Author: Jessica.F

Synthetic Route of 933190-51-3,Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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 solution of 8-bromo-6-chloroimidazo[l,2-]pyridazine (340 mg, 1.463 mmol) (prepared as described by Vaccaro W. et al. United States Patent Appl. US 2008/0045536 Al, 2008) and N-(4-methoxybenzyl)aniline (312 mg, 1.46 mmol) in THF (5 mL) at 0 C was added LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF). The reaction mixture was stirred at 0 C for 3 h. The starting material was still present. Additional LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF) was added and the reaction was stirred at room temperature for 2 h. LCMS indicated complete consumption of the starting material. The reaction mixture was transferred to a separatory funnel containing saturated aqueous NaHC03 solution (25 mL) and the aqueous layer was extracted with EtOAc (3 x 25 mL). The combined organic layers were concentrated and the residue was purified by column chromatography on silica gel (10%? 30% ethyl acetate in hexanes) to afford 6-chloro-N-(4-methoxybenzyl)-N- phenylimidazo[l,2-£]pyridazin-8-amine (280 mg, 53%> yield) as a yellow solid: LRMS (ESI) mle 365.2 [(M + H)+, calcd for C2oHi8N4OCl 365.2].

The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; RAJAMANI, Ramkumar; DZIERBA, Carolyn Diane; BRONSON, Joanne J.; MACOR, John E.; WO2015/26574; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 104-52-9,Some common heterocyclic compound, 104-52-9, name is 3-Phenylpropyl Chloride, molecular formula is C9H11Cl, 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.

3-(3-phenylpropylamino)-7-(0-(( V-Boc)piperidin-4-ylmethoxy))quinazoline (58) To a solution of 43 (150mg; 42muiotaetaomicron1), K2C03 (115mg; 84mumol) in DMF (1.5mL) was added l-chloro-3-phenylpropane (129mg; 84mumol). The mixture was stirred at 65C overnight then was diluted with ethyl acetate. The organic phase was washed with water and brine and dried over sodium sulfate. The solvent was removed to afford 58 as a white powder 190mg; 40muiotaetaomicron1; 95%). 58 1H NMR (500MHz; DMSO) delta 8.31 (s, 1H, Hal), 8.05 (d, J=8.4Hz, 1H, Ha4), 7.31- 7.25 (m, 2H Hal3), 7.25-7.20 (m, 2H, Hal4), 7.17 (m, 1H, Hal5), 7.14-7.08 (m, 2H, Ha7 and Ha5), 4.08-3.92 (m, 5H, HNH and Hbl and Ha9), 2.78 (m, 2H, Hb4ax), 2.74 (t, J=8.5Hz, 2H, Hal l), 2.07-1.95 (m, 3H, Hb2 and HalO), 2.10-2.00 (brd, J=l lHz, 2H, Hb3eq), 1.40 (s, 9H, HBoc), 1.26-1.13 (m, 2H, Hb3ax). 13C NMR (125MHz, DMSO) delta 163.7 (Ca6), 160.2 (Ca2), 154.3 (CBoc), 150.6 (Ca8), 149.0 (Cal), 1421.4 (CBoc), 128.8 (Cal3), 128.6 (Cal4), 128.1 (Ca4), 126.3 (Cal5), 117.2 (Ca5), 115.4 (Ca3), 109.2 (Ca7), 78.9 (CBoc), 72.6 (Cbl), 46.1 (Ca9), 45.1 (Cb4), 35.6 (Cb2), 32.6 (Cal l), 30.7 (CalO), 28.6 (Cb3), 28.5 5 (CBoc). HRMS-ESI (m/z) calculated for CzsHssNsNaC^ [M+Na]+: 500.2520; Found: 500.2516.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Phenylpropyl Chloride, its application will become more common.

Reference:
Patent; PIERRE FABRE MEDICAMENT; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); HALBY, Ludovic; ARIMONDO, Paola Barbara; WO2015/40169; (2015); 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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine, A new synthetic method of this compound is introduced below., SDS of cas: 96558-78-0

General procedure: A mixture of CuI (190mg, 1mmol), 4-methyl-1H-imidazole (1.64g, 20mmol), Cs2CO3(3.25g, 10mmol), 3-bromo-5-(trifluoromethyl)aniline (2.40g, 10 mmol), 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (350mg, 2mmol) and DMF (30mL) was added to a bottom, the bottom was evacuated and backfilled with argon (this procedure was repeated three times), then the mixture was heated to 130 C for 24 h under argon. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography on silica gel to afford the crude product. The crude product was recrystallized as a white solid (1.7 g, 71%)

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; Wang, Deping; Zhang, Zhang; Lu, Xiaoyun; Feng, Yubing; Luo, Kun; Gan, Jirong; Yingxue, Liu; Wan, Junting; Li, Xiang; Zhang, Fengxiang; Tu, Zhengchao; Cai, Qian; Ren, Xiaomei; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 1965 – 1968;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60811-21-4, A common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

The ary bromide (1.0 eq), aryboronc acid (1.1 eq), K2C03 (1.5 eq) and PdC2( PPh3)2 (5mo%), under an atmosphere of nitrogen, were suspended n a 1:1 THF:H20 mixture (4 mLper mmo). The reacUonwas heated to refiux and aflowed to stir overnight. The mixture wasthen cooed to room temperature and parUUoned between EtOAc and water, The organic ayer was washed with water, brine, dred over Na2SO4, ffltered, dry oaded onto sWca and purfied by coumn chromatography using sWca as the staDonary phase and a mxture of petroeum benzne/EtOAc as the &uent.() 3-Choro-4-fluoro-1,1bpheny was obtained by the Suzuki couphng method D from 1- bromo-3-choro-4-fluorobenzene as a pae yeflow oH that crystaWzed as an off-white sohdupon standing (43% yed). 1H NMR (400 MHz, CDC3) 67.60 (dd, J = 7.0, 2.3 Hz, 1H), 7.53-7.46(m, 2H), 7.44-7.41 (m, 3H), 7.38-7.35 (m, 1H), 7.19 (t, J = 8.7 Hz, 1H).

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; MONASH UNIVERSITY; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; VOSS, Anne Kathrin; BAELL, Jonathan; NGUYEN, Huu Nghi; LEAVER, David J.; CLEARY, Benjamin L.; LAGIAKOS, H. Rachel; SHEIKH, Bilal Nadeem; THOMAS, Timothy John; (115 pag.)WO2016/198507; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 118-69-4, name is 2,6-Dichlorotoluene, 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 118-69-4, Application In Synthesis of 2,6-Dichlorotoluene

5 g of the following catalyst particles, as described in examples 3 and 4, were loaded in the reactor along with the diluent corundum particles (1: 1 by weight) and tested the influence of addition of ethyl bromide (2 % VN) in presence and absence of water vapour. The reaction was performed under the following conditions. A reaction temperature of 350 to [400C] was used. The mole ratio 2,6-DCT : H20 : NH3: air: N2 was 1: 15: 3-4: 21: 0-29. Molar concentration of 2,6-DCT is 1.4 to 3.8 %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
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. 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 56961-77-4

[Intermediate 5-1] 10.1 g of 30.17 mmol was dissolved in 100 mL of xylene, and then NatBuO 60.35 mmol 5.8 gFollowed by stirring at 180 C, followed by the addition of 6.82 g of 30.17 mmol of 1-bromo-2,3-dichlorobenzene and 0.17 g of BTP 0.30 mmol in this order.After 12 h, the reaction was quenched with NH4Cl, extracted with EA, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure.This was columned with EA: Hx to obtain 9.34 g (yield 65%) of 19.61 mmol of [intermediate 5-2].

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; LG Chem, Ltd.; Gu Gi-dong; Yoon Jeong-min; Kim Gong-gyeom; Huh Nan-seul-a; Lee Gi-gon; Keum Su-jeong; (52 pag.)KR2018/112721; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13726-14-2, name is 4-Chloro-3-methoxyaniline, 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. COA of Formula: C7H8ClNO

General procedure: To a solution containing para-chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 C was added Et3N (9.11 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two-100 mL portions of 1M HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2O gave 14.4 g (84%) of 27 as a colorless crystalline solid.

The synthetic route of 13726-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lalonde, Judith M.; Elban, Mark A.; Courter, Joel R.; Sugawara, Akihiro; Soeta, Takahiro; Madani, Navid; Princiotto, Amy M.; Kwon, Young Do; Kwong, Peter D.; Schoen, Arne; Freire, Ernesto; Sodroski, Joseph; Smith III, Amos B.; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 91 – 101;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 1435-44-5 as follows. Application In Synthesis of 1-Chloro-2,4-difluorobenzene

(4) (2R, 3R)-(1,2,4 triazole)-2-chlorobutane 6 produced in the step (3)(6.8 g, 2.8 mol) was added 2,4-difluorobenzene chloride (8.2 g, 2.2 mol) and added50% sodium hydroxide solution (400ml) with quaternary ammonium salt tetrabutylammonium hydrogen sulfate and iron,Substitution reaction(2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4triazol-1-yl)-2-chlorobutane 7(13.12g, 3.96mol)

According to the analysis of related databases, 1435-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ren Wei; (7 pag.)CN108383829; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 870-24-6, A common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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.

Step 1. In a 500 ml four-necked flask equipped with magnetic stirring, 20.0 g of beta-mercaptoethanol and 1.0 g of Fe-EG catalyst were added, and 50 ml of a newly prepared 30% strength NaOH solution was added dropwise at room temperature.After 15 minutes of dropwise addition, the temperature was raised to 50 C, and 30.0 g of 2-chloroethylamine hydrochloride was dissolved in 17.3 ml of water.Slowly drip into the above reaction bottle, 1h drop addition, continue to keep warm at 50 C and stir for 0.5h;Step 2, after the reaction, the solution is light yellow transparent, a small amount of white solid precipitates at the bottom, the system pH=10, the upper clear liquid is dried at 50 C to obtain a beige viscous liquid, the product is dissolved with absolute ethanol, filtered, and the filtrate is decompressed. Distillation gave the pale yellow viscous liquid product 2-amino-2-hydroxy-diethyl sulfide.

The synthetic route of 870-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fuzhou Huabolile New Materials Technology Co., Ltd.; Mei Dandan; Yang Guilian; (7 pag.)CN108373432; (2018); A;,
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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-(2-Chloroethyl)azepane hydrochloride

To a solution of 1,1-bis(4-hydroxyphenyl)ethane (50.0 mg, 0.233 mmol) in DMF (2.33 mL) at 0 °C was added 60percent sodium hydride (dispersion in paraffin liquid, 56.0 mg, 1.40 mmol). The reaction mixture was stirred for 15 min at 50 °C and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (153 mg, 0.772 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 23 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 = 30/1) to afford RID-F-S*101 (compound 26) (93.9 mg, 87percent) asa pale yellow oil

The synthetic route of 26487-67-2 has been constantly updated, and we look forward to future research findings.

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