Category: quinolines-derivatives

Electric Literature of 181950-57-2, 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 181950-57-2 as follows.

To a 100 ml round bottom flask was added 4-chloro-7-hydroxy quinoline (0.89 g, 5 mmol)Acetone (40 ml) and anhydrousK2C03 (2.0 g) was stirred at room temperature for 15 minutes,Followed by the addition of iodo butane (20 mmol)TLC trace detection.Reaction is completed,The acetone was distilled off under reduced pressure, 150 mL of water was added and the mixture was extracted with ethyl acetate. The combined organic phases were acidified by adding concentrated hydrochloric acid,With water to give a yellow oil, recrystallized from acetone, precipitated white crystals, filtered and basified to give a white solid ( 0.57 g Rate of 47.6%)

According to the analysis of related databases, 181950-57-2, the application of this compound in the production field has become more and more popular.

391-77-5, name is 4-Chloro-6-fluoroquinoline, belongs to quinolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4-Chloro-6-fluoroquinoline

Nitrogen protection and room temperature conditions, to 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester(22.0 g, 96.8 mmol) in 300 mL of DMSO solution was added portionwise t-BuOK (16.3 g, 145.2 mmol). The reaction system is cooled to 10 to 25 C. Then 4-chloro-6-fluoroquinoline (26.4 g, 145.2 mmol) was added in portions. The control temperature is not higher than 25 C.After the addition, the reaction mixture was stirred at 25 C overnight. TLC showed the reaction was completed. The reaction system was poured into 1000 mL of water and extracted with EA (500 mL x 3). The organic phase is washed with saturated brine. The anhydrous Na2SO4 was sufficiently dried and concentrated under reduced pressure.The residue was purified by column chromatography (PE: EA = 3:1) to afford 25.3 g (yield: 69%) it is a pale yellow solid.

The synthetic route of 391-77-5 has been constantly updated, and we look forward to future research findings.

Reference of 409346-71-0, 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. 409346-71-0 name is 6-Bromo-3-ethyl-2-methoxyquinoline, 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.

Example A; 2a.).Prepaj:ation.of interrnediate.6; nBuLi 1.6M in hexane (0.0382 mol) was added dropwise at -60C under N2 flow to amixture of 6-bromo-3-ethyl-2-methoxy- quinoline (0.03 mol) in THF (50ml). Themixture was stirred at -60C for 1 hour. A solution of 2,3-dihydro-l,4-benzodioxin-6-carboxaldehyde (0.0361 mol) in TBDF (50ml) was added dropwise. The mixture was20 stirred at -60C for 2 hours, then at -40C for 1 hour, poured out into water andammonium hydroxide and extracted with DCM. The organic layer was separated, dried(MgSO4), filtered and the solvent was evaporated. The product was used withoutfurther purification, yielding 10.56g of intermediate 6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-3-ethyl-2-methoxyquinoline, and friends who are interested can also refer to it.

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. 4491-33-2, name is Ethyl quinoline-2-carboxylate belongs to quinolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C12H11NO2

General procedure: A 50mL Schlenk flask, equipped with a magnetic stir bar, was charged with [Ir(cod)Cl]2 (3.4 mg, 5¡Á10-3 mmol) and the selected chiral ligand (1.1¡Á10-2 mmol). Then, the mixture was conditioned by three vacuum/nitrogen cycles and the degassed solvent (8 mL) was added. The mixture with the precatalyst was stirred at room temperature for 1 h before cannula transfer into a 50 mL double-walled stainless steel autoclave containing the substrate (1 mmol) and iodine (12.7 mg, 0.05 mmol). The autoclave was purged and pressurized with molecular hydrogen and the reaction was performed at the specified temperature during 17 h. At the end of the reaction, the autoclave was cooled and depressurized. The mixture was filtered through a small pad of silica gel and analyzed by GC or NMR to determine the conversions. The enantiomeric excesses were determined by HPLC. 4.3.2 Ethyl 1,2,3,4-tetrahydroquinoline 2-carboxylate 18. HPLC: Chiralcel OJ-H Hexane/iPrOH 70/30, flow 1 mL/min, lambda=254 nm; t1 18.18min, t2 29.18 min; 1H NMR (300 MHz, CDCl3) 1.32 (3H, t, J 6.7Hz, CH3), 2.02 (1H, m, CH2), 2.33 (1H, m, CH2), 2.80 (2H, m, CH2), 4.07 (1H, m, CH), 4.27 (2H, q, J 6.7Hz, CH2), 4.44 (1H, s, NH), 6.66 (2H, m, CHar), 6.99 (2H, m, CHar); 13C NMR (75 MHz, CDCl3) 14.41, 24.66, 25.79, 53.98, 61.44, 115.03, 118.12, 120.98, 127.10, 129.17, 142.42, 173.09.

The synthetic route of 4491-33-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 71082-53-6, name is 8-Fluoroquinoline-3-carboxylic acid, belongs to quinolines-derivatives 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 71082-53-6, SDS of cas: 71082-53-6

To a suspension of 8-fluoroquinoline-3-carboxylic acid (3 g, 14.9 mmol) in dichloromethane (37 mL), N,N-dimethylformamide (0.1 mL) was added followed by oxalyl chloride (1 .4 mL, 15.5 mmol) over a period of 30 minutes at room temperature. Vigorous gas evolution was observed. The white suspension was stirred for 4 h until the gas evolution came completely to an end. The pale yellow suspension was checked by LCMS of a small sample (quenched with EtNhb) showing still traces of acid (M+H+=192) and the amide (M+H+=219). Analysis of crude NMR of the acid chloride was performed: 1H NMR (400 MHz, CDCI3) delta ppm 9.50 – 9.63 (m, 1 H), 9.06 – 9.20 (m, 1 H), 7.87 – 7.98 (m, 1 H), 7.75 (s, 1 H), 7.64 – 7.83 (m, 2 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.

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 634-47-9 as follows. name: 2-Chloro-4-methylquinoline

The chloroquinoline (100 mg, 0.56 mmol) and piperidine (0.22 ml, 2.25 mmol) were stirred in a microwave reaction vial. The vial was sealed and then irradiated under microwave at 200 ¡ãC with stirring for 15 min. LC/MS indicated reaction completion. The reaction mixture was diluted with MeOH and then concentrated under vacuum. The residue was dissolved in 3percent aqueous HC1 (10 ml) and washed with dichloromethane (2 x 5 ml). The aqueous layer was treated with 2 N NaOH until the pH was 8, resulting in a white slurry. The slurry was extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over Na2SO4 and concentrated to give 70 mg (55percent) of the product as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 7.75 (d, J = 8.1 Hz, 1H), 7.52-7.45 (m, 2H), 7.21-7.17 (m, 1H), 7.10 (s, 1H), 3.67 (bs, 4H), 2.54 (s, 3H), 1.62-1.55 (m, 6H). LC/MS: RT = 0.65 min, m/z = 227.2 [M + H]+.

According to the analysis of related databases, 634-47-9, the application of this compound in the production field has become more and more popular.

Related Products of 4965-36-0, The chemical industry reduces the impact on the environment during synthesis 4965-36-0, name is 7-Bromoquinoline, I believe this compound will play a more active role in future production and life.

General procedure: Compound 88-1 (7.6 g, 20 mmol) and 2-bromopyridine (4.7 g, 20 mmol) were dissolved in toluene (80 mL), then Pd(PPh3)4 (1.1 g, 1 mmol) and K2CO3 (8.3 g, 60 mmol) were added thereto, and the result was stirred for 10 minutes. After that, H2O (16 mL) and EtOH (16 mL) were added thereto, and the result was refluxed for 12 hours. After the reaction was completed, the result was cooled to room temperature, and extracted with distilled water and Mc. After the organic layer was dried with anhydrous Na2O4, the solvent was removed using a rotary evaporator, and the result was purified using column chromatography with ethyl acetate and hexane as a developing solvent to obtain target Compound 88 (7.3 g, 85%).

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, 7-Bromoquinoline, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 580-19-8, name is Quinolin-7-amine, belongs to quinolines-derivatives 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 580-19-8, Recommanded Product: Quinolin-7-amine

(c) (6-Chloropyrimidin-4-yl)-quinolin-7-yl-amine. A mixture of 4,6-dichloro-pyrimidine (1.04 g, 7.0 mmol, Lancaster), 7-aminoquinoline (1.00 g, 7.0 mmol, SynChem Inc.) and potassium carbonate (1.93 g, 14.0 mmol) in DMF (5.0 mL) was heated at 100¡ã C. with stirring for 24 h. The reaction mixture was allowed to cool to room temperature, diluted with water, and the resulting solid precipitate was filtered. The filter cake was dissolved in a mixture of CH2Cl2 and MeOH (3:1), washed with water and brine, dried over Na2SO4, and filtered. The filtrate was evaporated under reduced pressure, and the brown-yellow solid residue was suspended in CH2Cl2, filtered, and washed with CH2Cl2. The filter cake was dried in vacuo to give the title compound as a light-yellow solid. MS (ESI, pos. ion.) m/z: 257 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Quinolin-7-amine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 417721-36-9, name is 4-Chloro-7-methoxyquinoline-6-carboxamide, belongs to quinolines-derivatives 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 417721-36-9, name: 4-Chloro-7-methoxyquinoline-6-carboxamide

Firstly, 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea was obtained in a similar manner as Preparation Example 1, and 7-methoxy-4-chloro-quinoline-6-carboxamide was obtained in a similar manner as Preparation Example 2. Secondly, to a mixture of 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea (11.49 g), 7-methoxy-4-chloroquinoline-6-carboxamide (8.00 g) and potassium t-butoxide (5.69 g) was added DMSO (80 mL) at room temperature, and the mixture was heated and stirred at 60 C. for 25 hours. The reaction mixture was divided into four equal parts. To an aliquot was added dropwise 33% (v/v) acetone-water (10 mL) over 3 hours at 60 C. with stirring to allow the crystals to appear. Additional 33% (v/v) acetone-water (20 mL) was added dropwise over 1 hour, and the stirring was continued at 40 C. for 5 hours. The resultant crystals were filtered off, washed with 33% (v/v) acetone-water and acetone, and dried to give 3.22 g of white fibrous crystals (the polymorph (B)).; Examples 2b, 2c and 2d A polymorph (B) of 4-(3-chloro-4-(cyclopropylaminocarbonyl)aminophenoxy)-7-methoxy-6-quinolinecarboxamide was obtained in a similar manner as Example 2a.

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-7-methoxyquinoline-6-carboxamide, other downstream synthetic routes, hurry up and to see.

Related Products of 391-82-2,Some common heterocyclic compound, 391-82-2, name is 4-Chloro-7-fluoroquinoline, molecular formula is C9H5ClFN, 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 compound 1VI (0.040 g, 0.22 mmol), m-chloroaniline (0.036 g, 0.31 mmol) and pyridine hydrochloride was heated at reflux for 45 min in isopropanol (6 mL), after the reaction is over by TLC, it was cooled to room temperature and the petroleum ether (4 mL) and NaHCO3 (10 mL) were added into the reaction mixture. The product was filtered and recrystallised from ethanol to give the title compound 1. Compound 2 was prepared in the same manner as 1.

The synthetic route of 391-82-2 has been constantly updated, and we look forward to future research findings.