Day: November 16, 2020

641569-94-0, 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.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.

[DIETHYLCYANOPHOSPHONATE (ALDRICH,] Buchs, Switzerland; 0.33 mL, 2.0 [MMOL)] is added to a stirred mixture of [4-METHYL-3- [ [4- (3-PYRIDINYL)-2-PYRIMIDINYL] AMINO]-BENZOIC] acid (306 mg, 1.0 [MMOL),] [3- [ (1-HYDROXY-1-METHYLETHYL)]-5- (1,] 1, 1-trifluoromethyl) benzeneamine (220 mg, 1.0 [MMOL)] and triethylamine [(560, UL,] 4.0 [MMOL)] in 5 mL N,N-dimethylformamide at [10C.] After stirring for 3 hours at [60C,] the mixture is treated with saturated aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to afford a crude product which is recrystallised from ethylacetate to give the title compound as a crystalline solid, m. p. [253-258C.]

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

98-98-6 , The common heterocyclic compound, 98-98-6, name is Picolinic acid, molecular formula is C6H5NO2, 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-Picolinic acid (20.0 mmol) and 1,2-diaminobenzene (20.0 mmol) were added to 28 g PPA (polyphosphric acid),and stirred at 160 C for 8 h. The resulting viscous solution was poured into 500 mL water, producing a solid which was collected by suction filtration. The solid was suspended in 500 mL of aqueous 0.5 M Na2CO3, and filtered giving a pale yellow powder. Recrystallization from methanol/water. Yield: 43%, m.p.: 219 C, chemical formula (mol.wt.): C12H9N3 (195.22 g/mol), elemental analysis, calc. (%): C, 73.83; H, 4.65; N, 21.52, found: C, 73.75; H, 4.54; N, 21.43, 1H NMR: 8.213 (d, 2H, H4′,5′ ), 8.169 (d, 1H, H6” ), 7.964 (dt, 1H, H4” ), 7.737 (d, 1H, H3” ), 7.699-7.592 (complex, 4H, H 3′,6′,1,5” ), 13C NMR: 159.36 (C2” ), 156.91 (C2), 146.76 (C6” ), 137.35 (C2′ ), 133.22 (C1′ ), 130.54 (C4” ), 129.50 (C5′ ), 129.09 (C4′ ), 128.55 (C3” ), 128.30 (C3′), 127.41 (C6′ ), 117.44 (C5” ), FT-IR (KBr, cm-1): nu(NH), 3399 (s); nu(C-H), 3055 (m); nu(C=C), 1545 (s); nu(C=N), 1532 (s); delta(C-H), 741 (s).

According to the analysis of related databases, 98-98-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Patel, Mohan N.; Dosi, Promise A.; Bhatt, Bhupesh S.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 86; (2012); p. 508 – 514;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 626-64-2, name is Pyridin-4-ol,molecular formula is C5H5NO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 626-64-2

In a 500 ml round bottom flask were mixed pyridin-4-ol (5 g, 52.6mmol), dry THF (200 ml), tert- butyl 4-hydroxypiperidine-1 -carboxylate (13.3 g, 65.8mmol) and PPh3 (18 g, 68.4 mmol). Then DEAD (12 g, 68.4 mmol) was added dropwise at RT. The RM was stirred at RT for 3 h, then the RM was concentrated. Purification by chromatography on silica gel eluting with 3% MeOH in DCM afforded 10 g of the title compound as a white solid. LC-MS (method H): Rt = 1 .35 min, [M+H]+ = 279.3

With the rapid development of chemical substances, we look forward to future research findings about 626-64-2.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (145 pag.)WO2019/186358; (2019); 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. 38875-53-5, name is 5-Bromo-2,3-diaminopyridine. This compound has unique chemical properties. The synthetic route is as follows. 38875-53-5

To a soln of [BROMOACETALDEHYDE] diethyl acetal (2.37 mL, 15.4 [MMOL)] in [DIOXANE/H20] (2: 1/15 mL) at rt was added conc. [HCI] (0.3 mL) and the mixture was refluxed for 30 min. The mixture was cooled to rt whereupon [NAHCO3] (2.6 g, 30.8 [MMOL)] was carefully added followed by dropwise addition of diamino derivative (1.5 g, 7.7 [MMOL)] in [DIOXANE/H20] (2: [1/15] mL). The resultant mixture was stirred at reflux for 14 h and was cooled to rt. The mixture was diluted with 1 M [NAOH] (30 mL) and was extracted with [CH2CI2] (3 x 35 mL). The organic layers were combined, washed with brine [(1] x 20 mL), dried [(NA2SO4),] filtered and concentrated under reduced pressure to afford 1.5 g (92%) of the desired compound [[M +] H = 214. [0].]

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, 38875-53-5, 5-Bromo-2,3-diaminopyridine.

Reference:
Patent; SCHERING CORPORATION; WO2004/26867; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

609-71-2 , The common heterocyclic compound, 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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 solution of sodium hypobromide was made by adding Br2 (1.01 ml, 39.5 mmol, 1.1 eq) slowly over a period of 5 min to NaOH (5N, 40 ml) that was previously cooled to 0 C. in an ice bath. The solution was stirred for 10 min before adding 2-hydroxynicotinic acid (5.0 g, 35.9 mmol) and placed in a 50 C. oil bath and stirred. Concurrently, a second pot of sodium hypobromide solution was made by slowly adding Br2 (1.01 ml, 39.5 mmol, 1.1 eq) to a NaOH solution (5N, 40 ml) in an ice bath. The second pot of sodium hypobromide was added to the solution of 2-hydroxynicotinic acid after 24 h of heating then was stirred for an additional 24 h. The solution was cooled to RT, placed in an ice bath and acidified with concentrated HCl while stirring. The precipitate which formed was filtered, washed and dried to afford the desired compound as an off-white solid.

According to the analysis of related databases, 609-71-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; US2003/225106; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1003-68-5, Adding a certain compound to certain chemical reactions, such as: 1003-68-5, 5-Methylpyridin-2(1H)-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, 1003-68-5, blongs to pyridine-derivatives compound.

A single-necked flask was charged with 0.1 g (1 mmol) of 5-methyl-2 (1H)one 0.14 g K2CO3, 0.17 g p-bromobenzaldehyde,0.05 g CuI, 5 ml DMF as solvent,The reflux reaction was carried out,TCL monitoring to the reaction is completed,Stop reaction, filter,The filtrate was extracted with EA (ethyl acetate)The organic layer was concentrated (PE: EA = 3: 1, volume ratio, PE was petroleum ether)To give a yellowish or white flake solid 0.08 g,That is compound 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1003-68-5, its application will become more common.

Reference:
Patent; Sichuan University; Yin, Shufan; Li, Yong; Cao, Tingting; Yuan, Li; Song, Zhangwei; (16 pag.)CN106397408; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding some certain compound to certain chemical reactions, such as: 586-95-8, name is 4-Pyridinemethanol, 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 586-95-8. 586-95-8

4-tert-Butyldimethylsilanyloxymethyl)pyridine (26B). To a solution of 4-pyridylcarbinol (26A) (40.0 g, 366.53 mmol) in 400 mL of anhydrous DMF under a nitrogen atmosphere was added imidazole (27.4 g, 403.18 mmol) and tert-butyldimethylchlorosilane (58.0 g, 384.86 mmol). The reaction was stirred overnight at room temperature. The solvent was removed in vacuo. The residue was partitioned between 750 mL EtOAc and 750 mL H2O. The layers were separated and the organic layer was washed with H2O, brine, dried over MgSO4, filtered and concentrated in vacuo to afford the title compound (26B) as a beige oil. 1H NMR (400 MHz, CDCl3) delta 8.4(m, 2H), 7.25(m, 2H), 4.74(s, 2H), 0.96 (s, 9H), 0.12(s, 6H).

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 586-95-8.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

6419-36-9, 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. 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

D56Pyridin-3-yI-acetic acid ethyl esterTo a solution of 3-pyridylacetic acid hydrochloride (40g, 230.41mmol) in ethanol (90 mL) was added sulfuric acid(73 g, 744.3 mmole, 98%) under N2. The reaction mixture was refluxed for 4 h, then cooled to rt. Ammonium hydroxide (250 mL, 25%) was added and extracted with DCM (500 mL) twice, dried over sodium sulfate, concentrated to afford the title product (33 g).

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 6419-36-9, 2-(Pyridin-3-yl)acetic acid hydrochloride.

Reference:
Patent; GLAXO GROUP LIMITED; WAN, Zehong; ZHANG, XIaomin; WANG, Jian; PENG, Cheng; JIN, Yun; HU, Yimin; WO2012/75917; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 626-55-1, name is 3-Bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. 626-55-1

Synthesis of 3-(4-Methoxyphenyl)pyridine (30) via Scheme 5; A mixture of 3-bromopyridine, (29, 190 mg, 1.20 mmol), 4- methoxyphenylboronic acid (152 mg, 1.00 mmol), Pd(PPh3 )4 (35.0 mg, 0.0300 mmol) and K3PO4 (430 mg, 2.00 mmol) in 1 ,4-dioxane (10 mL) was heated at 100 0C for 18 h. The solvent was removed under reduced pressure and ethyl acetate was added to the solid residue. The organic layer was washed sequentially with water, brine, and then dried over anhydrous Na2SO4. Concentration of the filtrate followed by chromatography [silica, hexanes/ethyl acetate (3: 1 )] gave 30 as a white solid (108 mg, 58% yield), mp 61-63 0C. 1 H NMR (500 MHz, CDCl3) delta 3.86 (s, 3H), 7.01 (d, J = 8.5 Hz, 2H), 7.33 (dd, J = 5.0, 8.0 Hz, 1 H), 7.52 (d, J = 8.5 Hz, 2H), 7.81-7.83 (m, 1 H), 8.54 (dd, J = 2.0, 5.0 Hz, 1 H), 8.81 (br s, 1 H).

Statistics shows that 626-55-1 is playing an increasingly important role. we look forward to future research findings about 3-Bromopyridine.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2009/114180; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

88150-62-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 88150-62-3, name is Phthaloylamlodipine, the common compound, a new synthetic route is introduced below.

Preparation of 3-Ethyl 5-methyl (4RS)-4-(2-CHLOROPHENYL)- [2-L [2-METHYLCARBAMOYL) BENZOYLSAMINO] ethoxy]methyl]-1, 4-dihydropyridine-3, 5-dicarboxylate (VII) A 250 ML one-necked flask, equipped with a magnetic stirrer was charged with 10 g phthaloyl amlodipine in 25 ML of THF. To this solution was added 3 mL of methyamine (40%). The solution was stirred at rt for 30 minutes. The solvent was evaporated in vacuo. The residue was precipitated by adding diethylether to give the title compound as a white solid 9.72 g (92%, with a relative purity> 96% based on AREA%). IR (cm-1) : 3340,2341, 1699, 1670,1636, 1540,1487, 1286,1205, 1100,870, 668. EI-MS (70 eV) : 569 + (3), 538 [M- C2H5] +(12), 458 [M-C6H5C1] + (45), 427 [M-C6H4CI-OME] + (91), 347 [CISHJSCINC (100), 297 (66), 280 (7), 260 (13), 254 (18), 236 [CL2HL5N207] + (10), 223 [C11H14N2O3]+ (28), 208 (57), 174 (61), 162 (71), 148 (12), 130 (14), 105 (10), 76 (8). 1H-NMR (CDCL3) 6 7.83 (d, 1H), 7.63-7. 67 (m, 2H), 7.41-7. 45 (M, 2H), 7.36 (d, 1H), 7.20 (d, 1H), 7.10 (q, 1H), 7.00 (Q, 1H), 6.90 (q, 1H), 5.37 (s, 1H), 4. 77 (d, 1H), 4.67 (d, 1H), 4.03 (q, 2H), 3.80-3. 82 (m, 2H), 3.61-3. 66 (m, 2H), 3. 57 (s, 3H), 2.91 (d, 3H), 2. 30 (s, 3H), 1.16 (t, 3H). 13C-NMR (CDCL3) 8 170.9, 168. 9, 168.3, 167.4, 146.1, 145.2, 145.1, 134.8, 134.2, 132. 4,131. 6,130. 3,129. 5, 129.4, 127.9, 127.5, 127.0, 103.7, 101.9, 70.4, 70.3, 60.0, 50. 9, 39. 8, 37. 2,27. 2,19. 2,14. 4.

Statistics shows that 88150-62-3 is playing an increasingly important role. we look forward to future research findings about Phthaloylamlodipine.

Reference:
Patent; EOS ECZACIBASI OZGUN KIMYASAL URUNLER SANAYI VE TICARET A.S.; WO2004/58711; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem