Category: chlorides-buliding-blocks

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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3BrClF

EXAMPLE 76 5′-(3-Chloro-4fluorophenyl)-spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one A solution of 3-chloro-4-fluoro-bromobenzene (0.4 cm3, 0.66 g, 3.1 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.2 g) in ethylene glycol dimethyl ether (20 cm3) was stirred under N2 for 20 minutes. To this mixture was then added (spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one-5-yl) boronic acid (1.0 g, 4.7 mmol) and sodium carbonate (1.0 g, 9.4 mmol) in water (5 cm3). The solution was brought to reflux for 18 hours and then cooled to room temperature, poured into 2N NaOH and extracted with EtOAc (*3). The combined extracts were washed with water, brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography (SiO2, EtOAc, hexane) to afford the title compound (0.65 g, 66%) as a pale-yellow solid. mp: 202-204 C.; 1H NMR (DMSO-d6) delta10.4 (s, 1H), 7.9 (dd, 1H, J=2.3, 4.9 Hz), 7.7-7.6 (m, 1H), 7.6 (d, 1H, J=1.5 Hz), 7.5 (s, 1H) 7.4 (d, 1H, J=1.8 Hz), 6.9 (d, 1H, J=8.0 Hz), 2.0-1.9 (m, 8H); MS [M-H]-=314.

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6391907; (2002); B1;,
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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., Formula: C7H7ClFN

Compound 38. 4-(4-Chloro-phenyl)-thiazole-2-carboxylic acid 2-chloro-4-fluoro-benzylamide (B250110) 4-(4-Chloro-phenyl)-thiazole-2-carboxylic acid (61 mg, 0.25 mmol) was dissolved in THF (5 mL), followed by addition of CDI (50 mg, 0.31 mmol). The slurry mixture was stirred at RT for 1 hour. 2-Chloro4-fluorobenzylamine (41 mg, 0.26 mmol) dissolved in THF (2 mL) was added to it. The slurry mixture became a clear yellow solution. The reaction was continued at RT overnight. After removal of the solvent, the residue was washed twice with water (2×10 mL). After filtration, the residue was dissolved in dichloromethane (40 mL) and washed with 0.5 N HCl (20 mL) and water (20 mL). The organic solution was dried over sodium sulfate. Rf value (chloroform, Silica) was 0.55. After filtration through a pad of silica eluted with chloroform, the solvent was removed to afford a semisolid (63 mg, Y=66%).

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; Apogee Biotechnology Corporation; US2007/32531; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1435-50-3, A common heterocyclic compound, 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

Compound4-(4-(3-ethynyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester (0.20 g) , 0.51 mmol) was suspended in DMF (15 mL), and then Pd(PPh3)2Cl2 (36 mg, 0.051 mmol), CuI (10 mg, 0.051 mmol) and1,4-Dichloro-2-bromobenzene (0.12 g, 0.51 mmol). After the reaction liquid is exchanged for three times (nitrogen),Et3N (1.4 mL, 10.2 mmol) was added. After the reaction solution was stirred at 75 C for 2 hours under a nitrogen atmosphere,The organic layer was concentrated under reduced pressure. EtOAc (EtOAc)The organic phase obtained by liquid separation was dried over anhydrous Na2SO?The residue was subjected to silica gel column chromatography(PE/EtOAc(v/v)=1/2)Purification to give the title compound as a yellow solid(0.17 g, 62%).

The synthetic route of 1435-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Xiaobo; Zhou Shiqing; (62 pag.)CN103833753; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, 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 32943-25-2, Product Details of 32943-25-2

A solution of 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (5.00 g, 21.8 mmol) (The Journal of Biological Chemistry (2009) 285, 11, 8363-8374) in toluene (50.0 mL) was treated with chloropropionyl chloride (2.18 mL, 22.9 mmol) and heated to 100 C for 1 h. The mixture was cooled to 25 C, concentrated under N2 stream, dissolved in a minimal amount of toluene and purified by flash chromatography (SiO2, 5-20% ethyl acetate-hexanes) to afford the title compound as an off-white solid (4.74 g, 68%). 1H NMR (600 MHz, CDCl3) (mixture of rotamers) 7.38 (1H, s), 7.29 (2H, br m), 7.25 (1H, m), 7.20 (1H, m), 7.14 (1H, m), 7.06 (1H, d, J = 8.2 Hz), [2H, 3.82 (br m), 3.77 (br m)], [2H, 3.39(br m), 3.33 (br m), 3.29 (t, J = 4.7 Hz)], 2.81 (3H, m), [1H, 2.57(t, J = 6.7 Hz), 2.53 (t, J = 6.8 Hz), 2.50 (t, J = 6.6 Hz)]; LCMS m/z 320.4 ([M + H+], C17H15Cl2NO requires 320.1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, and friends who are interested can also refer to it.

Reference:
Article; Kastrinsky, David B.; Sangodkar, Jaya; Zaware, Nilesh; Izadmehr, Sudeh; Dhawan, Neil S.; Narla, Goutham; Ohlmeyer, Michael; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6528 – 6534;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Chloro-1H-benzo[d][1,2,3]triazole

A solution of 5-chloro-1H-benzotriazole (1.53 g) in THF was added at 0 C. to a mixture of diisopropylic azodicarboxylate (2 mL), triphenyl phosphine (2.9 g) and allyl alcohol (1.4 mL) in THF. After stirring one hour at 0 C., the mixture was concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-allyl-5-chloro-2H-benzotriazole (1.02 g, 53%). A mixture of 1-allyl-5-chloro-1H-benzotriazole and 1-allyl-6-chloro-1H-benzotriazole was also recovered (0.9 g, 47%).

The synthetic route of 94-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher; US2010/125089; (2010); A1;,
Chloride – Wikipedia,
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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 1127-85-1 as follows. Formula: C8H8Cl2N2

General procedure: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

According to the analysis of related databases, 1127-85-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, A new synthetic method of this compound is introduced below., Formula: C8H9ClO

Acetic anhydride (10 mL) at-10 oC was treated with concentrated nitric acid (>69% pure, 1 mL) and then treated portionwise with 2-CHLORO-4-METHOXY-1-METHYLBENZENE (0. 78G, 5 mmol) at a rate that maintained the internal temperature lower THAN-5 C. The solution was stirred for additional one hour while warming to room temperature, poured into an ice and water mixture, and extracted with ethyl acetate several times. The organic layers were combined, washed with 10% NA2C03 and brine, dried (MGS04), and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel eluting with 9: 1 hexanes/ethyl acetate to provide 0.75g (71%) of the desired product. MS (DCI) m/e 219 (M+NH4) + ; IH NMR (CDC13, 300 MHz) 8 7.78 (s, 1H), 7.09 (s, 1H), 3.94 (s, 3H), 2.35 (s, 3H).

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; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., name: 8-Bromo-6-chloroimidazo[1,2-b]pyridazine

A mixture of 8-bromo-6-chloroimidazo[l ,2-b]pyridazine (1.0 g, 4.3 mmol), 6-(2- methylpyrrolidin-l-yl)pyridin-2-amine (0.84 g, 4.73 mmol), Pd2(dba)3 (0.247 g, 0.43 mmol), BINAP (0.536 g, 0.86 mmol) and Cs2C03 (4.21 g, 12.9 mmol) in dioxane (30 mL) was heated to 100 C for 16 h in a sealed tube under N2 atmosphere then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200 ~ 300 mesh, ethyl acetate : petroleum ether = 1 : 15) to afford 6-chloro-N-(6-(2-methylpyrrolidin-l-yl)pyridin-2-yl)imidazo[l ,2-b]pyridazin- 8- amine (1.2 g, 85 %) as a yellow solid. LC-MS: [M + l]+ = 329 > tR =1.930 min.

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; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, A new synthetic method of this compound is introduced below., Quality Control of 1-(2-Chloroethyl)azepane hydrochloride

To a solution of 1,1-bis(4-hydroxyphenyl)but-1-ene (80.0 mg, 0.333 mmol) in DMF (3.33 mL) at 0 °C was added 60percent sodium hydride (dispersion in paraffin liquid, 79.9 mg, 2.00 mmol). The reaction mixture was stirred for 15 min at 50 °C and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (216 mg, 1.09 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 3 h at 50 °C, saturated aqueous ammonium chloride was added at 0 °C. The mixture was extracted with dichloromethane and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by thin layer chromatography on silica (eluant; ammoniacal chloroform/methanol = 9/1) to afford RID-F-S*2 (compound 22) (130 mg, 80percent) as an orange oil

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; Hasegawa, Makoto; Yasuda, Yukari; Tanaka, Makoto; Nakata, Kenya; Umeda, Eri; Wang, Yanwen; Watanabe, Chihiro; Uetake, Shoko; Kunoh, Tatsuki; Shionyu, Masafumi; Sasaki, Ryuzo; Shiina, Isamu; Mizukami, Tamio; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 290 – 305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2687-12-9, name is Cinnamyl chloride, 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. Application In Synthesis of Cinnamyl chloride

General procedure: Briefly, a mixture of alkylimidazoles such as 1-methyl-1H-imidazole (MIM), 1-hexyl-1H-imidazole(HIM), 1-octyl-1H-imidazole (OIM), and 1-decyl-1H-imidazole (DIM) (1 mmol), as well as cinnamylchloride (1 mmol) solvent-free were microwaved to 200 MW at 80 C for 5 min (optimumreaction condition). Reaction completion was marked by separation of dense IL. Products suchas 1-methyl-3-cinnamylimidazolium chloride [CMIM]Cl, 1-hexyl-3-cinnamylimidazolium chloride[CHIM]Cl, 1-octyl-3-cinnamylimidazolium chloride [COIM]Cl, and 1-decyl-3-cinnamylimidazolium chloride [CDIM]Cl were isolated by decanting toluene to remove any unreacted starting materialsand solvents. Subsequently, ILs were rinsed with diethyl ether (4 10 mL) separating afterward thislatter layer by decantation. In each case, ILs were finally dried under reduced pressure to get rid of thevolatile organic compounds.

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Doria, Oscar Forero; Castro, Ricardo; Gutierrez, Margarita; Valenzuela, Diego Gonzalez; Santos, Leonardo; Ramirez, David; Guzman, Luis; Molecules; vol. 23; 9; (2018);,
Chloride – Wikipedia,
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