Category: quinolines-derivatives

Electric Literature of 2005-43-8,Some common heterocyclic compound, 2005-43-8, name is 2-Bromoquinoline, molecular formula is C9H6BrN, 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: A mixture of aryl halide (0.5 mmol), potassium aryltrifluoroborate (0.6 mmol), K2CO3 (1.0 mmol), Pd/C (5%; 0.5 mol%), ethanol (3 mL), and distilled water (1 mL) was stirred at 80 C in air for the time indicated. The reaction mixture was added to brine (15 mL) and extracted with ethyl acetate (4¡Á15 mL). The organic solvent was removed under vacuum, and the product was isolated by short-column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromoquinoline, its application will become more common.

Synthetic Route of 580-16-5,Some common heterocyclic compound, 580-16-5, name is 6-Hydroxyquinoline, molecular formula is C9H7NO, 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.

Procedure C. The aromatic alcohol (1.2 mmol) and PhOCSCl (1.8 mmol) were dissolved in 10 mL of CH2Cl2 or MeCN. CsF-Celite (2.4 mmol) was then added to form a heterogeneous mixture. The reaction mixture was stirred at room temperature for 2-6 hours and monitored by TLC. Then reaction mixture was diluted with CH2Cl2 and washed with brine. Organic layers were combined and dried with Na2SO4 and solvent was removed under reduced pressure. The crude mixture was purified by column chromatography to afford the corresponding thiocarbonate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Hydroxyquinoline, its application will become more common.

Application of 406204-90-8, A common heterocyclic compound, 406204-90-8, name is 6-Bromo-2,4-dichloroquinoline, molecular formula is C9H4BrCl2N, 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.

Preparation of6-Bromo-2,4-dichloro-quinoline-3-carboxylic acid ethyl ester:; To the cooled solution (-20 0C) of LDA (DIPA, 66ml, 49mmol; n- BuLi, 27.07 mL, 43 mmol) m dry THF (40 mL) the compound 6-Bromo-2,4dichloro quinoline (10 g, 36.10 mmol) m dry THF (200 mL) was added dropwise, changing reaction colour to reddish brown and stirred at -78 0C for 40 mm. After the anion formation ethylchloroformate (4.14 mL, 43.32 mmol) was added. Reaction was stirred at -78 0C for 2 h and quenched by ice cold water. Reaction mixture was concentrated on rotatory evaporator, and extracted with ethyl acetate (200 mL x 3 times). The combined organic layer was washed with brme. The crude product was purified by column chromatography (silica gel 100-200 mesh, 2-3% ethyl acetate m n- hexane) to get 6-Bromo-2,4-dichloro-qumolme-3-carboxylic acid ethyl ester (8 5 g, 67%) as white solid. Mp 120-121 0C 1H NMR (CDCl3, 400 MHz): delta 1.44 (t, J = 7 Hz, 3 H), 4.52 (q, /= 7 Hz, 2 H), 7.90 (d, J = 1 Hz, 2 H), 8 37 (s, 1 H).

The synthetic route of 406204-90-8 has been constantly updated, and we look forward to future research findings.

Related Products of 927801-23-8, 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 927801-23-8 as follows.

General procedure: 6-Bromo-4-iodoquinoline (12) (1.0 equiv), Pd(PPh3)2Cl2 (0.1 equiv), CuI (0.15 equiv) and triethylamine were charged in a three neck round bottom flask. The flaskwas fitted with a N2 inlet adapterand purged with N2 for 10 min. The solution of alkyne (1.0 equiv)was then added via syringe and purged with N2 for another 10 min. The reaction mixture was stirred at 50 C for 5 h. After thecompletion of reaction, the mixture was concentrated underreduced pressure and the residue was dissolved in EtOAc, washedwith 1 N NaOH and water, then the organic phase was dried over magnesium sulfate. The crude product was purified by silica gel column chromatography yielded the desired compound. 4.1.12.3 6-Bromo-4-(3-(4-methylpiperazin-1-yl)prop-1-ynyl)quinoline (14c) This compound was prepared from 6-bromo-4-iodoquinoline (12) (100 mg, 0.30 mmol) and 1-methyl-4-(prop-2-ynyl)piperazine (13c) (41 mg, 0.30 mmol) according to the general synthesis procedure E to afford the title compound (62 mg, 0.18 mmol, 60% yield) as a viscous oil. 1H NMR (500 MHz, CDCl3) delta 8.87 (d, J = 4.5 Hz, 1H, Ar-H), 8.36 (d, J = 2.0 Hz, 1H, Ar-H), 7.98 (d, J = 9.0 Hz, 1H, Ar-H), 7.80 (dd, J = 9.0, 2.0 Hz, 1H, Ar-H), 7.61 (d, J = 4.5 Hz, 1H, Ar-H), 3.76 (s, 2H, CH2), 3.01-2.85 (m, 8H, CH2 * 4), 2.57 (s, 3H, CH3). ESI-MS: m/z = 344 [M+H]+.

According to the analysis of related databases, 927801-23-8, the application of this compound in the production field has become more and more popular.

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. 580-17-6, name is 3-Aminoquinoline belongs to quinolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Aminoquinoline

General procedure: To an oven-dried 100 mL three-necked round-bottomed flask equipped with two glass stoppers, a vacuum-jacketed Dean-Stark trap topped with a reflux condenser fitted with a N2 inlet, and a Teflon-coated magnet stirring bar were placed pyridin-3-amine (0.5 g, 5.3 mmol), boric acid (0.1 g, 1.6 mmol), and mesitylene (70 mL). To the stirred reaction mixture were added N,N,N’,N’-tetramethylpropane-1,3-diamine (0.21 g, 1.6 mmol) and 8-methoxy-8-oxooctanoic acid (1.5 g, 8 mmol) in one portion. The stirred reaction mixture was heated at gentle reflux at ca. 164 C for 7 h. TLC analysis (eluent: EtOAc) indicated the complete disappearance of the amine starting material. After cooling to r.t., the mixture was poured into petroleum ether (350 mL) leading to the immediate precipitation of an off-white solid. Stirring was continued for an additional 30 min and the precipitate was then filtered through a sintered glass funnel. The collected solid was thoroughly washed with petroleum ether and H2O, and dried in vacuo at r.t. for 24 h, then purified by flash chromatography to afford methyl 8-oxo-8-(pyridin-3-ylamino)octanoate as an off-white solid; yield: 1.14 g (82%); mp 52.6-53.4 C.

The synthetic route of 580-17-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 612-60-2, 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 612-60-2 as follows.

To 7-methylquinoline (25.0 g, 17.5 mmol) at 160 C. was added SeO2 (19.2 g, 175 mmol) portionwise over 5 min. The mixture was stirred at 160 C. for 8 h, then allowed to cool to room temperature. CH2Cl2 (400 mL) was added, and the mixture was filtered through a pad of CELITE. The filtrate was concentrated under reduced pressure, and the residue was purified by SiO2 gel chromatography (10:1 petroleum ether/EtOAc) to give the title compound as a yellow solid (5 g, 18%). MS (ES+): C10H7NO requires: 157 found: 158 [M+H]+

According to the analysis of related databases, 612-60-2, the application of this compound in the production field has become more and more popular.

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. 22246-17-9, name is 7-Methoxy-3,4-dihydroquinolin-2(1H)-one, A new synthetic method of this compound is introduced below., SDS of cas: 22246-17-9

To a stirred solution of 19 (1.0 g, 5.64 mmol) in DMF (10 mL) at 0 C was added NaH (0.25 g, 6.2 mmol) and the resulting solution was stirred for 30 min. Ethyl bromoacetate (0.67 mL, 6.2 mmol) was added to the reaction mixture, while stirring at 0 C and warmed to rt. After 17 h, the reaction mixture was diluted with ethyl acetate and washed with 1.0 N HCl, saturated aqueous NaHCO3, then brine. The organic layer was dried over MgSO4, concentrated in vacuo and the residue was purified by MPLC to give 20 (1.17 g, 79%) as a white solid. 1H NMR (300 MHz, CDCl3) delta 7.08 (d, J = 8.2 Hz, 1H), 6.55 (dd, J = 8.2, 2.3 Hz, 1H), 6.33 (d, J = 2.3 Hz, 1H), 4.63 (s, 2H), 4.22 (q, J = 7.1 Hz, 2H), 3.78 (s, 3H), 2.93 – 2.85 (m, 2H), 2.76 – 2.60 (m, 2H), 1.27 (t, J = 7.1 Hz, 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.

These common heterocyclic compound, 52980-28-6, name is Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate, 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. Recommanded Product: Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate

General procedure: Oxoquinolines 9a-c(8 mmol) were reacted with the appropriate amine (8 mmol) in diphenyl ether(30 mL) at 210 C under magnetic stirring for 1 h. The resulting mixture was poured into petroleum ether. The obtained solid was filtered and recrystallized from dichloromethane/petroleum ether (1/1) to yield the derivatives listed below [28-30].

The synthetic route of Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate has been constantly updated, and we look forward to future research findings.

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. 206258-97-1, name is Ethyl 8-bromo-4-chloroquinoline-3-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C12H9BrClNO2

Example 97 Ethyl 8-bromo-4-[{[4-(2-butynyloxy)phenyl]sulfonyl}(methyl)amino]-3-quinolinecarboxylate To a room temperature solution of 1.97 g (6.27 mmol) of the product of Example 5 in 40 mL of dimethylformamide was added 0.276 g of 60% sodium hydride (6.9 mmol). After 1 hour 1.5g (6.27 mmol) of ethyl 8-bromo-4-chloro-3-quinolinecarboxylate was added and the mixture heated to 80C. After 18 hours the reaction mixture was cooled to room temperature and ethyl acetate and water were added. The organic phase was washed with water (5X) and dried over anhydrous magnesium sulfate. Filtration and concentration in vacuo gave an oil (3.44 g) which was chromatographed on silica gel (hexane/ethyl acetate) to give ethyl 8-bromo-4-[{[4-(2-butynyloxy)phenyl]sulfonyl} (methyl) amino]-3-quinolinecarboxylate as a foam (2.79 g). Electrospray Mass Spec 517 and 519 (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 of 54675-23-9, A common heterocyclic compound, 54675-23-9, name is 6-Bromo-4-hydroxyquinolin-2(1H)-one, molecular formula is C9H6BrNO2, 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.

General procedure: To the appropriate 4-hydroxy-2-quinolone (1.0 mmol), K2CO3 (6.0 mmol) and TFE (8.0 mL) were added. The slurry was magnetically stirred until partial dissolution of the quinolone. After this, the halide (6.0 mmol; 12.0 mmol in case of MeI) was added, the system was capped with a septum and stirred under argon atmosphere at 60 C until consumption of starting material. For the methylation, Ag2O (2.0 mmol) was added before the MeI. The mixture was stirred at room temperature for 12 h, protected from light with an aluminum foil. Then, the solvent was recovered by careful distillation at atmospheric pressure, and the resulting solids were suspended in EtOAc (10 mL). The solids were filtered under reduced pressure through a Celite pad and washed with small portions of EtOAc (4¡Á2 mL). The combined liquids were concentrated in vacuum and the residue was purified by column chromatography.

The synthetic route of 54675-23-9 has been constantly updated, and we look forward to future research findings.