Author: Jessica.F

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 928-50-7 as follows. Product Details of 928-50-7

Equipped with a mechanical stirrer, a reflux condenser and a thermometer 1000ml four-necked flask, followed by adding 50g (0.48mol) 5- chloro-1-pentene, 50g (0.27mol) phthalimide potassium salt, triphenyl phosphine bromide 0.25g, 2.5g and 500g of nickel sulfate, hexamethylphosphoric triamide. After the addition was complete, the oil bath was heated to 200 deg.] C, the reaction was kept for 3 hours. After incubation, cooled to room temperature. Filter cake by-product potassium chloride reactions, polymerization inhibitor and a catalyst. Rinsed with acetone 100ml fresh cake combined filtrate and washings. Under reduced pressure using a rotary evaporator, acetone was distilled off spin, hexamethylphosphoric triamide and the excess of 5-chloro-1-pentene. Get 57g red viscous liquid, liquid chromatography measured content of 94.81%, the yield was 98.09%.

According to the analysis of related databases, 928-50-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yizheng Haifan Chemical Co., Ltd; Zou, Congwei; (9 pag.)CN106008314; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202865-57-4, name is 1-Bromo-2,5-dichloro-3-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. Formula: C6H2BrCl2F

To a solution of potassium KO’Bu (20.7 g, 185 mmol)) suspended in toluene (270mL) and DMPU (90 mL, 746 mmol) was added methanol (30 mL). The mixture was placed in an oil bath at 80 C under N2 with a reflux condenser for 25 minutes to obtain a solution. The solution was then allowed to cool to room temperature under N2, after which l-bromo-2,5-dichloro-3- fluorobenzene (15 g, 61.5 mmol) was added dropwise to the solution and the resulting suspension was placed in an oil bath at 80 C under N2. After 4 h, the reaction mixture was allowed to cool to room temperature and was then diluted with hexanes (200 mL) and water. The layers were separated and the aqueous layer was extracted with hexanes. The combined organic portions were washed with water, dried (MgS04), filtered and concentrated to afford crude. The crude was purified by silica gel chromatography using 30% EtOAc/pet ether as an eluent to afford l-bromo-2,5-dichloro-3-methoxybenzene (13 g, 81% yield) as off white solid. 1 H NMR (300 MHz, CDCL) d 7.26 (d, J = 2.8 Hz, 1H), 6.87 (d, J = 2.8 Hz, 1H), 3.93 (s, 3H).

The synthetic route of 1-Bromo-2,5-dichloro-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Anish; CHEUNG, Mui; EIDAM, Hilary Schenck; JOSHI, Hemant; SU, Dai-Shi; (128 pag.)WO2019/149959; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1000577-58-1, These common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-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.

Synthesis of 1-bromo-2.3-dichloro-5-methoxybenzene (Compound 2)[0151] 1-Bromo-2,3-dichloro-5-fluorobenzene (5.1453 g, 21.10 mmol) was dissolved in THF (25 mL) at room temperature and cooled to 0 C. Then, 5.1 g of sodium hydride (60%, 128 mmol) was added and 2.0 mL of methanol was added slowly. Additional THF (5 mL) was added. The mixture was stirred at room temperature for 10 minutes, then heated at 75 C for four hours and cooled to room temperature. The mixture was poured into ice with some aq. sat. NH4Cl solution and extracted with EtOAc (3 x 100 mL). The organic solution was washed with brine, dried over Na2SO4, concentrated to dryness. The residue was purified with flash column chromatography on silica gel using hexane as solvent to afford the product (4.6727 g) as a white solid in 87% yield. 1H-NMR (CDCl3): delta 7.109 (d, J = 3.0 Hz, 1 H), 6.988 (d, J- 3.0 Hz, 1 H), 3.786 (s, 3 H). The product was also synthesized from l-bromo-2,3-dichloro-5-fluorobenzene and sodium methoxide in THF. The final product was purified by recrystallization from hexane.

Statistics shows that 1-Bromo-2,3-dichloro-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1000577-58-1.

Reference:
Patent; NEKTAR THERAPEUTICS; RIGGS-SAUTHIER, Jennifer; DENG, Bo-Liang; WO2010/132691; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2162-98-3, name is 1,10-Dichlorodecane, 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 2162-98-3, Product Details of 2162-98-3

Example 1 20.6 g (0.1 mol) of 4-octylaminopyridine, 10.5 g (0.05 mol) of 1,10-dichlorodecane and 30 ml of demineralized water were combined and refluxed with stirring. The initially cloudy, yellowish solution became clear and yellow after 3 hours. After the mass had been stirred for a further hour at reflux, it was cooled to 5 C. The resulting white, semisolid paste was filtered off with suction, and the product octenidine dihydrochloride in the form of colourless crystals was washed with iced water.

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, 1,10-Dichlorodecane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AIR LIQUIDE SANTE (INTERNATIONAL); US2001/16660; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 454-78-4, 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. 454-78-4, name is 2-Bromo-1-chloro-4-(trifluoromethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), 2-bromo-l- chloro-4- (trifluoromethyl)benzene (126 mg, 0,489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100C under microwave heating for 15 min. The solvent was removed and the crude product purified by HPLC separation to give the title compound as the TFA salt (186 mg, 85%) 1HNMR (CH3OD, 400MHz) delta: 7.76-7.63 (m, 3H), 7.46-7.40 (m, 1H), 7.38-7.20 (m, 4H), 7.11-7.02 (m, 3H), 4.78-4.40 (m, 3H), 4.18-4.08 (m, 2H), 4.02-3.84 (m, 1H), 3.67-3.40 (m, 3H), 3.38-3.16 (m, 2H). LCMS (m/z): 462.2 [M+H]+

The synthetic route of 2-Bromo-1-chloro-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 18112-31-7, name is 3-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5BrClN3

A mixture of 50 mg (0.203 mmol) of 3-Bromo-6-chloro-2-methyl-imidazo[1 ,2-b]pyridazine (BKS422; preparation see Stage 61.1 ), 92 mg (0.446 mmol) of (4-methylsulfonyl)- EPO phenylboronic acid (Combi-Blocks), 0.51 ml of a aqueous 1 M K2CO3-solution, 8 mg of Pd(PPh3)2CI2 in 1.5 ml of DMF are heated in an oil bath at 1050C for 5 h. The reaction mixture is ppured into CH2CI2, washed with water and dried (Na2SO4). After the solvent is evaporated, the residue is purified by chromatography on silicagel. Solvent system: CH2CI2- EtOAc = 100-0 (start) to 0/100 (end). The title compound is isolated as a yellow solid. MS: 442 (M+1 ); HPLC: tR = 3.71 Omin.

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 18112-31-7.

Reference:
Patent; NOVARTIS AG; WO2008/52733; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 320-50-3, 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 320-50-3 as follows.

Similarly, 4-(2-trifluoromethyl-4-chlorophenoxy)benzene is prepared by following the same procedure but using 1,4-dichloro-2-trifluoromethylbenzene in place of 1,2-dichloro-4-trifluoromethylbenzene.

According to the analysis of related databases, 320-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chevron Research; US4289909; (1981); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1298031-94-3, A common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, 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.

A dry three-necked round-bottomed flask at -78C under inert atmosphere was charged with anhydrous THF (20 mL). A solution of n-butyllithium (2.5 M in hexane, 26.1 mL, 65.3 mmol) was added dropwise, followed by addition of anhydrous acetonitrile (4 mL, 65.3 mmol). The internal temperature was maintained below -70 C during the entire addition process. After stirring 30 min at -78 C, a solution of 8-bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (2.0 g, 8.2 mmol, prepared according to Example 43) in anhydrous THF (20 mL) was added drop- wise. The mixture was stirred for 2 h at -78 C. The excess reagent was quenched carefully with sat’d aqueous NH4C1. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-35% EtOAc in petroleum ether to yield 2-(6-chloro- 2-methylimidazo[l,2-b]pyridazin-8-yl)acetonitrile (1.2 g, 71%). MS m/z 207.1, 209.1 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 924818-16-6, name is (5-Chloro-2,4-difluorophenyl)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 924818-16-6, Product Details of 924818-16-6

N-(5-Chloro-2,4-difluorobenzyl)-2,2-dimethoxyacetamide; A mixture of methyl dimethoxyacetate (1.45 g, 10.7 mmol) and 5-chloro-2,4-difluorobenzylamine (1.78 g, 10.0 mmol) in a sealed tube was heated at 80¡ã C. for 20 h. After that time, the mixture was diluted with EtOAc (20 ml), washed with HCl (2 N, 10 ml), saturated Na2CO3 (10 ml), H2O (10 ml) and brine (10 ml), and dried over MgSO4. After concentrated in vacuo, the title compound was obtained as a brown oil. 1H NMR (400 MHz, CDCl3): delta=3.41 (s, 6 H), 4.46 (d, J=6.4 Hz, 2H), 4.74 (s, 1H), 6.92 (t, J=8.8 Hz, 1H), 6.93 (brs, 1H), 7.41 (t, J=8.0 Hz, 1H). MS(ES+): m/z=280.03/282.01 (95/57) [MH+]. HPLC: tR=3.02 min (polar-5 min, ZQ3).

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; OSI Pharmaceuticals, Inc.; US2009/197862; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4261-67-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4261-67-0 name is 3-Chloro-N,N,2-trimethylpropan-1-amine hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 3 Cis(+)-3-acetyloxy-2,3-dihydro-5-(2-methyl-3-dimethylaminopropyl)-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one oxalate (diastereoisomer B) 5 g cis(+)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one, 2.9 g 2-methyl-3-dimethylaminopropylchloride hydrochloride, 5.7 g K2 CO3, 1.4 ml H2 O were reacted in 75 ml acetone, according to the procedure as in Example 1 (a), then reacted with 70 ml acetic anhydride, (see Example 1 (b)). The crude was treated with ethyl ether and the so obtained solid is filtered off and the solution was evaporated to dryness. This procedure was repeated. 4.3 g residue were dissolved in isopropyl alcohol and treated with 1.2 g oxalic acid. A solid, which was crystallized from acetone-ethyl ether, was obtained; m.p. 84¡ã-89¡ã C.; [alpha]D20 =119.3 (H2 O).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-N,N,2-trimethylpropan-1-amine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Istituto Luso Farmaco d’Italia S.p.A.; US5571807; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics