Category: chlorides-buliding-blocks

Reference of 102-49-8, These common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, 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: EDC hydrochloride (1.2 mmol) and HOBt (1.0 mmol) were added at 0 °C to each parallel vial containing a solution of the appropriate acid 44-53 (1 mmol) in dichloromethane, and either cyclohexylamine or 2,3-dichlorobenzylamine (1.5 mmol) was added at the same temperature. After warming up to room temperature, the vials were placed in the Buechi Syncore reactor. Stirring was maintained at 300 rpm overnight and then morpholinomethylpolystyrene (3 equiv/mol) was added. The solutions were kept at room temperature for 1 h, then polymer bound p-toluenesulfonic acid (3 equiv/mol) was added to each vial, and the reaction mixtures were stirred at room temperature for an additional 24 h. The mixtures were filtered and the solutions were evaporated to dryness to give carboxamides 6-25. Solid products were purified by crystallization from ethanol or aqueous ethanol. Oil products were purified by silica gel column chromatography column (dichloromethane as eluent).

The synthetic route of 102-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Gatti, Valerio; Brizzi, Antonella; Pasquini, Serena; Allar, Marco; Carai, Mauro Antonio Maria; Novellino, Ettore; Colombo, Giancarlo; Di Marzo, Vincenzo; Corelli, Federico; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5641 – 5653;,
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Synthetic Route of 116369-24-5,Some common heterocyclic compound, 116369-24-5, name is 4-Bromo-5-chloro-2-fluoroaniline, molecular formula is C6H4BrClFN, 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.

Add 4-bromo-5-chloro-2-fluoroaniline (0.5 g, 2.24 mmol) to 1,4-dioxane (8.0 mL) and water (4.0 mL), and then add 1-isopropyl-5 in this order. -(4,4,5,5-tetramethyl-1,3,2-dioxorane-2-yl) pyridine-2 (1H) -one (0.65 g, 2.46 mmol),Potassium carbonate (0.94g, 6.72mmol) and Pd (dppf) Cl2 (0.1g, 0.12mmol),After replacing with nitrogen three times, the reaction was carried out at 80 C for 10 hours.After the reaction is completed, cool to room temperature, pour the reaction solution into water, extract with ethyl acetate, combine the organic phases, dry, filter, and concentrate. The residue is purified by silica gel column chromatography (eluent: ethyl acetate / petroleum ether). = 3/1),The title compound (0.4 g, yield: 64%) was obtained in this step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-5-chloro-2-fluoroaniline, its application will become more common.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Jinming; Cai Jiaqiang; He Ting; Wang Lichun; Wang Jingyi; (27 pag.)CN110240593; (2019); A;,
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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. 823-57-4, name is 2-Bromo-5-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H5BrClN

2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane 2,4,6-trioxide (50 wtpercentsolution in ethyl acetate, 8.1 mL, 13.6 mmol) was added slowly to a stirred solution of2-15 bromo-5-chloroaniline (1.5 g, 7.27 mmol), thiane-4-carboxylic acid (1.0 g, 6.84 mmol)and pyridine (2.7 mL, 33.4 mmol) in ethyl acetate (14 mL) at ooc under nitrogen. Thereaction mixture was allowed to warm slowly to 20°C and stirred for 64 h. The resultantsuspension was diluted with ethyl acetate (20 mL) and quenched with water (30 mL).The solids were collected by filtration, washing sequentially with ethyl acetate (2 x 2020 mL), water (20 mL) and diethyl ether (2 x 20 mL). The solids were dried at 50°C invacuo for 16 h, to afford the title compound (2.08 g, 86percent) as a pink powder. DH (500MHz, DMSO-d6) 9.51 (br s, 1H), 7.71-7.65 (m, 2H), 7.21 (dd, J8.6, 2.6 Hz, 1H), 2.71-2.62 (m, 4H), 2.57 (tt, J 11.5, 3.1 Hz, 1H), 2.19-2.08 (m, 2H), 1.78-1.63 (m, 2H). HPLCMS(method 5): MH+ m/z 334, RT 1.90 minutes.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; DEBOVES, Herve Jean Claude; FOLEY, Anne Marie; FOULKES, Gregory; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; QUINCEY, Joanna Rachel; SCHULZE, Monika-Sarah Elisabeth Dorothea; SELBY, Matthew Duncan; SMALLEY, Adam Peter; TAYLOR, Richard David; TOWNSEND, Robert James; ZHU, Zhaoning; (278 pag.)WO2018/229079; (2018); A1;,
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Related Products of 1435-48-9, These common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, 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.

Alternate preparation: To a solution of 2,4-dichloro-1-fluorobenzene (100 g, 0.606 mol) in THF (1.4 L) under nitrogen at -78 C, was added a 2.5 M solution of n-BuLi in hexanes (267 mL, 0.666 mol) dropwise over a period of 30 min, maintaining the temperature between -70 to -78 C. After 1.5 h stirring at -78 C, methyl formate (72.6 mL, 1.21 mol) was added slowly, and the reaction mixture was stirred overnight, warming up to rt. The reaction was quenched with sat. aqueous NH4CI (200 mL) and the organic layer was separated. The organic solvents were removed by distillation at atmosphere pressure and the crude material which contained a small amount of THF was crystallized from hexanes to give the title compound.

Statistics shows that 2,4-Dichloro-1-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-48-9.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; JIN, Meizhong; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2012/158658; (2012); A1;,
Chloride – Wikipedia,
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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. 2687-12-9, name is Cinnamyl chloride, A new synthetic method of this compound is introduced below., Quality Control of Cinnamyl chloride

General procedure: Aryl, benzyl or allyl halides (1.0mmol), arylboronic acid (1.2mmol), K2CO3 (1.5mmol), C1 (5×10-6 mol%) and H2O (2.0mL) were added into a sealed tube and the mixture was stirred at 60C for a few hours. After the reaction, the aqueous phase was extracted with ethyl acetate for 3 times (3×7mL). Then the combined organic layers were dried over anhydrous Na2SO4, concentrated under vacuum and purified by column chromatography.

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; Luo, Kaixiu; Zhang, Lu; Yang, Rui; Jin, Yi; Lin, Jun; Carbohydrate Polymers; vol. 200; (2018); p. 200 – 210;,
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Synthetic Route of 57946-56-2, A common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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.

tert-Butyl 4- {[(4-CHLORO-6-METHOXYQUINAZOLIN-7-YL) OXY3METHYL} PIPERIDINE-1- carboxylate (L. OG, 2. 45MMOL), (prepared as described for the starting material in Example 1), and 4-chloro-2-fluoroaniline (0. 33ML, 2. 94MMOL) were stirred in 2-propanol (30ml) and hydrogen chloride (0. 74ML of a 4M solution in dioxane, 2. 94mmol) was added. The mixture was heated at reflux for 4 hours, cooled and filtered. The solid was dissolved in methanol, placed on an ISOLUTE0 SCX column, washed with methanol and then eluted with 7N ammonia in methanol to give 4- (4-CHLORO-2-FLUOROANILINO)-6-METHOXY-7- (PIPERIDIN-4- ylmethoxy) quinazoline (L. OG, 98%) as a white solid. LC-MS (ESI) 417.1 and 419. 1 [MH] + 1H NMR (spectrum): (DMSOd6) 1.47 (m, 2H); 1.93 (d, 2H); 2.13 (m, 1H); 2. 78 (t, 2H); 3.20 (d, 2H); 4.06 (m, 5H); 7.31 (s, 1H); 7.45 (m, 1H); 7.67 (m, 2H); 7.95 (s, 1H); 8.46 (s, 1H); 9.73 (br s, 1H)

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/13998; (2005); A1;,
Chloride – Wikipedia,
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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. 627-42-9, name is 2-Methoxyethyl chloride, A new synthetic method of this compound is introduced below., Computed Properties of C3H7ClO

Methyl 4-hydroxy-3-(2-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)acetamido)benzoate (1.0 equiv), anhydrous potassium carbonate (3.0 equiv) and 1-chloro-2-methoxyethane (2.0 equiv) were mixed in DMF, the resulting mixture was stirred overnight at room temperature and concentrated under reduced pressure, and the obtained residue was diluted with EtOAc and washed with sodium bicarbonate, water and brine. An organic layer was collected and dehydrated with anhydrous MgSO4, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography, thereby obtaining methyl 4-(2-methoxyethoxy)-3-(2-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)acetamido)benzoate (white solid, 0.10 g, 87.7% yield). 1H-NMR (400 MHz, CDCl3) delta 9.15 (s, 1H), 9.06 (s, 1H), 7.83-7.80 (m, 1H), 7.32 (d, J=8.0 Hz, 2H), 6.94-6.90 (m, 3H), 4.62 (s, 2H), 4.23 (t, J=4.0 Hz, 2H), 3.89 (s, 3H), 3.78 (t, J=4.0 Hz, 2H), 3.44 (s, 3H), 1.71 (s, 2H), 1.34 (s, 6H), 0.70 (s, 9H); 13C-NMR (100 MHz, CDCl3) delta 166.7, 166.4, 154.8, 151.0, 144.0, 127.4, 126.9, 126.6, 123.4, 121.0, 114.0, 110.7, 70.7, 68.4, 67.0, 59.2, 57.0, 52.0, 38.1, 32.3, 31.8, 31.6; HRMS [M+H] calcd [C27H38NO6]: 472.2699, Found: 472.2699; Purity: 100% (as determined by RP-HPLC, method A, tR=27.57 min).

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGGUK UNIVERSITY GYEONGJU CAMPUS INDUSTRY-ACADEMY COOPERATION FOUNDATION; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; Lee, Kyeong; Won, Mi Sun; Ban, Hyun Seung; Kim, Minkyoung; Kim, Bo Kyung; (40 pag.)US2020/31764; (2020); A1;,
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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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 933190-51-3

A mixture of 8-bromo-6-chloroimidazo[1,2-b]pyridazine (2 g, 8.6 mmol) and 5,6-dimethoxypyridin-2-amine (1.39 g, 9.03 mmol) in DMF (72 ml) was cooled to 0 C. To the mixture was added sodium hydride (1.1 g, 27.5 mmol, 60% dispersion in mineral oil). The reaction was stirred for 10 min then warmed to room temperature. After 15 h the reaction was quenched with saturated sodium bicarbonate solution, and then diluted with water and EtOAc. An insoluble solid was filtered off. The filtrate was separated and the aqueous phase was washed with EtOAc. The combined organic extracts were concentrated in vacuo and the residue obtained was crystallized from methanol to give 6-chloro-N-(5,6-dimethoxypyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (2.4 g, 7.85 mmol, 91.2%) as light brown needles. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.26 (br. s., 1H) 7.95 (s, 1H) 7.81 (s, 1H) 7.55 (s, 1H) 7.15 (d, J=7.93 Hz, 1H) 6.58 (d, J=8.31 Hz, 1H) 4.12 (s, 3H) 3.89 (s, 3H); LC/MS: 305.9 [MH]+.

According to the analysis of related databases, 933190-51-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
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Electric Literature of 6781-98-2, 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. 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a schlenk tube with a magnetic bar, 6a (40 mg, 6 mol percent), Pd(OAc)2 (5.4 mg, 3 mol percent), and K3PO4 (594 mg, 2.8 mmol) in 5 mL of THF/H2O (5:1) were placed under argon. Aryl chloride (0.8 mmol) was added via syringe and followed by adding phenylboronic acid (1.2 mmol). The resulting mixture was stirred at room temperature for 12 h. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (petroleum ether/EtOAc=100:1) to give the desired product.

The synthetic route of 2-Chloro-1,3-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Taoping; Zhao, Xiaoming; Shen, Qilong; Lu, Long; Tetrahedron; vol. 68; 32; (2012); p. 6535 – 6547;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, belongs to chlorides-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 1996-30-1, Recommanded Product: 3-Bromo-4-fluorochlorobenzene

To a solution of 2-bromo-4-chloro-l-fluorobenzene (2093 mg, 9.99 mmol) and 4- (trifluoromethyl)-l//-pyrazole (800 mg, 5.88 mmol) in iVW-dimethylacetamide (10 mL) was added Cs2C03(3831 mg, 11.76 mmol). The mixture was heated to 80C for 12 h. LCMS showed the reaction was completed. The mixture was diluted with water (40 mL), extracted with EtOAc (60 mL x 3). The combined organic layers were washed with water (30 mL) and brine (30 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was purified by column chromatography on silica (100:1-5:1 petroleum ether: EtOAc) to give the title compound. LCMS (ES, m/z): 325.0, 326.9 [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-4-fluorochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; DEBENHAM, John, S.; ZHU, Cheng; (64 pag.)WO2020/86416; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics