Tag: M.W=200-300

Related Products of 329944-72-1, These common heterocyclic compound, 329944-72-1, name is 3-Bromo-5-chlorotoluene, 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 : To a solution of 3-bromo-5~chlorotoluene (754 mg, 3,67 mmol) in diethyl ether (20 mL) was added dropwise butyllithium (1.5 mL, 3.67 mmol) at -78 C. The resulting solution was stirred at -78 C for 0.5h before addition of 3a (558 mg, 1.835 mmol) as one portion. The reaction mixture was stirred from -78 C to rt over 16h before quenching with sat. NaHCPatent; MERCK SHARP & DOHME CORP.; DING, FA-Xiang; JIANG, Jinlong; SHEN, Dong-Ming; SHEN, Hong; SHI, Zhi-Cai; WO2011/137024; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, 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. category: chlorides-buliding-blocks

Example 3 General Procedure C To the aryl halide (2.0 mmol), Pd2(dba)3 (37 mg, 0.04 mmol, 2 mol %) and 2-(dicyclohexylphosphino)biphenyl (34 mg, 0.1 mmol, 4.8 mol %) were added LiHMDS (803 mg, 4.8 mmol, 2.4 equiv.) and 4 mL toluene. The reaction mixture was stirred at room temperature for 17 h. At reaction completion, the mixture was quenched with 1N HCl (5 mL) and stirred at room temperature for 5 min. Then, it was basified to pH=12 with 1N NaOH and the layers were separated. The organic layer was concentrated. 5-Chlorobenzene-1,3-diamine General Procedure C was followed using 5-chloro-1,3-dibromobenzene (540 mg, 2.0 mmol). The product was isolated as a brown oil in 97% yield (299 mg, 105% mass recovery and 83% purity). 1H NMR (400 MHz, CDCl3): delta 6.10 (s, 2 H), 5.87 (s, 1 H), 3.60 (br s, 4 H); 13C NMR (100 MHz, CDCl3): delta 148.3, 135.5, 105.9, 99.7; HRMS calcd for C6H8N2Cl (M+H) 143.0370, found 143.0369.

The synthetic route of 3,5-Dibromochlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International, GmbH; US2006/258888; (2006); A1;,
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. 38762-41-3, name is 4-Bromo-2-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromo-2-chloroaniline

[(1-Ethoxycyclopropyl)oxy](trimethyl)silane (5.6 mL, 27.85 mmol) was added drop wise over 10 minutes to a stirred solution of 4-bromo-2-chloroaniline (5.0 g, 24.22 mmol) in a mixture of methanol (50 mL) and acetic acid (95 mL) and the resulting solution was heated to 70 oC and stirred at this temperature for 4 hours. After this time, the reaction mixture was cooled to room temperature and concentrated. The resulting residue was then dissolved in THF (25 mL) and added drop wise to a cooled (0 oC), stirred solution of sodium borohydride (1.87 g, 49.4 mmol) and (diethyl ether)(trifluoro)boron (6.2 mL, 48.9 mmol) in THF (50 mL). The resulting mixture was then heated to 70 oC and stirred at this temperature for 4 hours before being cooled to room temperature and allowed to stand overnight. The resulting reaction mixture was quenched by the addition of water (100 mL) before being extracted with ethyl acetate (3 x 30 mL). The combined organic extracts were washed sequentially with water (100 mL) and brine (100 mL) before being dried (MgS04), filtered and concentrated. The resulting residue was purified on a Biotage isolera (5% ethyl acetate, 95% heptanes) to give the desired compound (4.8 g, 76% yield) as a colourless oil. Tr = 2.44min m/z (ES+) (M+H+) 246/248.

The synthetic route of 38762-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COURTNEY, Stephen Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher John; DE AGUIAR PENA, Paula C.; JOHNSON, Peter; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia M.; MUNOZ, Ignacio; WO2013/33085; (2013); 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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3BrCl2

Compound 6B (42.0 g, 86.60 mmol) and Reagent 4 (19.6 g, 86.60 mmol) were put into 500 ml of tetrahydrofuran under a nitrogen atmosphere, and the resulting mixture was stirred and refluxed. Thereafter, potassium carbonate (35.9 g, 259.79 mmol) was dissolved in 200 ml of water, the resulting solution was introduced into the mixture, the resulting mixture was sufficiently stirred, and then tetrakistriphenyl-phosphinopalladium (3.0 g, 2.6 mmol) was introduced thereinto. After the reaction for 12 hours, the temperature of the product was lowered to normal temperature and a produced solid was filtered. After the filtration, the solid was washed with 200 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The resulting product was dried to prepare Compound 6C (33.5 g, 77percent). Reagent 4 was purchased from Aldrich.

According to the analysis of related databases, 19752-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chem, Ltd.; Jung, Min Woo; Lee, Dong Hoon; Huh, Jungoh; Jang, Boonjae; Kang, Minyoung; Heo, Dong Uk; Han, Miyeon; (52 pag.)US2018/244630; (2018); 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. 14490-19-8, name is 1,4-Dichloropyrido[3,4-d]pyridazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,4-Dichloropyrido[3,4-d]pyridazine

To a 50ml round bottomed flask were added 1 ,4-dichloropyrido[3,4-d]pyridazine (200mg, 1 mmol), potassium carbonate (0.37mL, 2mmol), 2,2,2-trifluoro-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]- N-(4-piperidyl)acetamide (409mg, 1 .1 mmol), NMP (3.OmL) and the reaction was refluxed at 10000overnight. The reaction was cooled and diluted with ethyl acetate. The organic layer was washed with water (5x2OmL). The organic layer was dried (MgSO4) and concentrated in vacuo to afford N- [1 -(1 -chloropyrido[3,4-d]pyridazin-4-yl)-4-piperidyl]-2,2,2-trifluoro-N-[[4-fluoro-2- (trifluoromethyl)phenyl]methyl]acetamide (480mg, 0.9Ommol, 90%) which was used without further purification. MS Method 2: RT: 1 .94mm, m/z 536.2/538.2 [M¡ÂH]

The synthetic route of 14490-19-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; BHAMRA, Inder; MCCARROLL, Andrew; WO2014/191737; (2014); 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. 7464-11-1, name is 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine, A new synthetic method of this compound is introduced below., Computed Properties of C6H3Cl2N3S

To interemdiate 17.6 (123 mg, 0.62 mmol, 1.03 equiv) and compound 23.1 (132 mg, 0.60 mmol, 1.00 equiv) in 2-butanol (5 mL) was added DIEA (155 mg, 1.20 mmol, 2.00 equiv) and the resulting solution was stirred for 4 h at 100 C under nitrogen. The resulting mixture was concentrated under vacuum and crude was purified using flash column chromatography to furnish 160 mg of intermediate 29.1 as a white solid. LCMS (ES, m/z): 382 and 384 [M+H].

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; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14862-52-3, name is 3,5-Dibromochlorobenzene, 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 14862-52-3, Recommanded Product: 14862-52-3

The following reagents and solvent were charged into a reaction vessel. Tris(dibenzylideneacetone)dipalladium(0): 190 mg (0.21 mmol) Tri(t-butyl)phosphine: 170 mg (0.82 mmol) Toluene: 20 ml. Next, the reaction solution was stirred at room temperature for 15 minutes. After that, the following reagents were charged into the reaction solution. Compound J13: 560 mg (2.1 mmol) Compound J14: 1.0 g (4.6 mmol) t-Butoxysodium: 880 mg (9.1 mmol). Next, the reaction solution was heated to 100 C. and then stirred at the temperature (100 C.) for 3 hours. After the completion of the reaction, the reaction solution was cooled and then an organic layer was extracted with toluene. Next, the extracted organic layer was dried and then the solvent was removed by distillation under reduced pressure to provide a coarse product. Next, the coarse product was purified by silica gel column chromatography (developing solvent; heptane_toluene=3:1) to provide 760 mg (yield: 67%) of Compound J15.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromochlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Canon Kabushiki Kaisha; Nishide, Yosuke; Yamada, Naoki; Kamatani, Jun; Ishii, Ryuji; Kajimoto, Norifumi; Ito, Takayuki; Mizuno, Nobutaka; Ishige, Koichi; Saitoh, Akihito; (71 pag.)US9755165; (2017); B2;,
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. 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 41965-95-1

2-acetyl-10-[(3-chloro-4-methoxybenzyl)amino]-1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridine-8-carbonitrile, H A mixture of 26 (0.14 mmol), 3-chloro-4-methoxybenzyl amine hydrochloride (0.70 mmol), TEA (0.70 mmol) and NaI (0.007 mmol) in NMP (2 mL) was heated to 130 C. and stirred overnight. The mixture was diluted with CH2Cl2 (10 mL) and washed with H2O (2*10 mL) and brine (10 mL). The organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. Flash Chromatography (AcOEt:MeOH 9:1) gave the desired product (20% yield). MS ESI (m/z) 421 (M+H)+; 1H NMR (300 MHz, CDCl3) delta 8.34 (s, 1H), 7.96 (d, 1H, J=8.7 Hz), 7.73 (dd, 1H, J1=1.5, J2=9.0 Hz), 7.31 (d, 1H, J=2.1 Hz), 7.20 (dd, 1H, J1=2.1, J2=8.4 Hz), 6.93 (d, 1H, J=8.1 Hz), 4.70 (s, 2H), 4.64 (d, 2H, J=6.0 Hz), 4.42 (s, 1H), 3.91 (s, 3H), 3.82 (t, 2H, J=6.0 Hz), 3.20 (t, 2H, J=6.0 Hz), 2.21 (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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; Landry, Donald W.; Deng, Shixian; Arancio, Ottavio; Fiorito, Jole; Wasmuth, Andrew; (41 pag.)US10626113; (2020); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 50638-46-5, 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. 50638-46-5, name is 4-Bromo-3-chloroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under an argon atmosphere, 1-bromo-2-chloro-4-methoxybenzene (44.3 g) was dissolved in toluene (220 ml), ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (60.8 g), water (132 ml), sodium hydrogen carbonate (33.6 g) and dichlorobis(triphenylphosphine)palladium(II) (2.8 g) were added, and the mixture was stirred at an oil bath temperature of 120 C. for 7 hr. To the reaction mixture was added ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (5.2 g), and the mixture was further stirred for 2 hr. The reaction mixture was cooled to room temperature, toluene (100 ml) and water (200 ml) were added, and the mixture was stirred overnight. To the reaction mixture was added activated carbon (3 g), and the mixture was further stirred for 1 hr. The insoluble material was filtered off through Celite, and the insoluble material was washed with toluene (100 ml) and water (200 ml). The obtained filtrates were combined to allow for layer separation. The obtained organic layer was washed with water (100 ml), and the solvent was evaporated to give the title compound (67.7 g). 1H-NMR (400 MHz, DMSO-D6) delta: 7.88-7.86 (1H, m), 7.63 (1H, td, J=7.6, 1.4 Hz), 7.51 (1H, td, J=7.6, 1.4 Hz), 7.27 (1H, dd, J=7.6, 0.9 Hz), 7.18 (1H, d, J=8.6 Hz), 7.06 (1H, d, J=2.6 Hz), 6.95 (1H, dd, J=8.6, 2.6 Hz), 4.01 (2H, m), 3.80 (3H, s), 0.96 (3H, t, J=7.1 Hz).

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

Reference:
Patent; MOTOMURA, Takahisa; MATSUO, Takuya; SHOMI, Gakujun; US2015/18403; (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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

4-Trifluoromethyl-6-(3-fluoro-5-chloro)phenyl-2(1H)-quinolinone (Compound 732, Structure 145 of Scheme XXX, Where R=H, R1=Trifluoromethyl, R2=3-Fluoro-5-chloro) 3-Chloro-5-fluorobenzeneboronic Acid (Compound 733, Structure 144 of Scheme XXX, Where R2=3-Fluoro-5-chloro): This compound was prepared according to General Procedure XXIII in Example 406 from 1-bromo-3-chloro-5-fluorobenzene (20 g, 0.18 mmol), n-BuLi (8.2 M in hexane, 21 mL, 0.18 mmol), and trimethyl borate (60 mL, 0.53 mmol) to give 2,3-difluoro-benzeneboronic acid as a white solid.

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; Ligand Pharmaceuticals Incorporated; US6566372; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics