Day: June 9, 2021

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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 6602-32-0

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

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, 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 118650-08-1, Adding some certain compound to certain chemical reactions, such as: 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate,molecular formula is C8H8BrNO2, 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 118650-08-1.

Step 2: methyl 2-(5-bromopyridin-3-yl)acetate Ex.12a (303 mg, 1 .32 mmol), 1-(piperazin-1-yl)ethan-1-one (247 muIota_, 1 .98 mmol) and Cs2C03 (644 mg, 1.98 mmol) were charged to a screw cap tube, dry toluene (4 mL) was added and the mixture was degassed by nitrogen bubbling for 5 min. Then Pd2(dba)3 (60 mg, 0.07 mmol) and XPhos (63 mg, 0.13 mmol) were incorporated and the reaction Ex.12b mixture was stirred at 110 C for 16h. The reaction mixture was cooled to r.t, diluted with EtOAc and water. The two phases were separated. The organic layer was dried over MgS04, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Heptane/EtOAc from [100:0] to [0:100]. The product fractions were combined and concentrated to dryness to afford methyl 2-[5-(4-acetylpiperazin-1-yl)pyridin-3-yl]acetate Ex.12b (97 mg, 13%) as yellow oil.

According to the analysis of related databases, 118650-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74420-15-8, 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. 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

Example 1G3-Bromo-1-(phenylsulfonyl)-1H-pynolo[2,3-b]pyridineTo a 0 C. solution of EXAMPLE 1F (25 g, 127 mmol) in N,N-dimethylformamide (200 mL) was slowly added sodium hydride (3.37 g, 133 mmol) over several minutes. After stirring for 30 minutes in the cold water bath, benzenesulfonyl chloride (17.18 ml, 133 mmol) was added via a syringe. The solution was allowed to warm to room temperature overnight, quenched slowly with 500 mL water, stirred for 30 minutes, and then filtered. The solid obtained was washed with water, followed by 300 mL of hexanes, dried over high-vacuum for 16 hours to give the title compound which was used without further purification. MS (ESL) m/z 338.7 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74420-15-8, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; US2011/257187; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98273-19-9 ,Some common heterocyclic compound, 98273-19-9, molecular formula is C7H5Cl2NO2, 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.

A screw-cap vial was charged with methyl 4,6-dichloropicolinate (0.300 g, 1.46 mmol), potassium carbonate (0.302 g, 2.18 mmol), palladium (II) acetate (0.016 g, 0.073 mmol), XPhos (0.104 g, 0.22 mmol), morpholine (0.127 mL, 1.46 mmol), and toluene (5 mL). The yellow solution was stirred at 100 C for 18 h, filtered through Celite and coned. The crude material was purified by columnchromatography (silica, 0-50% EtOAc in hexanes) to afford (in order of elution) methyl 4-chloro-6-morpholinopicolinate and methyl 6-chloro-4-morpholino- picolinate as white amorphous solids. Isomers assigned by NOESY. Mass Spectrum (ESI) m/e = 257.0 (M + 1); 257.0 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98273-19-9, its application will become more common.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.; WO2012/3283; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 147269-67-8 , The common heterocyclic compound, 147269-67-8, name is Benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate, molecular formula is C13H12N2O3, 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 stirred solution of benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate (3.17 g, 12.96 mmol) in 1,4-dioxane (150 mL) under nitrogen atmosphere, NaH (0.5 19 g, 12.96 mmol) was added and kept stir at rt for 10 mi 2-chloro-5-fluoro-4-methylpyrimidine (1.9 g, 12.96 mmol) was added and heated in a pressure tube at 110 C for 24h. Thereaction mixture was concentrated under vacuum to remove the solvent. To the crude resiude was extracted with EtOAc (50 mL) and water (50 mL). The aq. layer was further extracted with EtOAc (3 x 5OmL) and the combined organic layer was washed with brine (50 mL), dried over sodium sulfate. The desired product benzyl (1-(5-fluoro-4- methylpyrimidin-2-yl)-2-oxo- 1 ,2-dihydropyridin-3 -yl)carbamate (300 mg, 0.820 mmol,6.32 % yield) was isolated as a brown solid by ISCO (24g silica gel, solid loading, 40-100% ethyl acetate/pet ether).

The synthetic route of 147269-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58584-86-4, name is Ethyl 2,6-dichloronicotinate, molecular formula is C8H7Cl2NO2, The 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. SDS of cas: 58584-86-4

Production Example 7 1.00 g of ethyl 2,6-dichloronicotinate was dissolved in 10 mL of methylene chloride, and 1.05 g of sodium methoxide (28 wt% of methanol solution) was added thereto at room temperature. After stirring at room temperature for 2 days, the reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 511 mg of methyl 6-chloro-2-methoxynicotinate as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 58584-86-4.

Reference:
Patent; Astellas Pharma Inc.; EP2085383; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 609-70-1, 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. 609-70-1, name is 4-Hydroxynicotinic acid, molecular formula is C6H5NO3, The 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 solution of 4-hydroxynicotinic acid (2.00 g, 14.4 mmol) in DMF (30 mL) is added sodium hydride (0.62 g, 55% dispersion in mineral oil, 14.2 mmol). After stirring for 10 min at room temperature, 4-cyanobenzyl bromide (2.88 g, 14.7 mmol) is added. After stirring for 2 h at room temperature, DMF (15 mL) is added and the reaction mixture is diluted with water. The formed precipitate is filtered off and dried. Yield: 2.57 g (56% of theory); ESI mass spectrum: [M+H]+=255; Retention time HPLC: 0.68 min (Z002-002).

According to the analysis of related databases, 609-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; OOST, Thorsten; FIEGEN, Dennnis; GNAMM, Christian; HANDSCHUH, Sandra; PETERS, Stefan; ROTH, Gerald Juergen; US2014/57916; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 88912-27-0 ,Some common heterocyclic compound, 88912-27-0, molecular formula is C6H4ClNO2, 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.

Reference Production Example 36A mixture of 0.50 g of 2-amino-5-chloro-4-trifluoromethylphenol, 0.36 g of 3- chloroisonicotinic acid, 0.56 g of WSC and 5 ml of pyridine was stirred while heating at 80C for three hours. The reaction mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.46 g of 3-chloro-N-[4-chloro-2- hydroxy-5-trifluoromethylphenyl]isonicotinamide.1 H-NMR (DMSO-de) delta: 10.32 (br s, IH), 8.75 (s, IH), 8.64 (d, J=4.8 Hz, IH), 8.43 (s, 7.63 (d, J=4.8 Hz, IH), 7.13 (s, IH)

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. 88912-27-0, 3-Chloroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/40629; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.189005-44-5, name is 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, molecular formula is C17H16N2O2, molecular weight is 280.3211, as common compound, the synthetic route is as follows.COA of Formula: C17H16N2O2

One proceeds as described in Example 2 except that methanolic hydrogen chloride is replaced by 5.0 g of p -toluene-sulfonic acid catalyst and the reaction mixture is heated to boiling for 6 hours. The crystalline product is recrystallized from acetonitrile. Thus 22.2 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained, yield 75.6 %. The product is identical in all respects with the compound prepared according to Example 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine, 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, Formula: C7H3ClN2O2S, blongs to pyridine-derivatives compound. Formula: C7H3ClN2O2S

A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (0.055 g, 0.26 mmol) (Example 1, Step 2), cyclohexanamine (59 muL, 0.51 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.77 mmol) in isopropyl alcohol (0.87 mL) was heated at 90 C. for 2 h. The resulting mixture was concentrated to give the desired product, which was used directly in the next step. LCMS calculated for C13H16N3O2S (M+H)+: m/z=278.1. Found: 278.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem