Tag: M.W=200-300

Reference of 13526-66-4, The chemical industry reduces the impact on the environment during synthesis 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, I believe this compound will play a more active role in future production and life.

PREPARATION 9; 3-(3-Methoxypyridazin-4-yl)-N-[(1S)-1-phenylethyl]imidazo[1,2-b]pyridazin-6-amine a) 6-Chloro-3-(3-methoxypyridazin-4-yl)imidazo[1,2-b]pyridazine A mixture of 3-bromo-6-chloroimidazo[1,2-b]pyridazine (preparation 1b, 182 mg, 0.78 mmol), 3-methoxy-4-(tributylstannyl)pyridazine (preparation 8b, 313 mg, 0.78 mmol), copper (I) iodide (15 mg, 0.08 mmol) and dry N,N’-dimethylformamide (4 mL) in a Schlenk vial was subjected to three cycles of evacuation backfilling with argon. Tetrakis(triphenylphosphine)palladium (0) (91 mg, 0.08 mmol) was then added and the resulting mixture was subjected to three further cycles of evacuation backfilling with argon before being stirred at 100 ºC for 20 hours. The reaction mixture was cooled down, the solvent was removed under reduced pressure and the residue was purified by flash chromatography (1:1 hexanes/ethyl acetate to 100% ethyl acetate) to give the title compound (131 mg, 64%) as a beige solid. LRMS (m/z): 262 (M+1)+.

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-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Almirall, S.A.; EP2463289; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13526-66-4, 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 13526-66-4 as follows.

Synthesis of intermediate IV-02IV-01 IV-02To a solution of 3-bromo-6-chIoroimidazo[1 ,2-b]pyridazine (IV-01) (450 mg, 1.936 mmol) in 1 ,4-dioxane (8 mL) was added 3-(N-Boc-aminomethyl)pyridine-5- boronic acid pinacol ester (679 mg, 2.033 mmol), aq. Na2C03 2 (3 mL, 6 mmol) and PdCI2(PPh3)2 (136 mg, 0.194 mmol). The resulting mixture was heated at 80 C in a sealed tube for 8 h. On cooling, the mixture was diluted with DC and water. Layers were separated and the aqueous phase was extracted twice with DCM. The combined organic extracts were dried (Na2S04), filtered and concentrated. The residue was purified by flash chromatography (Biotage) using MeOH:DCM 0:100 to 20:80 as eluent to afford intermediate IV-02 (525mg, 75%).

According to the analysis of related databases, 13526-66-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; ALVAREZ ESCOBAR, Rosa Maria; RIESCO FAGUNDO, Rosario Concepcion; GARCIA GARCIA, Ana Belen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; BLANCO APARICIO, Carmen; CEBRIAN MUNOZ, David Alvaro; WO2012/156756; (2012); A2;,
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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., Product Details of 1996-29-8

A 3L 3-neck round bottom flask equipped with a mechanical stirrer, a temperature controller, and a nitrogen inlet was charged with potassium tert-butoxide (Aldrich 95%, 84.6 g, 0.716 mol) and DMSO (400 mL, 4×) at room temperature and stirred for 15 minutes. To this solution was added pyrazole 2 (59 g, 0.719 mol) followed by a DMSO rinse (50 mL, 0.5×). The resulting orange turbid solution was stirred for 15 minutes and fluoride 1 (100 g, 0.477 mol) was added followed by a DMSO rinse (50 mL, 0.5×). This mixture was then heated to 50 C. and held for 5 hours at this temperature. After cooling to room temperature, the reaction mixture was diluted with MTBE (750 mL), and water (500 mL) was added to give a brown turbid mixture. After 15 minutes stirring, the organic layer was separated and sequentially washed with 1 N HCl (250 mL), brine (250 mL), and water (250 mL). Solution assay of organic layer was carried out using GC (conversion >99%, solution yields of 3 and its regioisomer 4 were 83% and 17%, respectively). The MTBE solution was then concentrated under vacuum to a total volume of about 200 mL (KF showed 0.737% water). THF (500 mL) was added, and concentrated to 2× solution (KF=0.158%). THF addition-concentration sequence was repeated to give a 2× solution (KF=0.023%), which used directly in the next step.Analytical samples of compounds 3 and 4 were purified by column chromatography and characterized: Compound 3: white crystals; M.p.: 76 C. (DSC onset temperature). 1H NMR (400 MHz, CDCl3) delta 7.80 (1H, d, J=2.3 Hz), 7.61 (1H, d, J=8.6 Hz), 7.58 (1H, d, J=2.5 Hz), 7.22 (1H, dd, J=8.6, 2.6 Hz), 6.27 (1H, d, J=2.5 Hz), 2.38 (3H, s); 13C NMR (100 MHz, CDCl3) delta 150.8, 140.6, 134.6, 134.1, 132.0, 129.0, 128.2, 115.4, 107.0, 13.6. Compound 4: white crystals; 1H NMR (400 MHz, CDCl3) delta 7.65 (1H, d, J=8.6 Hz), 7.62 (1H, d, J=1.5 Hz), 7.43 (1H, d, J=2.5 Hz), 7.35 (1H, dd, J=8.6, 2.2 Hz), 6.21 (1H, s), 2.19 (3H, s); 13C NMR (100 MHz, CDCl3) delta 140.6, 140.2, 140.0, 134.1, 133.9, 130.8, 130.2, 120.7, 105.9, 11.4.

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; Bednarz, Mark S.; Burgoon, JR., Hugh Alfred; Iimura, Shinya; Kanamarlapudi, Ramanaiah C.; Song, Qiuling; Wu, Wenxue; Yan, Jie; Zhang, Haiming; US2009/62540; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 93765-83-4, The chemical industry reduces the impact on the environment during synthesis 93765-83-4, name is 1-Bromo-5-chloro-2-fluoro-4-methylbenzene, I believe this compound will play a more active role in future production and life.

A mixture of 1-bromo-5-chloro-2-fluoro-4-methylbenzene (5.0 g, 23 mmol), copper(I) cyanide (4.0 g, 45 mmol) and copper(I) iodide (8.6 g, 45 mmol) in NMP (50 mL) was heated at 140C over night. After cooling to room temperature, the mixture was filterted and the filtrate was diluted with water (100 mL) and extracted with ethyl acetate (100 mL chi 3). The combined organic layers were washed with water (100 mL) and dried over Na2SO4. The solvent was removed and the residue was purified by SGC (eluting with petroleum ether/EtOAc = 10/1) to afford 5-chloro-2-fluoro-4-methylbenzonitrile (1.7 g, 45% yield) 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, 1-Bromo-5-chloro-2-fluoro-4-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; CHEN, Chien-An; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; SUN, Shaoyi; WO2014/144545; (2014); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, 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 53531-69-4, COA of Formula: C7H6BrClO2S

To a stirred mixture of potassium carbonate (74.8 g, 0.542 mol) in DCM (70 mL) and H20 (220 mL) at -10C was added pyrrolidine (21.2 g, 0.298 mol) in portions, and the resulting mixture was stirred for 20 min. Then (4-bromophenyl)methanesulfonyl chloride(73.0 g, 0.271 mol) in DCM (400 mL)was added drop-wise. The resultant mixture was stirred for 1 h at RT. The organic phase was separated, washed with H20, brine, dried over Na2S04, and concentrated in vacuo. The residue was recrystallized from 5% EtO Ac/petroleum ether to give the title compound. 1H NMR (300 MHz, CDC13) delta: 7.52 (d, 2H), 7.25 (d, 2H), 4.20 (s, 2H), 3.20-3.30 (m, 4H), 1.80-1.92 (m, 4H).

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, (4-Bromophenyl)methanesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Bromo-4-chloro-2-fluorobenzene

A solution of phenol 59c (2.0 g, 9.32 mmol), 1-bromo-2-fluoro-4-chloro-benzene (1.28 mL, 2.15 g, 10.25 mmol), K2CO3 (3.84 g, 30 mmol) and NMP (20 mL) was stirred and heated to 130 C. for 8 h. The reaction mixture was cooled to RT and diluted with H2O (50 mL) and twice extracted with EtOAc. The combined organic extracts were washed sequentially with water (6 times) and brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 column chromatography eluting with (10% EtOAc/hexane) to afford 0.328 g (% theory) of I-4.

According to the analysis of related databases, 1996-29-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2005/239881; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-30-1, A common heterocyclic compound, 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, molecular formula is C6H3BrClF, 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 solution of 2-bromo-4-chloro-1-fluorobenzene (2.5 mL, 20.52 mmol) and sodiumthiomethoxide (1.453 g, 20.72 mmol) in DMF (20 mL) was stirred at 100 C for 2 h. Thereaction mixture was added to water (20 mL) with stirring, and the aqueous mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford a oily residue that was purified by colunm chromatography on silica gel (hexanes/EtOAc: 20/1) to afford compound I-77a as a colorless oil.?H NMR (600 MHz, DMSO): oe 7.74 (d, J = 8.6, 2.3 Hz, 1 H), 7.49 (dd, J = 8.6, 2.3 Hz, 1 H),7.28 (d, J= 8.6 Hz, 1 H), 2.51 (m, 3 H).

The synthetic route of 1996-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew L.; DINSMORE, Christopher; FULLER, Peter H.; GUERIN, David J.; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; KONG, Norman; LIU, Yumei; WO2014/146246; (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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2,4-Dimethoxybenzene-1-sulfonyl chloride

A solution of 1.64 g of the compound obtained in the preceding step in 20 ml of DMF is cooled to 4 C., 0.25 g of 60% sodium hydride in oil is added and the mixture is stirred at 4 C. for 30 minutes. 1.34 g of 2,4-dimethoxybenzenesulphonyl chloride are then added and the mixture is stirred at RT for 4 hours. 50 ml of water are added to the reaction mixture, the resulting mixture is extracted with EtOAc, the organic phase is washed with saturated NaCl solution and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is chromatographed on silica gel, eluting with a DCM/EtOAc mixture (97/3; v/v). 2 g of the expected product are obtained after crystallization from a DCM/iso ether mixture.

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 63624-28-2.

Reference:
Patent; Di Malta, Alain; Garcia, Georges; Roux, Richard; Schoentjes, Bruno; Serradeil-Le Gal, Claudine; Tonnerre, Bernard; Wagnon, Jean; US2004/180878; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 873-38-1, These common heterocyclic compound, 873-38-1, name is 2-Bromo-4-chloroaniline, 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.

To a suspension of 2-bromo-4-chloroaniline (5g, 24.22 mmol) in HCl (36.5%wt, 30 mL, 365 mmol) and water (100 mL) at -5C, a solution of sodium nitrite (1.838 g, 26.6 mmol) in water (10 mL) was added dropwise. The mixture was stirred at -5C for 1 h, and the suspension turn into a clear solution. A solution of sodium azide (1.732 g, 26.6 mmol) in water (10 mL) was added dropwise to the reaction. Solids precipitated out from the solution during the addition. It was stirred at -5C for 0.5 h. The mixture was extracted with ethyl acetate (70 mL x 3). The combined organic layers were washed with saturated aqueous sodium bicarbonate (20 mL), water (40 mL) and brine (50 mL) sequentially. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the title compound.

The synthetic route of 873-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 27139-97-5, 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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a reaction vessel purged with nitrogen were charged 45 g of 2-bromo-4-chlorotoluene, 36.6 g of carbazole, 7.0 g of a copper powder, 90.8 g of potassium carbonate, 4.7 ml of dimethyl sulfoxide, and 25 ml of dodecylbenzene, followed by heating, and stirred at 200°C for 44 hours. After cooling to 80°C, thereto was added 400 ml of toluene, an insoluble matter was removed by filtration therefrom, and vacuum concentration was conducted to obtain a crude product. Hexane was added to the crude product to precipitate the crude product. It was collected by filtration and then purified by column chromatography (carrier: silica gel, eluent: hexane) to obtain 20.3 g (yield: 32percent) of 9-(3-chloro-6-methylphenyl)-9H-carbazole as a white powder.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-chloro-1-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hodogaya Chemical Co., Ltd.; Shinshu University; YOKOYAMA Norimasa; KABASAWA Naoaki; ICHIKAWA Musubu; OTSURU Sohei; EP2679587; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics