Tag: M.W=200-300

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;,
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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. 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;,
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Reference of 62593-17-3, A common heterocyclic compound, 62593-17-3, name is 2,4-Dichloro-6-(trifluoromethyl)aniline, molecular formula is C7H4Cl2F3N, 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 CuCl2 (3.0 mmol) in 30 mL CH3CN was added tBu-nitrite (4.1 mmol) followed by dropwise addition of 1,1-dichloroethylen (39.1 mmol). A solution of 2,4-dichloro-6-trifluoromethylaniline (2.2 mmol) in 2 mL CH3CN was slowly added. After stirring at RT overnight, the reaction was quenched with 25percent aqueous HCl solution and extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4. After removal of the solvent the crude was redissolved in 3 mL MeOH. After addition of 2.4 mL of a 30percent solution of NaOMe in MeOH the mixture was refluxed for 5 h. Then, 1.8 mL concentrated H2SO4 solution was added at RT and the mixture was heated to reflux for 1 h. After concentrating in vacuo the resulting solid was partitioned between water and DCM. The water phase was extracted 3 times with DCM. The combined organic layers were dried over MgSO4. Purification with CC using Hept/EtOAc (10/1) gives the desired product as yellowish oil. _LC-MS (A): tR=0.93 min; 1H NMR ((CD3)2SO) delta: 8.11 (s, 1H), 7.88 (s, 1H), 3.97 (s, 2H), 3.65 (s, 3H).

The synthetic route of 62593-17-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; Hilpert, Kurt; Hubler, Francis; Kimmerlin, Thierry; Renneberg, Dorte; Stamm, Simon; US2015/25075; (2015); A1;,
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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. 14862-52-3, name is 3,5-Dibromochlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 14862-52-3

General procedure: 4-fluoroaniline (1.1 g, 0.010 mol) Pd (dba) 2 (0.5 g, 0.010 mol) was added to intermediate 1-6 (2.6 g, 0.010 mol)0.0005 mol), sodium tert-butoxide (1.9 g, 0.020 mol) was added 70 mL of TOL,Followed by stirring for 4 hours. After the completion of the reaction, column purification was performed on H20: MC and column purification (n-HEXANE: MC) to obtain 2.6 g (77%) of 1-7 Intermediate 2-1 (3.0 g, 0.010 mol) was added to 1,3-dibromo-5-chlorobenzene (2.7 g, 0.010 mol)Was synthesized in the same manner as in Example 1- (7) to give 5.4 g (yield 75%) of Intermediate 6-1

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 14862-52-3.

Reference:
Patent; P&H Tech Co.,Ltd; Hyun, Seo Yong; Jung, Sung Wook; Kim, Dong Won; (133 pag.)KR2016/54866; (2016); A;,
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Application of 53531-69-4, 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. 53531-69-4 name is (4-Bromophenyl)methanesulfonyl chloride, 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.

To a stirred solution of (4-bromophenyl)methanesulfonyl chloride (DC; 500 mg, 1.85 mmol) in pyridine (10 mL) under inert atmosphere was added morpholine (712 mg, 2.22 mmol) at RT and stirred for 16 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mixture was diluted with water (30 mL) and was extracted with EtOAc (2×20 mL). The combined organic extracts were washed with water (15 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified by silica gel column chromatography (20-30% EtOAc/hexanes) to afford DD (360 mg, 61%) as a white solid. *H NMR (400 MHz, CDC13): delta 7.53 (d, J = 8.8 Hz, 2H), 7.29 (d, / = 8.8 Hz, 2H), 4.16 (s, 2H), 3.65 (t, / = 4.8 Hz, 4H), 3.13 (t, 7 = 4.8 Hz, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Bromophenyl)methanesulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
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Chlorides – an overview | ScienceDirect Topics

39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, 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. Recommanded Product: 39226-96-5

Example 12 lambda/-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-(3- pyridinyl)-4-imidazolidinecarboxamide (E12); A mixture of crude 3-methyl-2-oxo-1-(3-pyridinyl)-4-imidazolidinecarboxylic acid (0.8 mmol), 1-hydroxybenzotriazole hydrate (147 mg, 0.96 mmol), 1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (184 mg, 0.96 mmol), and N-ethyl morpholine (0.307 ml, 2.4 mmol) in dichloromethane (15 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (168 mg, 0.8 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 4 hours. The mixture was partitioned between dichloromethane and saturated sodium hydrogen carbonate solution. The organic phase was separated, washed with water and brine, dried and evaporated. The residue was purified by mass-directed automated HPLC. The solid was dissolved in methanol (5 ml) and anhydrous HCI in ether (1 M, 0.5 ml) was added and the solution was evaporated. The resulting solid was collected, washed with ether and dried to give a pale yellow solid. The solid was dissolved in methanol and applied to a SCX ion exchange cartridge and washed with methanol and then 2M ammonia in methanol. The basic fractions were combined and evaporated and the resulting residue was triturated with ether, collected and dried to give lambda/-{[2-Chloro-3- (trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-(3-pyridinyl)-4- imidazolidinecarboxamide (27 mg, 8%). LC/MS [M+H]+ = 413, retention time = 1.96 minutes.

The synthetic route of 39226-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
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 13918-92-8 as follows. Recommanded Product: 13918-92-8

General procedure: To 5-(5-(5-Aminopyridin-3-yl)thiophen-2-yl)-2-methyl- isoindolin-1-one (49) (225 mg, 0.79 mmol) in dry pyridine (23 mL) under N2 at RT,was added dropwise, 2,4-difluorobenzenesulphonyl chloride (336 mg, 1.58 mmol) in CH2Cl2(3 mL) over 5 min. The suspension was heated to 45 C under N2 for 4 h., at which pointanother portion of 2,4-difluorobenzenesulphonyl chloride (169 mg, 0.79 mmol) in CH2Cl2 (2mL) was added. The whole mixture was left to stir for at 45 C under N2 for 16 h., then thesolvent removed under reduced pressure. The resulting residue was suspended in acetone (10mL), 1 M HCl (20 mL) added, and the entire mixture stirred for 10 minutes. The solid wasthen collected by filtration, washed well with 1 M HCl and water, dried, and purified bychromatography as described below. In cases where the bis-sulphonamide was also formed, a second step was introduced wherethe crude product above was treated with a 1:1 mixture of 1,4-dioxane and 2 M NaOH. Thecrude sulphonamide resulting from subsequent acidification of the reaction mixture wasisolated by filtration, washed well with water, and dried. Purification was carried out by flashcolumn chromatography (2% MeOH/CH2Cl2 as eluant), giving the title compound as a paleyellow solid (211 mg, 545).

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Spicer, Julie A.; Miller, Christian K.; O’Connor, Patrick D.; Jose, Jiney; Huttunen, Kristiina M.; Jaiswal, Jagdish K.; Denny, William A.; Akhlaghi, Hedieh; Browne, Kylie A.; Trapani, Joseph A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1050 – 1054;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1008361-80-5, 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. 1008361-80-5, name is 4-Bromo-3-chlorobenzene-1,2-diamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo-3-chloro-benzene-1,2-diamine (500 mg, 2.26 mmol) in EtOH (20.0 mL), 1,4- dioxane-2,3-diol (380 mg, 3.16 mmol) was added at r.t.. The mixture was stirred at r.t. for 18 h. The reaction mixture was then vacuum-concentrated, and the residue was purified by column chromatography on silica gel (gradient elution, 20 – 40% EtOAc/hexane) to give 6-bromo-5-chloroquinoxaline (269 mg). MS: [M+H] + = 243, 245.

The synthetic route of 4-Bromo-3-chlorobenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; OTSUKA PHARMACEUTICAL CO., LTD.; SHIMAMURA, Tadashi; KATO, Ryo; MIURA, Risako; MITA, Takashi; OGAWA, Takahiro; SAGARA, Yufu; JOHNSON, Christopher Norbert; HOWARD, Steven; DAY, James Edward Harvey; ST. DENIS, Jeffrey David; LIEBESCHUETZ, John Walter; (345 pag.)WO2020/22323; (2020); A1;,
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Chlorides – an overview | ScienceDirect Topics

Reference of 30273-47-3, 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. 30273-47-3, name is 4-Bromo-5-chloro-2-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 79 – Preparation of 4-bromo-2,3-dichloro-6-methyl aniline This material was prepared from 4-bromo-5-chloro-2-methyl aniline by chlorination with N-chlorosuccinimide. The product was isolated as a solid, mp 66-68C. The product was characterized by IR and 1H NMR spectroscopy and combustion analysis.

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

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 874-17-9, 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. 874-17-9, name is 4-Chloro-2,6-dibromoaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2,6-dibromo-4-chloroaniline (4 g, 14.0 mmol) was dissolved in 25% NaOMe soln in MeOH (48 mL) and treated with Cul (2.9g, 15.4 mmol) at RT under nitrogen atmosphere. The resulting mixture was stirred at 70 C for 12 h under nitrogen atmosphere. Upon completion, the reaction mixture was cooled to RT and concentrated in vacuo. The residue obtained was diluted with saturated NH4CI solution, extracted with EtOAc (2 x 50 mL) and the combined organic extract washed with water, brine, dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) using 1 % EtOAc-hexanes to give 4-chloro-2,6-dimethoxyaniline (1.0 g, 38%) as a pale brown liquid.1H NMR (300 MHz, CDCI3): delta = 6.52 (s, 2H), 3.83 (s, 6H). LCMS (m/z): 187.9 [M+H]+

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-Chloro-2,6-dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matt; ROBERTSON, Avril; SCHRODER, Kate; (379 pag.)WO2016/131098; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics