extracted with EA (3*200 mL). The combined extracts were dried over magnesium sulfate, and the solvent was removed under reduced pressure. The oily residue was washed with hexanes (2*100 mL), and the solid dissolved in dichloromethane and loaded onto a silica gel column. Eluting with 0 to 25% EA in hexanes gradient provided 5-amino-2-fluoro-4-methylbenzonitrile (10.06 g, 67.1 mmol). LC/MS (m/z: 151 M+1).

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 627871-16-3.

Reference:
Patent; Gilead Sciences, Inc.; Notte, Gregory; US2013/197037; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-53-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 28.5 g (0.1 12 mol) 1 ,3-dibromo-4-fluorobezene, 23.5 g (0.1 12 mol) N-phenyl-1 H- benzimidazol-2-amine and 59.6 g (0.281 mol) potassium phosphate tribasic in 250 ml DMA are stirred at 160 C for 20 h under nitrogen. The reaction mixture is poured on water. The product is filtered off washed with water and ethanol. Yield 38.9 g (97.6 %). 1H NMR (400 MHz, CDCI3): delta =7.78-7.83 (m, 4H), 7.64-7.70 (m, 4H), 7.48-7.52 (m, 2 H), 7.40 (dt, 1 H), 7.33 (dt, 1 H).

The synthetic route of 2,4-Dibromo-1-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (314 pag.)WO2017/56052; (2017); A1;,
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. 65185-58-2, name is 2-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromophenethylamine

General procedure: To a cooled (0 C) solution of CH2Cl2 (25 mL) and pyridine (10 mL) was added 5 (1 g, 5 mmol).The solution was stirred for five minutes followed by the addition of the acyl chloride (5 mmol, 1eq). The resulting mixture was warmed to room temperature and stirred one hour, then the solvent was removed under reduce pressure. The crude product was purified by flash chromatography with CH2Cl2.

According to the analysis of related databases, 65185-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balieu, Sebastien; Toutah, Krimo; Carro, Laura; Chamoreau, Lise-Marie; Rousseliere, Helene; Courillon, Christine; Tetrahedron Letters; vol. 52; 22; (2011); p. 2876 – 2880;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, 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: 1-(4-Bromophenyl)-N-methylmethanamine

Compound 2 (1.486 g, 5.04 mmol), 4-bromo-N-methylbenzylamine (1.00 mL, 5.00 mmol) and triethylamine (1.40 mL, 10.0 mmol) were dissolved in anhydrous dimethylformamide (10 mL) and placed in a pressure bottle, under an N2 atmosphere. The reaction was heated to 130 C. for 3 days. The reaction was cooled to room temperature and diluted into deionized water (250 mL), yielding a fluffy white precipitate with a few brown clumps. After cooling briefly and sonicating and crushing the clumps, the precipitate was collected by vacuum filtration, washing with deionized water, and dried under vacuum. The crude product was dissolved in ethyl acetate and adhered to silica gel (20 g). The silica adhered compound was purified by flash silica gel chromatography (200 g silica, 3:2 hexanes:ethyl acetate) to yield 1.67 g (81%) of 14 as a white solid. ESI-MS m/z 414.1/416.1 [M+H]+. Analysis: Calcd for C20H17BrFN3O: C, 57.98; H, 4.14; N, 10.14. Found: C, 57.82; H, 4.20; N, 10.01. 1H NMR (500 MHz, DMSO-d6) delta 10.04 (s, 1H), 8.72 (s, 1H), 8.07 (d, J=9.3 Hz, 1H), 7.77-7.75 (m, 2H), 7.53 (d, J=7.0 Hz, 2H), 7.20-7.16 (m, 4H), 6.76 (d, J=9.7 Hz, 1H), 4.86 (s, 2H), 3.11 (s, 3H).

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Syntrix Biosystems Inc.; US2012/46243; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 88223-35-2, name is 2-Bromo-9,9-dibutyl-9H-fluorene, 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 88223-35-2, name: 2-Bromo-9,9-dibutyl-9H-fluorene

General procedure: 2-Bromo-9,9-dialkylfluorene (10.0 mmol, 1a, 1b or 1c) was dissolved in CH2Cl2 (60 mL), in the presence of a supported catalystof SiO2/H2SO4 (4.60 g) prepared according to the literature procedure.31 HNO3 (417 mL, 10.0 mmol) was added, and the heterogeneous mixture was stirred at room temperature for 10 min. The solution was then filtered, and the filtrate was washed with aqueous saturated NaHCO3 solution (10 mL) and water (10 mL). The organic layer was dried over anhydrous MgSO4 and the solvent was evaporated under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-9,9-dibutyl-9H-fluorene, and friends who are interested can also refer to it.

Reference:
Article; Lazar, Laszlo; Nagy, Miklos; Racz, David; Zsuga, Miklos; Keki, Sandor; Tetrahedron; vol. 70; 23; (2014); p. 3691 – 3699;,
Bromide – Wikipedia,
bromide – Wiktionary