Day: August 4, 2021

Application of 65-22-5 ,Some common heterocyclic compound, 65-22-5, molecular formula is C8H10ClNO3, 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: The synthetic routes for ligands (H3L1-2*Cl) are presented in Scheme 2. Pyridoxal N(4)-substituted thiosemicarbazone hydrochloride has been prepared according to a modification of the procedure described in the literature [25]. Substituted thiosemicarbazide (2 mmol) was dissolved in 10 mL of ethanol with constant stirring, and was added to pyridoxal hydrochloride (2 mmol) dissolved in 10 mL of ethanol. The mixture was stirred at 80 C for 30 min. After the reaction mixture was cooled to room temperature, the yellow solid was isolated by filtration, washed with ethanol and dried in vacuo.

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. 65-22-5, 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Manikandan, Rajendran; Vijayan, Paranthaman; Anitha, Panneerselvam; Prakash, Govindan; Viswanathamurthi, Periasamy; Butcher, Ray Jay; Velmurugan, Krishnaswamy; Nandhakumar, Raju; Inorganica Chimica Acta; vol. 421; (2014); p. 80 – 90;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 104508-24-9, 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.104508-24-9, name is 6-(Bromomethyl)picolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

Sodium azide (0.280 g, 4.32 mmol) was added to a solution of 6-bromomethyl- pyridine-2-carbonitrile (0.610 g, 2.88 mmol) in DMF (12 ml) and the resulting pale yellow solution was stirred at rt for 16 h. Standard basic workup gave the crude product as a tan solid in quantitative yield (0.501 g).

The chemical industry reduces the impact on the environment during synthesis 104508-24-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-71-2, 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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic 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 the chlorophosphite (10) (1.121 g; 0.936 mmol) in toluene (7 ml) is added dropwise at 0 C. while stirring a solution of 2-hydroxynicotinic acid (0.506 g; 3.742 mmol) in a mixture of toluene (13 ml) and triethylamine (5.6 ml). The mixture is stirred at room temperature overnight and filtered, and the filtrate is concentrated under reduced pressure. The residue obtained is dried at 50 C./0. 1 mbar for 2 h and is used as obtained. Yield: 0.67 g (0.458 mmol; 49%).10117] Analysis (calc. for C74H74N4020P4=1463.30 g/mol): C, 60.92 (60.74) %; H, 5.02 (5.10) %; P, 8.57 (8.47)j0118] 31P-NMR (CD2C12): 115.1 (s) ppm. ?H-NMR (CD2C12): 1.18 (36H); 1.84 (6H); 3.08 (4H); 3.85 (4H); 7.008.63 (24H) ppm.

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 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Patent; EVONIK DEGUSSA GMBH; DYBALLA, Katrin Marie; FRANKE, Robert; (21 pag.)US2017/88569; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1628-89-3, name is 2-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H7NO

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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, 1628-89-3, 2-Methoxypyridine.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 113237-20-0, 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 113237-20-0 as follows.

Example 20A 2-Chloro-5-fluoronicotinamide A suspension of 21.9 g (335.35 mmol) of zinc in methanol (207 ml) was admixed at RT with 44 g (210.58 mmol) of 2,6-dichloro-5-fluoronicotinamide. Acetic acid (18.5 ml) was then added, and the mixture was heated to reflux while stirring for 24 h. The contents of the flask were then decanted off from the zinc, and ethyl acetate (414 ml) and saturated aqueous sodium hydrogencarbonate solution (414 ml) were added, followed by extraction by vigorous stirring. Subsequently, the reaction mixture was filtered with suction through kieselguhr and washed through three times with ethyl acetate (517 ml each time). The organic phase was removed and the aqueous phase was washed with ethyl acetate (258 ml). The combined organic phases were washed once with saturated aqueous sodium hydrogencarbonate solution (414 ml), dried and concentrated under reduced pressure. Dichloromethane (388 ml) was added to the crystals thus obtained, and extraction was effected by stirring for 20 min. The mixture was once more filtered with suction, washed through with diethyl ether and sucked dry. Yield: 20.2 g (53% of theory) 1H NMR (400 MHz, DMSO-d6): delta=7.87 (br s, 1H), 7.99 (dd, 1H), 8.10 (br s, 1H), 8.52 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113237-20-0, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; Baerfacker, Lars; Weigand, Stefan; US2014/148433; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53014-84-9, 2-Methyl-5-formylpyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: GeneralReductive Amination Procedure: A 2-dram round-bottomed vial was charged withthe crude amine/TFA salt prepared using the general displacement procedure followed by the general TFA de-protection procedure (0.115 mmol), DCE(2 mL), DIPEA (6 eq. 0.690 mmol), DMF (1 mL), the aldehyde (1 equiv., 0.115mmol), and the reaction mixture was shaken for 1 h at RT. The reaction mixture was then treated with NaBH(OAc)3(2.5 equiv., 0.230 mmol) and the reaction was shaken 16 h at RT. Ther eaction mixture was then diluted with DCE (2 mL) and NaHCO3 (2mL). The aqueous layer was back extracted with DCE (2 x 2 mL) and the combined organic layer was concentrated under reduced pressure (Genevac HT-4) and the crude residue was purified usin greverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as the modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4) to afford the pure productsas the TFA salt. General De-Protection Procedure:The crude protected products were prepared using the General Displacement Procedure and were then treated with 2 mL DCE and 500muL of TFA and shaken for24 h. The solvent was removed underreduced pressure (Genevac HT-4) and the crude residues were purified using reverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as a modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4).(Z)-5-((2-(4-((((6-methylpyridin-3-yl)methyl)amino)methyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione(21) was prepared using the general reductive amination procedure and the general de-protection procedure with compound 13 and 6-methylnicotinaldehyde (15.5 mg, 41.7 mg theoretical,37.2%). LC-MS m/z 397.5 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53014-84-9, 2-Methyl-5-formylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Flanders, Yvonne; Dumas, Stephane; Caserta, Justin; Nicewonger, Robb; Baldino, Michael; Lee, Chee-Seng; Baldino, Carmen M.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3186 – 3190;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1659-31-0, 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. 1659-31-0, name is Dipyridin-2-yl carbonate, molecular formula is C11H8N2O3, 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 suspension of sodium hydride, 60% in mineral oil (185 mg, 4.63 mmol) in THF (20 mL) was added 3-methyltetrahydrofuran-3-ol (394 mg, 3.86 mmol) at 0 C. After stirring 30 min, the solution was transferred to a solution of di(pyridin-2-yl)carbonate (834 mg, 3.86 mmol) in THF (20 mL) through a cannula. The formed slurry was stirred at 0 C. for 30 min. The slurry was warmed to rt and stirred for 2 h. The reaction was diluted with EtOAc, washed with brine, dried over MgSO4, filtered, concentrated to give a residue that was purified by Biotage (5-40% EtOAc:Hex) to afford the desired product 3-methyltetrahydrofuran-3-yl pyridin-2-yl carbonate (334 mg, 38.8% yield) as an oil.1H NMR (400 MHz, CHLOROFORM-d) delta 8.48-8.29 (m, 1H), 7.91-7.73 (m, 1H), 7.29-7.25 (m, 1H), 7.16-7.12 (m, 1H), 4.23 (d, J=10.3 Hz, 1H), 4.02 (td, J=8.5, 7.2 Hz, 1H), 3.95 (td, J=8.4, 4.5 Hz, 1H), 3.76 (d, J=10.3 Hz, 1H), 2.58-2.47 (m, 1H), 2.11-2.02 (m, 1H), 1.76 (s, 3H).

According to the analysis of related databases, 1659-31-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P.V.K. Suresh; Scola, Paul Michael; (403 pag.)US9527885; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52378-64-0, Adding some certain compound to certain chemical reactions, such as: 52378-64-0, name is (3-Bromopyridin-2-yl)methanol,molecular formula is C6H6BrNO, 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 52378-64-0.

A mixture ofB5.2 (1 g, 5.4 mmol), DMAP (0.33 g, 1.08 mmol), TBSCI (0.97 g, 6.48 mmol) andimidazole (0.48 g, 7 mmol) in DCM (30 mL) was stirred for 18 h at rt. The mixture was diluted with DCM (50 mL), washed with water (30 mL) and brine (30 mL), dried over Na2SQ4, filtered and concentrated, the residue was purified on silica gel (PE:EA = 100:0 to 50:50) to give the title compound (1 .1 g, 68%) as a colorless oil. LC-MS: [M+H] =304.0.

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. 52378-64-0, (3-Bromopyridin-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (148 pag.)WO2017/221100; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1008304-85-5 , The common heterocyclic compound, 1008304-85-5, name is 2-Chloro-6-methoxypyridin-4-amine, molecular formula is C6H7ClN2O, 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.

2-Chloro-6-methoxy-pyridin-4-amine (2 g, 12.61 mmol), 3-pyridylboronic acid(1.55 g, 0.01 mol), Pd(amphos)C12 (0.73 g, 0.63 mmol) and K2003 (3.49 g,0.03 mol) were dissolved in MeCN (6 ml) and water (2 ml) and the mixturewas heated in the microwave reactor at 130 00 for 30 mm. The mixture was filtered and the organic layer was evaporated. The resulting residue was dissolved in EtOAc, washed with water, brine, dried over Mg504 and concentrated to give the product as a solid (1 .2 g 47%). MS ES+ m/z 202 [M+H].

The synthetic route of 1008304-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPRINT BIOSCIENCE AB; LINDSTROeM, Johan; FORSBLOM, Rickard; RAHM, Fredrik; VIKLUND, Jenny; (103 pag.)WO2019/38384; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 67443-38-3, 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. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, 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.

In a 25 ml single-port round bottom flask were added 2-chloro-3-nitro-5-bromo pyridine (500 mg, 2.11 mmol) and methanol. The solution of sodium methoxide (228 mg, 4.22 mmol) in methanol was added into the flask. The reaction mixture was stirred at room temperature for 48 hours. The reaction was quenched with water and concentrated. The residue was extracted with ethyl acetate, dried with Na2SO4, and filtered to afford product 2-methoxy-3-nitro-5-bromo pyridine as a light yellow solid. [0205] 1HNMR (300 MHz, CDCl3): 8.502 (d, 1H) 8.302 (d, 1H) 4.113 (s, 3H); [0206] M+H: 233, 235

According to the analysis of related databases, 67443-38-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astar Biotech LLC; Yu, Chunrong; Huang, Yong; US2014/38991; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem