Tag: M.W=200-300

Application of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows.

4i was then obtained by following the general procedure. A solution of compound 3 (140 mg, 0.7 mmol) in n-BuOH (6 mL) was treated with DIEA (98.6 mg, 0.77 mmol) and 3-bromophenethylamine (154 mg, 0.77 mmol). Compound 4i was purified from this crude material by column chromatography (silicagel, n-hexane/EtOAc=3:1) (128.2 mg, 50.7%). 1H-NMR (400 MHz, CDCl3) delta 7.71-762 (m, 2H), 7.49 (d, J=8.4 Hz, 1H), 7.38-7.30 (m, 2H), 7.14-7.08 (m, 1H), 5.99 (s, 1H, -NH), 3.86 (dd, J=12.4, 6.8 Hz, 2H, -CH2-), 2.94 (t, J=7.2 Hz, 2H, -CH2-). 13C-NMR (100 MHz, CDCl3) delta 159.8, 156.7, 149.8, 147.2, 140.9, 139.9, 132.6, 130.9, 129.3, 128.9, 126.5, 125.3, 121.8, 119.6, 112.2, 41.3, 33.7. LC-MS (ESI) m/z: 362.0 ([M+H]+);

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

Reference:
Patent; The Board of Regents of the University of Oklahoma; Wang, Weidong; Lee, Jae Wook; (35 pag.)US2019/47988; (2019); A1;,
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These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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. name: 4-Bromo-2,6-difluoroaniline

Example 16B V,jV-dibenzyl-4-bromo-2,6-difluorobenzenamineA mixture of the product of Example 16A (1.1 g, 5.3 mmol), benzyl bromide (949 mg, 0.66 ml) and potassium bicarbonate (1.46 mg, 10.6 mmol) in NN-dimethylformamide (3 itiL) was stirred at ambient temperature until TLC indicated no starting material remained. Ethyl acetate was added, and the mixture was washed with water and brine and dried over anhydrous sodium sulfate. After filtration and concentration, the residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 10/1 petroleumether/dichoromethane to give the title compound.

The synthetic route of 4-Bromo-2,6-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97684; (2012); A1;,
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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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7BrFN

Step 1: (4-Bromo-2-fluorophenyl)methanamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at 0 C. The mixture was stirred for 1 h at 0 C. Then, the mixture was quenched with 1N HCl and extracted with ethyl acetate. Drying over magnesium sulfate and evaporation of the ethyl acetate and purified by column chromatography gave N-(4-bromo-2-fluorobenzyl)-ethanesulfonamide in pure form (1.06 g, 79%).

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; Gruenenthal GmbH; FRANK, Robert; Bahrenberg, Gregor; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/79320; (2013); A1;,
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Some common heterocyclic compound, 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, molecular formula is C7H4Br2O2, 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. Safety of 5,6-Dibromobenzo[d][1,3]dioxole

Under nitrogen atmosphere, 5,6-Dibromo-1,3-benzodioxole (13a, 1.58 g, 5.64 mmol), zinc(II)cyanide (670 mg, 5.71 mmol) and [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (208 mg, 284 mumol) were dissolved in anhydrous dimethylacetamide (12 mL) andstirred for 3 h at 150 C. Subsequently, the mixture was diluted with ethyl acetate (50 mL),washed with water (2 × 50 mL), the organic layer dried over magnesium sulfate and the solventremoved in vacuo. The crude product was purified by column chromatography using silica anddichloromethane as eluent (Rf = 0.50) to obtain a colourless solid (829 mg, 4.82 mmol, 85%).1H NMR (500MHz, CDCl3, 300 K): delta = 7.14 (s, 2H), 6.21 (s, 2H) ppm;13C NMR (125 MHz, CDCl3, 300 K): delta = 151.7 (2C), 115.5 (2C), 112.8 (2C), 111.0 (2C), 104.0 ppm;MS (EI, 70 eV): m/z (%) = 172 (100) [M]+;HR-MS (EI, 70 eV): m/z = calcd. for C9H4N2O2 [M]+ 172.0267, found 172.0273.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5279-32-3, its application will become more common.

Reference:
Article; Hamer, Sebastian; Roehricht, Fynn; Jakoby, Marius; Howard, Ian A.; Zhang, Xianghui; Naether, Christian; Herges, Rainer; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1331 – 1338;,
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Some common heterocyclic compound, 185122-74-1, name is 5-Bromo-2,3-dihydro-1H-inden-1-amine, molecular formula is C9H10BrN, 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. name: 5-Bromo-2,3-dihydro-1H-inden-1-amine

To a suspension of 5-bromo-2,3 -dihydro- lH-inden-1 -amine (2.2 g, 10.4 mmol) and NaHC03 (2.6 g, 31.2 mmol) in MeCN (100 mL) was added Boc20 (3.4 mL, 15.6 mmol) at 0 C. The reaction was stirred at rt overnight, then concentrated in vacuo. The residue was dissolved in EtOAc (100 mL). The resulted solution was washed with H20 (50 mL x 2), dried over anhydrous a2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) =20/1) to give the title compound as a white solid (3.3 g, 100%). MS (ESI, pos. ion) m/z: 257 [M + H – 56]+; NMR (400 MHz, i/6-DMSO) delta (ppm): 1.48 (s, 9H), 1.72-1.85 (m, 1H), 2.49-2.62 (m, 1H), 2.77-2.88 (m, 1H), 2.89-2.98 (m, 1H), 4.67-4.77 (br, 1H), 5.07-5.17 (m, 1H), 7.18 (d, J= 8.0 Hz, 1H), 7.32 (d, J= 8.0 Hz, 1H), 7.36 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185122-74-1, its application will become more common.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
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Synthetic Route of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of SA (15 mg, 0.06 mmol) in DMF (1 mL, freshly distilled from CaH2), was added K2CO3 (25 mg, 0.18 mmol), followed by the addition of dibromoalkane (0.24 mmol). The obtained mixture was then stirred under N2 atmosphere at 50 C for 12 h. Afterwards, the reaction mixture was cooled to room temperature and quenched by brine (5 mL). The mixture was then extracted with DCM(5 mL x 3), washed successively with brine (10 mL x 3) and water (10 mL x 3), dried over Na2SO4,filtered, and concentrated in vacuo. The residue was purified by silica gel CC (EtOAc/PE ranged from 5:95 to 10:90 depending on the TLC analysis) to yield 15-20.

The chemical industry reduces the impact on the environment during synthesis 1,9-Dibromononane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Jun; Ling, Wei; Yang, Zhiqiang; Liang, Yan; Zhang, Linyan; Guo, Can; Wang, Kailing; Zhong, Balian; Xu, Shihai; Xu, Ying; Marine Drugs; vol. 17; 2; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 149910-98-5, name is 7-Bromoisochroman, 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 149910-98-5, Recommanded Product: 7-Bromoisochroman

Into a 500-mL round-bottom flask, was placed 7-bromoisochroman (8.48 g, 40.0 mmol, 1.0 equiv) in dioxane (200 mL)/water (20 mL). Pd(dppf)Cl2 (5.8 g, 8.0 mmol, 0.2 equiv) and CS2CO3 (26.1 g, 80.0 mmol, 2.0 equiv) (BPin)2 (2.5 eq) were added to the solution. The resulting solution was stirred for 16 hr at 90 degrees C, after which it was concentrated and purified with SiCk-gel column chromatography. This resulted in 4.6 g (44.2%) of 2-(isochroman-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane as a white solid.

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, 7-Bromoisochroman, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS INFLAMMASOME RESEARCH, INC.; GLICK, Gary; ROUSH, William; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI, Anthony William Jr.; KATZ, Jason; (468 pag.)WO2020/10140; (2020); A1;,
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Reference of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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 the styrene (3 mmol), the halogenated benzene (3 mmol), triethanolamine (3 mmol) and Pd (II) acetate (0.03 g) was stirred under argon at 100 C for 24 h. The reaction was cooled to 25 C, quenched by the addition of dil. aq. hydrochloric acid (2 N, 10 ml), and extracted with ether (3 × 100 ml). The organic phases were dried (Na2SO4), the solvents evaporated, and the crude product was subjected to chromatography (silica gel, hexane/ethyl acetate mixtures).

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:
Article; Csuk, Rene; Albert, Sabrina; Siewert, Bianka; Schwarz, Stefan; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 669 – 678;,
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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. 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-1,3,5-triisopropylbenzene

General procedure: The Suzuki reaction was performed in a 50 mL round-bottomed flask, aryl halide (0.5 mmol), arylboronic acid (0.65 mmol), K2CO3 (1 mmol), Complex 1 (0.2-1 mol%) and water (4 mL) were charged and stirred for the required time at room temperature for aryl bromides or at 100 C for aryl chlorides. After completion, the mixture was cooled down to room temperature, diluted with water (10 mL) and extracted with diethyl ether (3 × 15 mL). The organic layer was washed with brine (3 × 15 mL), dried over anhydrous Na2SO4. The crude products were chromatographed on silica gel (ethyl acetate/hexane).

The synthetic route of 21524-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shahnaz, Nasifa; Puzari, Amlan; Paul, Bidisha; Das, Pankaj; Catalysis Communications; vol. 86; (2016); p. 55 – 58;,
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Electric Literature of 445303-69-5, 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 445303-69-5 as follows.

2-(3-Difluoromethyl-4-fluoro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane The title compound was obtained according to example 342 as a colorless oil (54% yield) using 4-bromo-2-difluoromethyl-1-fluoro-benzene and bis(pinacolato)diboron as the starting materials. MS: m/e=272 (M+).

According to the analysis of related databases, 445303-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Bromide – Wikipedia,
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