Category: chlorides-buliding-blocks

These common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-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: 2-Bromo-5-chloro-4-fluoroaniline

To a solution of Compound 57 (600mg, 2.67mmol) in 1,4-dioxane (6mL) was added bis(pinacolate)diboron(815mg, 3.21 mmol), PdCl2(dppf)-DCM (218mg, 0.27mmol) and potassium acetate (787mg, 8.02mmol), and the solutionwas stirred at 100C for 1 hour. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure.The residue was purified by diol silica gel chromatograpy (ethyl acetate / hexane) to yield crude Compound 59 as black oil.LC-MS: m/z=188. [M+H]+

The synthetic route of 2-Bromo-5-chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Tokyo; Tohoku University; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; FUJIKOSHI, Chiaki; KATOU, Manabu; ODAN, Masahide; TANAKA, Nobuyuki; TATENO, Yusuke; YAMANE, Junji; (144 pag.)EP3112369; (2017); A1;,
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Synthetic Route of 106-39-8, 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 106-39-8 as follows.

The reaction of 1-bromo-4-chlorobenzene(0.191 g, 1.0 mmol), aniline (0.093 g, 1.0 mmol), copper powder (0.0064 g, 0.1mmol), MI (0.036 g, 0.2 mmol), Cs2CO3 (0.720 g, 2.2 mmol), TBAHS (0.068 g, 0.2mmol) produced 0.146 g (72%) of 4-chloro-N-phenylaniline as an brown solid.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Chen, Guoliang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1938 – 1941;,
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Adding a certain compound to certain chemical reactions, such as: 1096296-85-3, name is (5-Bromo-2-chlorophenyl)methanamine, 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 1096296-85-3, COA of Formula: C7H7BrClN

To a solution of 5-bromo-2-chlorobenzenemethanamine (i.e. the product of Step A) (600 mg, 2.72 mmol) in toluene (10 mL) at 0 C was added acetic anhydride (0.55 mL, 5.45 mmol). The reaction mixture was stirred at 100 C for 3 h. The reaction mixture was then extracted with ethyl acetate (3x), and the organic layers were combined, washed with water and brine and dried (Na2S04). The solvent was evaporated to provide the title product (600 mg).il NMR (CDCI3) delta 1.9 (s, 3H), 4.3 (d, 2H), 7.4 (d, 1H), 7.5 (m, 2H), 8.4 (m, 1H).

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, (5-Bromo-2-chlorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. du Pont de Nemours and Company; ANDREASSI II, John Lawrence; TAGGI, Andrew, Edmund; WO2011/59619; (2011); 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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-3-chloro-2-methylbenzene

General procedure: A flask is charged with bromoaryl derivative (1 eq.), piperazine (4-6 eq.), BINAP (0.06-0.22 eq.), NaOtBu (1.4-2.5 eq.) and toluene. The reaction mixture is degassed with N2 and Pd2(dba)3 (0.03- 0.11 eq.) is added. Reaction mixture is heated at 100-110C for 2h-20h. The reaction mixture is extracted with HC1 IN solution. The aqueous layer is basified with NaOH 2N solution and extracted with EtOAc or DCM. The combined organic layers are washed with water and brine, dried (over anhydrous Na2S04 or MgS04), filtered and concentrated in vacuo to afford the expected arylpiperazine used without further purification.

The synthetic route of 62356-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; BREBION, Franck, Laurent; ALVEY, Luke, Jonathan; AMANTINI, David; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene, Marie; PEIXOTO, Christophe; VARIN, Marie, Laurence, Claire; DE CEUNINCK, Frederic, Andre; POP-BOTEZ, Iuliana, Ecaterina; (317 pag.)WO2016/102347; (2016); A1;,
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Reference of 432-21-3, 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 432-21-3 as follows.

To a stirred solution of chloral hydrate (2.54 g, 15.3 mmol) in H20 (30 ml) was addedNa2S04 (0.87 g, 6.14 mmol) and 3-chloro-2-(trifluoromethyl)aniline (2.00 g, 10.2 mmol)followed by addition of NH20H.HCI (2.13 g, 30.7 mmol) at room temperature. The reactionmixture was heated at 55C for 16h. Progress of reaction was monitored by TLC and5 LCMS. After completion, the reaction mixture was diluted with H20 (1 00 ml) andextracted with EtOAc (2 x 40 ml). The organic layer was separated, dried over anhydrousNa2S04 and concentrated under vacuum. The crude obtained was purified by combi-flashchromatography (10 to 20% EtOAc in hexanes) to (E)-N-(3-chloro-2-(trifluoromethyl)phenyl)-2-(hydroxyimino)acetamide Xl-16a (1.25 g) as an off-white solid.10 Yield: 44%.Basic LCMS Method 2 (ES-): 265 (M-H)-, 97 % purity.1H NMR (400 MHz, DMSO-d5) o 7.48 (d, J=7.82 Hz, 1 H) 7.61 (s, 1 H) 7.62-7.68 (m, 2H)10.10 (s, 1H) 12.36 (s, 1H).

According to the analysis of related databases, 432-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
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Related Products of 78068-85-6, 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. 78068-85-6, name is 3-Chloro-4-fluorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 1-benzofuran-6-ol (418.5 mg, 3.1 mmol) in 6 ml of DMF was added 3-Chloro-4-fluorobenzotrifluoride (681.4 mg, 3.4 mmol) and cesium carbonate (1.5 g, 4.7 mmol). The reaction mixture was heated at 80 C. for 2 hours. After cooling to room temperature, it was diluted with ethyl acetate, washed with water (2×) and brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified on a silica gel column, eluting with ethyl acetate (0-30%) in hexane. The final product was collected as colorless oil. 1H NMR (CDCl3, delta ppm): 6.8 (s, 1H), 7.0 (two d, 2H), 7.2 (s, 1H), 7.4 (d, 1H), 7.6 (d, 1H), 7.7 (s, 1H), 7.8 (s, 1H).

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-Chloro-4-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ge, Min; He, Jiafang; Lau, Fiona Wai Yu; Liang, Gui-Bai; Lin, Songnian; Liu, Weiguo; Walsh, Shawn P.; Yang, Lihu; US2007/265332; (2007); A1;,
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Application of 1435-50-3, 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. 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-2,5-dichloronitrobenzene A solution of 2-bromo-1,4-dichlorobenzene (1.000 g, 4.443 mmol, Aldrich, used as received) in fuming HNO3 (7.0 mL) was stirred at 50 C. for 1.5 h and poured into ice (80 g). The yellowish precipitate was filtered, washed with water (10 mL) and dried under vacuum to give 1.14 g (95%) of pure title compound as a yellowish powder; m.p. 50-53 C.; 1 H NMR (CDCl3):7.863 (s, 1H), 8.030 (s, 1H).

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

Reference:
Patent; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
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72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H10ClN

To a slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-l,3,5-triazin-2- ylamino)benzoate (3.6 g) andl-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80C. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.8 g of tert-butyl 4-(4-(l-(4- chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-l,3,5-triazin-2- ylamino)benzoate as a solid.

The synthetic route of 72934-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WANG, Tao; ZHANG, Zhongxing; HAN, Ying; YIN, Zhiwei; SCOLA, Paul Michael; WO2014/116768; (2014); A1;,
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Application of 6940-78-9,Some common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.

(b) Under a nitrogen atmosphere, 81.6 g (0.5 mol) of 7-hydroxy-1H-quinolin-2-one, 103 g (0.6 mol, 1.2 ep) of bromochlorobutane, and 103.5 g of potassium carbonate were added to the flask. Mol, 1.5 ep), 816 mL of acetone, stirred and heated at 60 C., and reacted for 8 hours.After the reaction is completed, cool down to 20C, filter, concentrate the filtrate to recover some acetone, and add water to the remaining residue.Solids were formed, stirred for 1 hour, filtered off with suction, washed with water, sucked dry, and dried in vacuum to obtain a crude product of compound (III) to obtain 110 g of compound (III) in a yield of 86%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chlorobutane, its application will become more common.

Reference:
Patent; Zhejiang Liaoyuan Pharmaceutical Co., Ltd.; Song Zhigang; Yang Minhua; Cui Jianfeng; Chen Weijun; (16 pag.)CN106831739; (2017); 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. 4152-90-3, name is (3-Chlorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 4152-90-3

General procedure: 10495] In an oven-dried vial, G8 (1 equiv.) and benzotriazol-1 -yloxytripyrrolidinophosphonium hexafluorophosphate (1.2 equiv.) were dissolved in dichloromethane (0.1 M). Diisopropylethylamine (1 equiv.) was added, and the reaction was stirred at room temperature for 1-2 hours. Afier complete complexation by TLC, amine (1-3 equiv.) and additional diisopropylethylamine (1-3 equiv.) were added, and the reaction was allowed to stir at room temperature for 12-16 hours. The reaction was concentrated and purified by flash silica chromatography (hexanes/ethyl acetate) to provide the amide. (Note: G16a can be isolated and purified prior to the addition of amine.) Yield: 130.0 mg, 91percent.10502] ?H NMR (CD3OD, 500 MHz): oe 7.35 (t, J=1 .8 Hz,1H), 7.33-7.22 (m, 4H), 5.78 (dt, J=5.5, 2.0 Hz, 1H), 5.05 (t,J=2.5 Hz, 1H), 4.91 (t, J=1.9 Hz, 1H), 4.70 (t, J=5.3 Hz, 1H),4.38 (d, J=15.0 Hz, 1H), 4.34 (d, J=15.0 Hz, 1H), 4.19 (d,J=5.3 Hz, 1H), 3.38-3.33 (m, 1H), 2.68 (d, J=6.0 Hz, 1H),2.49 (dt, J=16.3, 3.0 Hz, 1H), 2.38 (d, J=6.0 Hz, 1H), 2.16(ddt, J=16.0, 2.0, 1.0 Hz, 1H), 2.02-1.88 (m, 1H), 1.76-1.62(m, 2H), 1.51-1.46 (m, 1H) 1.46 (dd, J=11.0, 3.0 Hz, 1H),1.36 (dd, J=1 1.0,2.5Hz, 1H), 1.15 (s, 3H). HRMS(ESI): mlzcalc. for C25H29NO5Cl[M+H]: 470.1734. found: 470.1740.10500] G1 6b: Prepared from 3-chlorobenzylamine.

The synthetic route of 4152-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Board of Trustees of the University of Illinois; Hergenrother, Paul J.; Huigens, III, Robert W.; Morrison, Karen C.; Hicklin, II, Robert W.; Flood, JR., Timothy A.; US2015/274638; (2015); A1;,
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