Day: September 18, 2021

Reference of 50720-12-2, 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 50720-12-2, name is 3-Bromo-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: 3-Formyl-5-methoxypyridine; [00338] To a solution of 3-Bromo-5-methoxypyridine (2.5g, 13.3 mmol) in anhydrous diethyl ether cooled to – 100 0C was added n-butyllithium (2.5M soln in hexanes: 5.85 mL, 14.6 mmol) dropwise whilst maintaing an internal temperature <-94 0C. After subsequent stirring for 30 minutes, anhydrous DMF (1.34 mL, 17.3 mmol) was added and the reaction mixture allowed to warm to -60 0C. The solution was then poured into sat'd. aq. NaCl soln. and extracted with diethyl ether (3 x 100 mL), the ethereal phase dried (K2CO3), filtered and evaporated in vacuo. The residue was purified on silica gel eluting with a gradient of 0 to 30% EtOAc in hexanes to afford the title material as an oil. 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 50720-12-2, 3-Bromo-5-methoxypyridine. Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; WO2007/47207; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2002-04-2, Adding some certain compound to certain chemical reactions, such as: 2002-04-2, name is 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine,molecular formula is C7H6N4S, 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 2002-04-2.

General procedure: 2-Amino-5-(4-pyridinyl)-1,3,4-thiadiazole (0.057 g, 0.32 mmol) was mixed with 3,4-dichlorophenyl isocyanate (0.050 g, 0.027 mmol), dissolved in DMF (1 mL), and heated at 90C for 30 min. The mixture was allowed to cool before quenching with DI water (1 mL) to yield a precipitate.

According to the analysis of related databases, 2002-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rosenthal, Andrew S.; Dexheimer, Thomas S.; Gileadi, Opher; Nguyen, Giang H.; Chu, Wai Kit; Hickson, Ian D.; Jadhav, Ajit; Simeonov, Anton; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5660 – 5666;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67346-74-1 , The common heterocyclic compound, 67346-74-1, name is 3-Ethynylpyridin-2-amine, molecular formula is C7H6N2, 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 Example 64 3-(3-(3-Phenoxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine; To a tetrahydrofuran (10.0 mL) solution of (3-phenoxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.573 mmol) described in Manufacturing Example 64-1-3 and 3-ethynyl-pyridin-2-ylamine (30.0 mg, 0.254 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (106 muL, 0.762 mmol) at room temperature, which was stirred for 2 hours at 60° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=1:2), the mixture was further purified by reverse-phase high-performance liquid chromatography (using an acetonitrile-water mobile phase containing 0.1percent trifluoracetic acid) to obtain the title compound (6.6 mg, 43percent) as a trifluoracetic acid salt.MS m/e(ESI) 344.07(MH+)1H-NMR Spectrum (CD3OD) delta (ppm): 4.08 (2H, s), 6.81 (1H, s), 6.85-6.87 (1H, m), 6.96-6.98 (3H, m), 7.03-7.12 (3H, m), 7.29-7.36 (3H, m), 8.03-8.04 (1H, m), 8.32-8.34 (1H, m).

The synthetic route of 67346-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7598-35-8, 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 7598-35-8, name is 2-Bromopyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Under the protection of nitrogen, 0.69g (4.00mmol) 2-bromo-4-aminopyridine, 1.02g (6.40mmol) 2, 6-difluoro-3-boronic acid pyridine, 0.28g (0.24mmol) Pd (PPh 3) 4 soluble in 25mLTHF aqueous solution, add 10 ml of the mass fraction of 5% of K 2 CO 3 aqueous solution, heating to 70 C reflux state, the stirring reaction 18h. After the natural cooling to room temperature, adding proper amount of distilled water, many times proper amount of ethyl acetate extraction. Combined with the phase, anhydrous MgSO 4 drying. Filtration, filtrate under reduced pressure, the crude product obtained after evaporating solvent. Using ethyl acetate: hexane (v/v) =1 […] 5 as eluant the separation by silica gel column chromatography, to obtain colourless solid product 0.26g, the yield is 63.0%.

According to the analysis of related databases, 7598-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ocean’s king lighting science & technology co. ltd; SHENZHEN OCEAN’S KING LIGHTING SCIENCE & TECHNOLOGY CO., LTD; Zhou, Mingjie; Wang, Ping; Zhang, Juanjuan; Liang, Lusheng; (17 pag.)CN103173209; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 4021-11-8, Adding some certain compound to certain chemical reactions, such as: 4021-11-8, name is 2-Methylisonicotinic acid,molecular formula is C7H7NO2, 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 4021-11-8.

a) A suspension of 2-methyl-pyridine-4-carboxylic acid (1.0 g, 7.29 mmol) in methanol (50 mL) and H2SO4 (0.5 mL) is heated to 70 C. The solid material dissolves and stirring is continued at 70 C. for 18 h. The mixture is cooled to rt, filtered, and the filtrate is evaporated. The remaining solid is washed with diethyl ether and dried to give methyl 2-methyl-pyridine-4-carboxylate; LC-MS: tR=0.39 min, [M+1]+=152.05.

According to the analysis of related databases, 4021-11-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6345-27-3, Isonicotinimidamide hydrochloride, 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, 6345-27-3, blongs to pyridine-derivatives compound. Safety of Isonicotinimidamide hydrochloride

General procedure: The mixture of a chalcone 6a?6i (0.002 mol) in DMSO (5 mL), isonicotinimidamide·HCl (0.003 mol) and potassium carbonate (0.006 mol) was refluxed at 100?110°C for 6?8 h. Upon completion of the reaction, the mixture was poured into ice water and extracted with ethyl acetate. The extract was washed with dil. HCl, 5percent bicarbonate and brine solution. Organic layer was dried over sodium sulfate and concentrated to give a crude product which was purified by column chromatography (hexane : EtOAc =3 : 1). 7-Hydroxy-2,2-dimethyl-6-[6-phenyl-2-(pyridin-4-yl)pyrimidin-4-yl]chroman-4-one (6a). Off white solid, yield 67percent, mp 210?212°C. IR spectrum, nu, cm?1: 1163 (O?C), 1290 (Ar-O), 1552 (C=C), 1579, 1681(C=O), 2964. 1H NMR spectrum, delta, ppm: 14.72 s (1H,Ar-OH), 8.84 br.s (2H, pyridyl-H), 8.58 s (1H, Ar-H),8.27?8.24 m (4H, pyridyl-H, Ar-H), 8.18 s (1H,pyrimidine-H), 7.59 m (3H, Ar-H), 6.54 s (1H, Ar-H),2.76 s (2H, CH2), 1.51 s (6H, 2CH3). 13C NMR spectrum,delta, ppm: 190.81, 167.84, 165.47, 164.57, 163.98,160.32, 150.73, 143.65, 136.09, 131.78, 129.16,127.53, 127.39, 113.86, 112.11, 109.53, 105.94, 80.22,48.98, 26.88. Found, percent: C 73.70; H 4.93; N 9.84. C26H21N33. Calculated, percent: C 73.74; H 5.00; N 9.92. M 424 [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,6345-27-3, its application will become more common.

Reference:
Article; Ashok; Kumar, R. Suneel; Mohan Gandhi; Jayashree; Russian Journal of General Chemistry; vol. 86; 6; (2016); p. 1396 – 1404; Zh. Obshch. Khim.; vol. 86; 6; (2016); p. 1396 – 1404,9;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, 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, HPLC of Formula: C6H4N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H4N2O2

As shown in step 4-ii of Scheme 4, bromine (10.8 mL, 210.1 mmol) was added dropwise over 20 min to a stirring solution of Compound 1011 (26.0 g, 191 mmol) in DMF (200 mL). The reaction mixture was stirred at RT for 14 h. The mixture was poured onto crushed ice and the precipitate that formed was collected in a fritted funnel. The solid was washed with water (200 mL) and dried under vacuum to afford 6-bromooxazolo[4,5- 6]pyridine-2(JH)-one (Compound 1012, 37.0 g, 91% yield) as a light yellow solid: ESMS (M+Eta) 215, 217; 1H NMR (DMSO-d6) delta 12.6 (br, 1Eta), 8.2 (s, 1Eta), 8.0 (s, 1Eta).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; COME, Jon; COTTRELL, Kevin; GREY, Ronald; LE TIRAN, Amaud; MARONE, Valerie; MARTINEZ-BOTELLA, Gabriel; MESSERSMITH, David; HUCK, Emilie, Porter; WO2010/135014; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5349-17-7, 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.5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

[0234] 7V-(3-Methoxyphenyl)-4-(4-pyridinyl)-l,3-thiazol-2-amine (15). A mixture of bromoketone hydrobromide 1 (1.02 g, 3.62 mmol) and 3- methoxyphenylthiourea (14) (0.66 g, 3.62 mmol) in EtOH (20 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (50 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 5 0C for 2 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with a gradient (50-100%) of EtO Ac/pet, ether, to give amine 15 (0.69 g, 68%) as a cream powder: mp (EtOAc/pet. ether) 176-178 0C; 1H NMR delta 10.36 (br s, 1 H, NH), 8.62 (dd, J = 4.5, 1.6 Hz, 2 H, H-2′, H-6′), 7.84 (dd, J= 4.5, 1.6 Hz, 2 H, H-3′, H-5′), 7.71 (s, 1 H, H-5), 7.51 (t, J= 2.2 Hz, 1 H, H-2″), 7.25 (t, J= 8.1 Hz, 1 H, H-5″), 7.18 (br d, J= 8.0 Hz, 1 H, H-4″), 6.56 (br d, J= 8.0 Hz, 1 H, H-6″), 3.79 (s, 3 H, OCH3); 13C NMR delta 163.3, 159.8, 150.1 (2), 147.6, 142.0, 140.9, 129.7, 119.7 (2), 109.4, 107.5, 106.8, 102.7, 54.8; MS m/z 284.5 (MH+, 100%). Anal, calcd for Ci5Hi3N3OS: C, 63.58; H, 4.62; N, 14.83. Found: C, 63.79; H, 4.68; N, 14.87%.

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98-98-6, 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 98-98-6, name is Picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

To 150 g of thionyl chloride, 38 g of a mixture of 2-pyridinecarboxylic acid hydrochloride and methyl 2-pyridinecarboxylate hydrochloride and 3 g of sodium bromide were added,Slowly warmed to reflux and then maintained at reflux for 16 h. After cooling down to 40 C, 200 g of toluene was added, the thionyl chloride was distilled off under reduced pressure, the temperature was lowered to 10 C, and 50 g of methanol was added dropwise and refluxed for 2 h. And then cooled to 0 C. The filtrate was washed with toluene and suspended in 10 C water. Sodium carbonate was added to precipitate a pale yellow solid. The solid was filtered off, recrystallized from water and dried at room temperature for 18 hours to obtain 25 g of white needle crystals.

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 98-98-6, Picolinic acid.

Reference:
Patent; Jinan Chenghui Shuangda Chemical Co., Ltd; Liu, Hao; Meng, de Yong; Wang, Yin; Li, Yuedong; Zhao, hui Qing; (5 pag.)CN105218436; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52200-48-3, 3-Bromo-2-chloropyridine, 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, Computed Properties of C5H3BrClN, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrClN

To a mixture of 3-bromo-2-chloropyridine (200 mg, 1 mmol) in EtOH (5 ml_) was added t- BuOK (233 mg, 2 mmol) The mixture was stirred at 80C for 12 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give the crude product. The residue was purified by flash chromatography on silica gel (0%~40% ethyl acetate in petroleum ether) to afford 3-bromo-2-ethoxypyridine.

The synthetic route of 52200-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem