Category: pyridine-derivatives

73583-37-6, 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 73583-37-6, name is 4-Bromo-2-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-2-chloropyridine V (50 g, 260 mmol, 1.0 equiv ¡¤) was dispersed in 96 ml of 80% hydrazine hydrate (4.794mol, 12 equiv.), And the reaction was performed in an oil bath at 60 C for 48 hours. TLC showed the reaction At the end, the pH of 2 W sodium hydroxide solution was adjusted to 12, EA / THF (2: 1) was extracted, and the organic phase was concentrated to obtain 31.3 g of a pale yellow solid, namely 2-chloro-4-hydrazinopyridine I, with a yield of 84 %.

Statistics shows that 73583-37-6 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-2-chloropyridine.

Reference:
Patent; Nanjing He Ju Pharmaceutical Co., Ltd.; Pan Guojun; (6 pag.)CN110041252; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

18344-51-9, 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. 18344-51-9, name is 2-Amino-3-methyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-methyl-5-nitropyridin-2-amine (1.0 g, 6.53 mmol) in DMF (30mL) was added cesium carbonate (3.2 g, 9.79 mmol) and Boc anhydride (4.5 mL, 19.59 mmol) followed by stirring at RT for 16 h. The mixture was diluted with EtOAc and washed with water. The organic layer was dried over sodium sulphate and concentratedunder reduced pressure. The residue was purified by combi-flash to afford the title compound as orange solid (0.7 g, 42 %). ?H NMR (400 MHz, DMSO-d6): oe 9.71 (s, 1H), 8.99 (d, J=2.4 Hz, 1H), 8.41 (d, J=2.0 Hz, 1H), 2.28 (s, 3H), 1.45 (s, 9H); LC-MS:mlz 252.2 (M-H).

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 18344-51-9, 2-Amino-3-methyl-5-nitropyridine.

Reference:
Patent; ORION CORPORATION; SAMAJDAR, Susanta; ABBINENI, Chandrasekhar; LINNANEN, Tero; WOHLFAHRT, Gerd; (120 pag.)WO2017/1733; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

605-38-9, 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. 605-38-9, name is Dimethyl pyridine-2,3-dicarboxylate. A new synthetic method of this compound is introduced below.

To the solution of dimethyl pyridine-2,3-dicarboxylate (32 g, 164 mmol) in EtOH/H2O (10:1, 440 mL) was added NaBH4 (32 g, 842 mmol) portionwise over 30 min, and the mixture stirred at r.t. overnight. Acetone and EtOAc were added, and the mixture was filtered through a silica gel pad, and evaporated under vacuum to give a yellow solid. This was dissolved in EtOAc/MeOH (5:1), passed through a silica gel pad, and evaporated to give pyridine-2,3-diyldimethanol as a yellow solid. Yield 3.2 g, 14percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,605-38-9, Dimethyl pyridine-2,3-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; MICURX PHARMACEUTICALS, INC.; WO2008/108988; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 875781-17-2, 5-Bromo-1H-pyrazolo[3,4-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, 875781-17-2, blongs to pyridine-derivatives compound. 875781-17-2

5-bromo-1H-pyrazolo[3,4-b]pyridine (3.00 g, 15.2 mmol) and N-iodosuccinimide (3.60 g, 16.0 mmol) were dissolved in anhydrous dichloroethane (100 mL). The resulting mixture was stirred under reflux conditions for 6 h, cooled to room temperature and diluted with THF (300 mL). The resulting solution was washed with a saturated aqueous solution of sodium thiosulfate (100 mL) and brine, then dried over magnesium sulfate, filtered and concentrated. The residue was titurated with a 1:1 mixture of dichloromethane and ether and then ether before being dried in vacuum to afford 5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine (3.795 g, 77% yield) as a beige-brown solid. 1H-NMR (500 MHz, d6-DMSO) delta 14.31 (s, 1H), 8.65 (d, 1H), 8.20 (d, 1H). MS: m/z 323, 325 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 875781-17-2.

Reference:
Patent; SGX Pharmaceuticals, Inc.; US2008/261921; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

956003-24-0, 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 956003-24-0 as follows.

Preparation of 1-methyl-3-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]-pyridin-3-yl]-1H-pyrrolo[2,3-c]pyridine (?A33?) 7.17 g (22 mmol) of caesium carbonate and 3.12 g (22 mmol) of iodomethane are added successively to a solution of 4.88 g (20 mmol) of 3-iodo-1H-pyrrolo[2,3-c]pyridine in 45 ml of acetonitrile. The reaction mixture is stirred at room temperature for 18 hours and subsequently filtered. The filtrate is evaporated, and the residue is chromatographed on a silicagel column with dichloromethane/methanol as eluent, giving two isomers: 3-iodo-1-methyl-1H-pyrrolo[2,3-c]pyridine as colourless crystals, [0323] 1H NMR (400 MHz, DMSO-d6) delta [ppm]=8.83 (s, 1H), 8.23 (d, J=5.5, 1H), 7.77 (s, 1H), 7.24 (dd, J=5.5, 1.0, 1H), 3.93 (s, 3H); [0324] 3-iodo-6-methyl-6H-pyrrolo[2,3-c]pyridine as brown solid, [0325] 1H NMR (400 MHz, DMSO-d6) delta [ppm]=9.21 (s, 1H), 8.45 (s, 1H), 8.37 (d, J=6.5, 1H), 7.81 (d, J=6.6, 1H), 4.39 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 956003-24-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Dorsch, Dieter; Sirrenberg, Christian; Mueller, Thomas J.J.; Merkul, Eugen; Karapetyan, Gnuni Amatunu; US2013/310391; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

6302-02-9, 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. 6302-02-9, name is 1-(Pyridin-2-yl)propan-2-one. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 42 2-[(Aminocarbonyl)amino]-4-methyl-5-(2-pyridyl)-3-thiophenecarboxamide Prepared by the method of Example 26 from (2-pyridyl)acetone. MS (ES) 275 (M-H)-. 1H NMR (DMSO-D6) 9.9 (1H, s) 8.5 (1H, m), 7.8 (1H, m), 7.5 (1H, m), 7.4 (2H, m), 7.2 (2H, m), 6.7 (2H, m).

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 6302-02-9, 1-(Pyridin-2-yl)propan-2-one.

Reference:
Patent; Baxter, Andrew; Brough, Stephen; Faull, Alan; Johnstone, Craig; McInally, Thomas; US2002/107252; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

932-35-4, 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. 932-35-4, name is 3-Hydroxypicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 76A 3-Amino-2-carbomethoxyfuro[2,3-b]pyridine 2-Cyano-3-hydroxypyridine (1.2 g, 10 mmol), prepared as described in Synthesis 316 (1983), was aedded in portions to a 0 C. suspension of NaH (0.4 g of 60% dispersion, 10 mmol) in DMF (5 mL). After stirring for 20 min at 0 C., ethyl bromoacetate was added dropwise. The reaction was stirred for 30 min at 25 C. and was the poured into ice water. The resulting solid was collected by filtration and was washed with a small portion of water. The crude ethyl ester was taken up in EtOAc, dried (MgSO4), filted, and concentrated (1.16 g obtained). To the pyridine (1.0 g, 5.0 mmol) in THF (20 mL) was added potassium t-butoxide (0.56 g, 5.0 mmol). After stirring for 45 min, the reaction was partitioned between EtOAc and NaHCO3 solution. The layers were seperated and the aqueous layer was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated to provide 0.76 g (76%) of the title compound: 1 H NMR (300 MHz, CDCl3) delta1.46 (t, 3H), 4.47 (q, 2H), 5.21 (bs, 2H), 7.38 (dd, 1H), 7.76 (dd, 1H), 8.56 (dd, 1H).

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 932-35-4, 3-Hydroxypicolinonitrile.

Reference:
Patent; Abbott Laboratories; US5597823; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

73870-24-3, 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. 73870-24-3, name is 4-(Bromomethyl)pyridine hydrobromide, molecular formula is C6H7Br2N, 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: Compounds 20-26 (1 equiv.) were dissolved in DMF followed by the addition of potassium carbonate (1 – 3 equiv.) and the corresponding benzyl- or pyridinylderivate (1-2 equiv.). This mixture was allowed to stir at various temperatures and timespans, all of which are further specified at the corresponding compounds reported below. The crude product was then purified by either normal phase or reversed phase flash chromatography to yield compounds 30-36 and 40-46. The exact conditions of these purifications are reported below for each compound individually.

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. 73870-24-3, 4-(Bromomethyl)pyridine hydrobromide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIB VZW; UNIVERSITEIT ANTWERPEN; UNIVERSITEIT GENT; VANDENABEELE, Peter; VANDEN BERGHE, Tom; AUGUSTYNS, Koen; HOFMANS, Sam; VAN DER VEKEN, Pieter; DEVISSCHER, Lars; (66 pag.)WO2019/154795; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1433822-19-5, 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. 1433822-19-5, name is 8-Bromo-6-chloro-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A zeaclion vial was chaied with 8-bmhbzo-[l,24]ffi o[1 a]pyzidir (0.500 g, 2.15rtuml, Example 1, Step A 5-mcephthnpytidim2-ane (0335 2.15 nuriol, ArkPhami1,4-dioxam (10 niLX CsCO (1.40 g, 43] nutol), Xaxtp}rs (0.0522 g, 0.108 rtutiol) and Pd(dba)(0.03 g, 0.11 rturiol), The ieac&iivialwas fhslitd with iuetgen, capred, sthiud and heated to about12X C overnight. Thi reactionwas cccled tortandthendibatedwithDCM (10] niL) an1water(] L).Theoipiuelayerwas septnted,washe1withwater(S] nlL),brine(l0]iuL), aiil diied over NaSO4. After corcenhathig the exhact to drnss, the prcduct was pnifled via silica Iuistta¡Àccraplv elutir with a gradient of 2]-50% ECAc in pe1eum ether to Soid C?-chlcwa-N(Y(0.50 g, 703 %): LCJMS (Table 1, Metlodr)RL 1.7Smin,MS m&331 (M+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, 1433822-19-5, 8-Bromo-6-chloro-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FRIEDMAN, Michael M.; COX, Philip; FRANK, Kristine E.; HOEMANN, Michael Z.; OSUMA, Augustine; WILSON, Noel S.; XU, Xiangdong; WO2015/157955; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

866775-09-9, Adding some certain compound to certain chemical reactions, such as: 866775-09-9, name is Methyl 3-amino-6-bromopicolinate,molecular formula is C7H7BrN2O2, 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 866775-09-9.

4.2 Preparation of methyl 3-amino-6-(1-triisopropylsilanyl-1H-pyrrolo-[2,3-b]pyridin-5-yl)pyridine-2-carboxylate 7.50 g of methyl 3-amino-6-bromopyridine-2-carboxylate, 12.10 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-triisopropylsilanyl-1H-pyrrolo-[2,3-b]pyridine, 8.18 g of sodium hydrogencarbonate and 2.27 g of PdCl2(PPh3)2 in 90 ml of dioxane and 15 ml of water are heated at 90 C. under nitrogen in a flask until the reaction is complete (HPLC check, about 7 hours). The cooled reaction solution is diluted with EA and washed 3 times with water. The organic phase is dried over sodium sulfate and purified by means of column chromatography (gradient heptane: EA 5-100% in 25 min), giving 8.40 g of methyl 3-amino-6-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridine-2-carboxylate as white solid (yield 56%, content 92%); MS-FAB (M+H+)=425.2; Rf (Esi1rod method): 3.10 min.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 866775-09-9.

Reference:
Patent; MERCK PATENT GMBH; Klein, Markus; US2013/210819; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem