Category: chlorides-buliding-blocks

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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Recommanded Product: 13526-66-4

To a solution of 3-bromo-6-chloro-imidazo[1 ,2-b]pyridazine (13.27 g, 57.1 mmol) in 160 ml_ THF was added EtMgBr (1 M in THF, 68.5 ml_, 68.5 mmol) solution at rt. The reaction mixture was stirred for 30 min and a suspension of 7-fluoro-quinoline-6-carbaldehyde (10 g, 57.1 mmol) in 40 ml_ of THF was added. The resulting mixture was stirred at rt for 3 h and then quenched with 400 ml_ water and stirred for an additional 1 h. The precipitate was collected by filtration, washed with EtOAc and dried over vacuum oven overnight to afford 13 g (69%) of the title compound. 1H-NMR (400MHz, DMSO-Cf6) delta ppm 8.91 (dd, 1 H), 8.49 (d, 1 H), 8.28 (d, 1 H), 8.24 (d, 1 H), 7.74 (d, 1 H), 7.54(q, 1 H), 7.51 (s, 1 H), 7.40 (d, 1 H), 6.54 (m, 2H).

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; DAI, Miao; FU, Xingnian; HE, Feng; JIANG, Lei; LI, Yue; LIANG, Fang; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YAN, Xiaoxia; YU, Zhengtian; ZHANG, Ji, Yue; WO2011/20861; (2011); A1;,
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Synthetic Route of 461432-23-5, A common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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.

Example 1 4-(5-Bromo-2-chlorobenzyl)phenol At -78C, to a stirred solution of 4-bromo-1-chloro-2-(4-ethoxybenzyl) benzene (8.47 g, 0.026 mol) (according to the synthesis procedure in the reference: ) in dichloromethane (250 mL) was added slowly a solution of tribromoborane in dichloromethane (8 mL, 4 M) in drops, the mixture was stirred at -78C for further 30 minutes and then 1 hour at room temperature. Saturated aqueous sodium bicarbonate (200 mL) was added dropwise, the mixture was extracted for 3 times with ethyl acetate. The organic phases were combined and washed with saturated brine for one time, dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 10:1) to afford the target compound. Yield: 6.85 g (89% of theoretical value). LC-MS (ESI): m/z = 297/299(Cl)[M+H]+.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Yingli Science And Technology Co., Ltd; Shanghai Pharmvally Innovation Institution Of Biomedicine; Shanghai Chempartner Co., Ltd; XU, Zusheng; QIAN, Su; EP2676965; (2013); A1;,
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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

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; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
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Synthetic Route of 6781-98-2,Some common heterocyclic compound, 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, molecular formula is C8H9Cl, 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.

General procedure: In a nitrogen-filled glove box, Silica-3p-TPP ([P] 0.11 mmol/g, 45.5 mg, 0.005 mmol P, 1 mol percent P), anhydrous, degassed benzene (0.8 mL), and a solution of [PdCl(eta3-cinnamyl)]2 (0.65 mg, 0.00125 mmol, 0.5 mol percent Pd) in benzene (0.2 mL) were placed in an oven-dried, 10-mL glass tube containing a magnetic stirring bar. After stirring of the mixture for 5 min, KOAc (147 mg, 1.5 mmol), bis(pinacolato)diboron (2, 140 mg, 0.55 mmol), and p-chlorotoluene (1a, 63.3 mg, 0.50 mmol) were added. The tube was sealed with a screw cap and was removed from the glove box. The mixture was stirred at 25 °C for 10 h, and was filtered through a Celite pad (eluting with Et2O). Solvent was removed under reduced pressure. An internal standard (1,1,2,2-tetrachloroethane) was added to a residue to determine the yield of the product by 1H NMR (95percent). The crude material was then purified by silica gel chromatography to give arylboronate 3a (87.0 mg, 0.40 mmol, 80percent yield).

The synthetic route of 6781-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwai, Tomohiro; Harada, Tomoya; Tanaka, Ryotaro; Sawamura, Masaya; Chemistry Letters; vol. 43; 5; (2014); p. 584 – 586;,
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. 2401-24-3, name is 2-Chloro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H8ClNO

61. The Suzuki reaction was carried out using the conditions of Example 10. Coupling partner 8-chloro-5-(furo[3,2-c]pyrid in-4-yloxy)quinoline was synthesized in the following manner: Skrau preaction of 2-chloro-5-methoxyaniline with propane-i ,2,3-triol afforded 8-chloro-5-methoxyquinoline, which was demethylated with aqueous hydrobromic acid. The resulting 8-chloroquinolin-5-ol was then reacted with 4-chlorofuro[3,2-c]pyridine using cesium carbonate indimethyl sulfoxide.

According to the analysis of related databases, 2401-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, HPLC of Formula: C3H4Cl3NO

Methyl 2,2,2-trichloroacetimidate (0.73 g, 4.09 mmol) and trifluoroacetic acid (0.63 ml_, 8.17 mmol) were added to a suspension of 4-nitrophenylenediamine (0.50 g, 3.27 mmol) in a 2:3 mixture of dichloromethane/diethyl ether (40 ml_). After stirring at RT for 3 h, the reaction mixture was filtered. The residue in the filter was washed with a 1 :1 mixture of dichloromethane:ether. The filtrates were combined and shaken with 1.5N aqueous sodium hydroxide (40 ml_). The organic layer was removed. A 1 :1 mixture of methanol/ether (40 ml.) was added, and the mixture was stirred at RT overnight. The precipitated yellow solid was collected by filtration, suspended in water and the mixture acidified with 6N aqueous HCI. The precipitate was collected by filtration and dried under vacuum overnight to give the title compound (0.331 g, 49%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 8.56 (s, 1 H), 8.20 (d, 1 H), 7.79 (d, 1 H). MS: m/z 208 (M+H).

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; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1207625-18-0, 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. 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

3-(1 -Methyl-1 H-pyrazol-4-yl)-7/-/-pyrrolo[2,3-c]pyridazineThrough a well stirred suspension of 3-chloro-7/-/-pyrrolo[2,3-c]pyridazine (200 mg, 1.3 mmol), 1-methyl-4-[4-(4,4,5,5-tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1 H-pyrazole (324 mg, 1 .55 mmol, 1.2 eq) and cesium carbonate (848 mg, 2.6 mmol, 2 eq) in 20 % aqueous dioxane (40 mL) was bubbled N2 gas for 15 min. at room temp. To the resulting solution was then added Pd(PPh3)4 (72 mg, 0.06 mmol) and heated at 100 C for 13 h. The reaction mixture was cooled to RT and solvent was removed under reduced pressure. The residue was partitioned between DCM and water (50 mL each), and the aqueous layer was extracted with methylene chloride (3 x 100 mL). The combined organic layers were washed with water (20 mL) followed by brine (10 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield a brown solid, which was purified by column chromatography on silica gel using 5 to 10% MeOH in DCM as eluent to yield the title compound as brown solid. 1H NMR (300 MHz, CDCI3): delta = 4.01 (s, 3H), 6.52 (d, J = 3.3 Hz, 1 H), 7.71 (d, J = 3.3 Hz, 1 H), 7.88 (s, 1 H), 8.03 (s, 1 H), 8.09 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-7H-pyrrolo[2,3-c]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); 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. 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrClO

2-Bromo-1-chloro-4-methoxybenzene (200mg, 0.9mmol), cesium carbonate (588mg, 1.8mmol), 4-fluorophenol (202mg, 1.8mmol), CuI (17mg, 0.09mmol) and N- methylpyrrolidine (1 mL) were sealed in a microwave vessel and heated in a microwave at 2000C for 1800s. The crude reaction mixture was purified by chromatography on silica gel. Elution with 10:90 ethyl acetate:heptane with a gradient to 30:70 ethyl acetate:heptane afforded 1-chloro-2-(4-fluorophenoxy)-4-methoxybenzene (112mg, 0.44mmol, 49%). 1-Chloro-2-(4-fluorophenoxy)-4-methoxybenzene (110mg, 0.44mmol) prepared above, was dissolved in DCM (5.0OmL) and stirred under argon at -780C. Boron tribromide (1.0M in DCM, 2.2OmL) was then added and the reaction stirred at -780C for 1 h. The reaction was allowed to warm to ambient temperature overnight, quenched with saturated Na2CO3 (aq) and then the aqueous and organic layers were separated. The solvent was removed in vacuo and the crude product was purified by chromatography on silica gel. Elution with 2:98 ethyl acetate:heptane with a gradient to 20:80 ethyl acetate:heptane afforded 4- chloro-3-(4-fluorophenoxy)phenol (92mg, 0.38mmol, 87%). M.S. (ESI) (m/z): 237, 239 [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; N.V. ORGANON; WO2007/63071; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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: 2,4,5-Trifluorobenzene-1-sulfonyl chloride

Step A: To a solution of sodium sulfite (153 g, 1214 mmol) in water (1000 mL) was added a solution of 2,4,5-trifluorobenzene-l-sulfonyl chloride (40 g, 173 mmol) in dioxane (300 mL) dropwise. After the complete addition of sulfonyl chloride, the reaction was basified to pH 14 by the addition of IN NaOH, and the reaction mixture was stirred overnight. The reaction mixture was cooled on an ice bath and acidified with 100 mL concentrated H2SO4 to pH 1. The mixture was extracted with EtOAc and CH2CI2 and the combined organic layers were dried over Na2S04, filtered and concentrated in vacuo to afford 2,4,5-trifluorobenzenesulfinic acid (34 g, 100%).

The synthetic route of 220227-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENSCIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John Peter; HINKLIN, Ronald Jay; PRATT, Scott; SINGH, Ajay; TURNER, Timothy M.; WO2013/66869; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. SDS of cas: 918538-05-3

To a 100 mL flask was added 2,4-dichloropyrrolo[2,1-J][1,2,4]triazine (3 g, 15.96 mmol), tetrahydrofuran (40 mL) and stirred. To the resulting solution was portionwise added sodium phenolate (2.03 8 g, 17.55 mmol). After 1 h, an aliquot of the reaction mixture was diluted with methanol and anlyzed by LCMS to ensure complete conversion. The reaction mixture was concentrated. To the residue was added water, stirred, filtered, washed extensively with water and dried. Obtained 2-chloro-4-phenoxypyrrolo[2, 1-J][1,2,4]triazine (3.71 g, 15.10 mmol, 95 % yield) as an off-while solid. LCMS m/z 245.9(M+H); rt 1.05 mm; Conditions A. ?HNMR: (300 IVIHz, DMSO-d6) oe 8.13 (dd, J2.6,1.5 Hz, 1H), 7.56-7.48 (m, 2H), 7.42-7.34 (m, 3H), 7.15 (dd, J4.5, 1.5 Hz, 1H), 6.99 (dd, J4.5, 2.6 Hz, 1H).

The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics