Month: September 2021

Application of 1003-73-2, Adding some certain compound to certain chemical reactions, such as: 1003-73-2, name is 3-Methylpyridine 1-oxide,molecular formula is C6H7NO, 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 1003-73-2.

PREPARATION EXAMPLE 3 2-Chloro-5-methyl-pyridine A solution of 20 g (0.1 mol) of N,N-dipropylsulphamoyl chloride in 60 ml of chlorobenzene is added dropwise under nitrogen to a solution of 5.5 g (50 mmol) of 3-methylpyridine-1-oxide and 10.1 g (0.1 mol) of triethylamine in 40 mol of chlorobenzene. The mixture is then heated to 70 C. for a further 3 hours, the solid is then filtered off with suction, the filter cake is washed with chlorobenzene and the liquid phase is extracted using conc. hydrochloric acid.

According to the analysis of related databases, 1003-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5099025; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1239363-36-0, tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate, 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, Recommanded Product: tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate, blongs to pyridine-derivatives compound. Recommanded Product: tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate

18-1 (1.62 g, 4.9 mmol) was treated with PtO2 (0.16 g) under a H2 atmosphere for 1 h. The catalyst was removed by filtration, and 18-2 (1.46 g, 90%) was used without further purification. LC/MS: m/z 331.10 [M+H]+.

The synthetic route of 1239363-36-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 118650-08-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of palladium acetate (1.4 mg, 0.00623 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (5.3 mg, 0.0124 mmol) and potassium phosphate (27.6 mg, 0.1246 mmol) in water (0.020 mL) and toluene (0.100 mL) was stirred for three minutes. Then, a solution of (5-bromo-pyridin-3-yl)acetic acid methyl ester (Example 24-(2); 15.2 mg, 0.0659 mmol) and (E)-4-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2-yl) – phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-buten-2-ol (Example 26-(5); 26.9 mg, 0.0471 mmol) in toluene (0.12 mL) was added, and the mixture was stirred in a nitrogen atmosphere at 100C for one hour. After filtration through cotton plug, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 3/2) to give the title compound (5.0 mg, 17%). 1H-NMR (chloroform-d): 0.65 (t, 6H, J=7.2Hz), 1.60 (brs, 1H), 2.12 (q, 4H, J=7.2Hz), 2.24 (s, 6H), 3.69 (s, 2H), 3.73 (s, 3H), 6.16 (d, 1H, J=15.6Hz), 6.97-7.05 (m, 5H), 7.36-7.43 (m, 2H), 7.66 (s, 1H), 8.43 (d, 1H, J=6.9Hz).

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; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13466-41-6, Adding some certain compound to certain chemical reactions, such as: 13466-41-6, name is 4-Methylpyridin-2-ol,molecular formula is C6H7NO, 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 13466-41-6.

Step 1 3-(4-Methyl-2-oxo-2H-pyridin-1-yl)-5-nitro-benzoic acid methyl ester To a 25 ml round-bottomed flask was added 2-Hydroxy-4-methylpyridine (17.9 mg, 0.164 mmol), 3-Iodo-5-nitro-benzoic acid methyl ester (40 mg, 0.137 mmol), CuI (5.2 mg, 0.027 mmol) and 1,4-dioxane (10 ml). The reaction mixture was stirred for 5 minutes to the dissolve 2-Hydroxy-4-methylpyridine and 3-iodo-5-nitro-benzoic acid methyl ester, after which 1,10-phenanthroline (9.84 mg, 0.055 mmol) was added, followed by K3PO4 (174 mg, 0.082 mmol). The reaction mixture was flushed with N2, and heated to 110 C. for 24 hours. After cooling to room temperature, the mixture was diluted with H2O, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography to give 3-(4-Methyl-2-oxo-2H-pyridin-1-yl)-5-nitro-benzoic acid methyl ester (39.45 mg, 61%) as light yellow solid. MS (M+H)=289.

According to the analysis of related databases, 13466-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dillon, Michael Patrick; Hawley, Ronald Charles; Chen, Li; Feng, Lichun; Yang, Minmin; US2008/4442; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, 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.

General procedure: To a solution of 3-iodo-4-methylbenzoic acid 5-1 (262mg, 1.0mmol) in dry DCM (10mL) at 0C was added oxalyl chloride (0.13mL, 1.5mmol) and 3 drops of dry DMF. The resulting reaction mixture was stirred at room temperature for 3h, and then the solvent was removed under reduced pressure. The crude product was used directly for the next step without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 66572-56-3, 2-Bromoisonicotinic acid.

Reference:
Article; Liu, Yang; Peng, Xia; Guan, Xiaocong; Lu, Dong; Xi, Yong; Jin, Shiyu; Chen, Hui; Zeng, Limin; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 122 – 132;,
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. 1594-58-7, name is N-Hydroxynicotinimidamide, molecular formula is C6H7N3O, 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. Application In Synthesis of N-Hydroxynicotinimidamide

Add 0.05 mol (6.85 g) to a 250 mL three-necked flaskN-hydroxynicotinamide,100mL acetonitrile as solvent,0.055 mol (5.5 g) of triethylamine as an acid binding agent, and stirring, 0.05 mol (16.5 g) of 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl chloride Diluted with 50 mL of ethyl acetate and added dropwise to the reaction flask.The reaction was carried out for 2 h after the completion of the dropwise addition.TLC monitoring until the reaction is complete,Add an appropriate amount of saturated sodium bicarbonate solution,Filtering,Made a brown solid,Rinse with methanol to obtain 18.1 g of a yellow solid.The yield was 96.02%.

With the rapid development of chemical substances, we look forward to future research findings about 1594-58-7.

Reference:
Patent; Qingdao University of Science and Technology; Wang Minghui; Xu Liangzhong; Liu Liancai; Sun Jianxin; Cui Huanqi; (7 pag.)CN109336879; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60032-57-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 60032-57-7, name is 2-Methylnicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

(b) methyl 2-Q -(hydroxy(2-methyipyridin-3-yl)mnethyi)bcnzofuran-5-yl)acctate: To asohLtion of methyl 2-(Z-bromobenzofuran-5-yi)acctate (0.35 g, 1.3 mmol) in dry THE (5 niL) wasadded i-PrMgCI-iithium chloride (1.3 M solution in THF, 1.3 mL, 1.6 nnol) dropwise at 0 C andthe reaction mixture was stilTed for 30 mm maintaining the same temperature. ?To the reaction mixture was added a solution of 2-methylnicotinaldehyde (157 rng, 1.3 mniol) in dry TF1F (5 mL) and the reaction mixture was further stirred for 2 h at 0 C. The reaction mixture was quenched with saturated NH4C1 solution and the organic product was extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under vacuum. The crudeproduct was purified by column chromatography (neutral alumina, eluent 5-10% MeOI-f in CH2C12) to afford the title compound (160 mg, yield 40%) as a yellow viscous liquid. ?H NMR (300 MHz, MeOH-d,) 6 ppm 8.36 – 8.34 (dd, J= 4.9 Hz, 1.6 Hz, IH), 8.01 – 7.97 (dd, J= 7.9 Hz, 1.5 Hz, 1H), 7.447.43 (d,J 1.3 Ffz, 1Ff), 7.37-7.30 (in, 2Ff), 7.18 -7.14 (dd,J 8.4 Ffz, 1.6 Ffz, 1Ff), 6.56 (s, 1ff), 6.08 (s, 1Ff), 3.69 (s, 2Ff), 3.65 (s, 3Ff), 2.52 (s, 3Ff).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 60032-57-7, 2-Methylnicotinaldehyde.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19626; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5467-69-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5467-69-6, name is 6-Methoxy-2-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of intermediate 74 (2 g, 0.012 mol) in H20/MEOH 1: 1 (40 mL), were added NH4CI (2.2 g, 3.5 eq. ) and Fe powder (2.3 g, 3.5 eq. ). The reaction mixture was stirred at 80C for 16 hr. Fe was then filtered and washed with MeOH. The MeOH was evaporated, H20 was added and the aqueous solution was extracted with EtOAc (3X50 mL). The combined organic extracts were dried over anh. NA2SO4, the solids were filtered and the solvent evaporated to dryness to give the title compound (1.35 g, 81 %) as a brown oil. NMR (‘H, CDCI3) : 8 6.9 (d, 1 H), 6.4 (d, 1 H), 3.8 (s, 3H), 2.33 (s, 3H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5467-69-6, 6-Methoxy-2-methyl-3-nitropyridine.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED; WO2004/62665; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 186593-43-1, 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.186593-43-1, name is 5-Amino-3-bromo-2-methylpyridine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

Step 1: EDC (1.3 equiv.) was added to a solution of 5-bromo-6-methylpyridin-3-amine (1.05 equiv), 2-(2-cyanopropan-2-yl)isonicotinic acid (1.0 equiv), HOAt (1.3 equiv) in DMF (0.17 M). The mixture was stirred at ambient temperature 3 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined extracts were washed sequentially with 1M aqueous sodium hydroxide and brine, dried over sodium sulfate, filtered, and concentrated. The crude was purified by ISCO(50% EtOAc/Heptane). Combined fractions still contained 17% 5-bromo-6-methylpyridin-3-amine. Add 2-(2-cyanopropan-2-yl)isonicotinic acid (0.3 equiv), EDC (0.3 equiv), HOAt (0.3 equiv) in DMF (0.17 M). After stirred at rt overnight, the reaction mixture was diluted with water and extracted with ethyl acetate. The combined extracts were washed sequentially with 1M aqueous sodium hydroxide and brine, dried over sodium sulfate, filtered, and concentrated to yield N-(5-bromo-6-methylpyridin-3-yl)-2-(2-cyanopropan-2-yl)isonicotinamide in 71% over three steps. LCMS (m/z) (M+H)=359.0, Rt=0.73 min.

Statistics shows that 186593-43-1 is playing an increasingly important role. we look forward to future research findings about 5-Amino-3-bromo-2-methylpyridine.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 246847-98-3, 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. 246847-98-3, name is 5-Chloro-3-fluoropyridin-2-amine. A new synthetic method of this compound is introduced below.

To concentrated sulfuric acid (100mL) cooled to -10 was added 2-amino-3-fluoro-5-chloropyridine (10 g, 68.2 mmol) with stirring. After dissolution, the mixture was continued to stir at -10 for 15min. Then 50 mL 30%hydrogen peroxide solution was added slowly, and the reaction temperature was maintained below 0. The mixture was warmed to room temperature and stirred for 72h, then poured into 500 mL 13%ice brine with stirring and extracetd with 200mL EA for three times. The combined organic extracts were washed with saturated sodium bicarbonate solution until the aqueous phase was alkaline, dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography to give the desired product 2-nitro-3-fluoro-5-chloropyridine (2.8g, 23.3%) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,246847-98-3, 5-Chloro-3-fluoropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem