Month: August 2021

Related Products of 89284-11-7 ,Some common heterocyclic compound, 89284-11-7, molecular formula is C5H4Br2N2, 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.

To a solution of 5,6-dibromopyridin-2-amine (9.50 g, 37.71 mmol) in methanol (100 mL) was added NaOMe solution (30% in MeOH, 100 g, 555.55 mmol) at room temperature. The resulting mixture was stirred for 1 h at 120 C. When the reaction was done, it was quenched by the addition of phosphate buffer solution (200 mL, pH = 7). The solids precipitated out from the resulting mixture were collected by filtration and dried under reduced pressure to yield 5-bromo-6-methoxypyridin-2-amine as orange solid (5.40 g, 71 %). MS: m/z = 202.8 [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,89284-11-7, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; KARRA, Srinivasa R.; XIAO, YuFang; SHERER, Brian A.; (380 pag.)WO2019/79373; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 126325-47-1, 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. 126325-47-1, name is 6-Bromo-2-methylpyridin-3-amine, molecular formula is C6H7BrN2, 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.

A mixture of 4-(6-chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (3.3 g, 10.0 mmol), 6-bromo-2-methyl-pyridin-3-ylamine (1.88 g, 10.0 mmol), palladium acetate (118 mg, 0.53 mmol), 2-(di-t-butylphosphino) biphenyl (157 mg, 0.53 mmol) and LiN(TMS)2 (1M in THF, 15 mL, 15 mmol) in 75 mL of dioxane was stirred under reflux. After 4.5 h, more palladium acetate (111 mg, 0.50 mmol) was added and mixture was stirred under reflux for another hour and then at room temperature for 3 days. The mixture was concentrated and residue was extracted with brine and AcOEt. Organic phases were dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (hexane/AcOEt 2:1?1:1) to give 4-[6-(6-bromo-2-methyl-pyridin-3-ylamino)-5-methoxy-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester as a solid (2.09 g, 44%). 1HNMR (CDCl3, 400 MHz) delta 1.27-1.28 (d, 6H), 1.84-1.87 (m, 2H), 2.02-2.08 (m, 2H), 2.58 (s, 3H), 3.40-3.47 (m, 2H), 3.73 (s, 3H), 3.77-3.82 (m, 2H), 4.93-4.97 (m, 1H), 5.41-5.43 (m, 1H), 7.44-7.46 (m, 1H), 7.91-7.93 (m, 1H), 8.24 (s, 1H), 8.70 (s br, 1H). Exact mass calculated for C20H26BrN5O4 479.12, found 482.0 (MH+).

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 126325-47-1, 6-Bromo-2-methylpyridin-3-amine.

Reference:
Patent; Jones, Robert M.; Lehmann, Juerg; Wong, Amy Siu-Ting; Hurst, David; Shin, Young-Jun; US2006/155128; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 942947-95-7, 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.942947-95-7, name is 2-Amino-5-bromo-4-chloro-3-nitropyridine, molecular formula is C5H3BrClN3O2, molecular weight is 252.45, as common compound, the synthetic route is as follows.

To a mixture of 5-bromo-4-chloro-3-nitro-pyridin-2-ylamine (0.126 g, 0.50 mmol) and isopropanol (9 ml) was added 1-[(2-pyridyl)-methyl]-piperazine (0.097 g, 0.55 mmol) followed by diisopropylethylamine (0.10 ml, 0.57 mmol). The reaction mixture was heated at 45 C. for 20 h, then allowed to cool to room temperature. The precipitate was collected by filtration and washed with isopropanol and diethyl ether. The title compound was thus obtained as a yellow solid (0.163 g, 83%); 1H-NMR (500 MHz, DMSO-d6) 2.57 (br s, 4H, piperazine N(CH2)2), 3.08 (br s, 4H, piperazine N(CH2)2), 3.65 (s, 2H, NCH2), 6.97 (s, 2H, NH2), 7.26 (ddd, J=7.45, 4.80, 1.00 Hz, 1H), 7.46 (d, J=7.80 Hz, 1H), 7.77 (td, J=7.66, 1.80 Hz, 1H) and 8.48 (dm, J=4.09 Hz, 1H) (pyrid-2-yl protons), 8.16 (s, 1H, 6-H);LC (Method B)-MS (ESI, m/z): Rt=2.00 min-393, 395 [(M+H)+, Br isotopic pattern].

Statistics shows that 942947-95-7 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-bromo-4-chloro-3-nitropyridine.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1658-42-0, Methyl 2-(pyridin-2-yl)acetate, 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, Safety of Methyl 2-(pyridin-2-yl)acetate, blongs to pyridine-derivatives compound. Safety of Methyl 2-(pyridin-2-yl)acetate

General procedure: Ethyl 2-(pyridin-2-yl)acetate (1a, 0.4 mmol), 1,3-diphenylprop-2-yn-1-yl methyl carbonate (2a, 0.2 mmol),Pd2(dba)3 (0.01 mmol), DBFphos (0.02 mmol), K2CO3 (0.4 mmol)were mixed under N2 atmosphere in DMF (2 mL). The reactiontube was heated in an oil bath at 120 C for 16 h. After completionof the reaction, the reaction mixture was extracted withEtOAc (3 × 15 mL), and the solvent was removed under reducedpressure. The remaining crude product was then purifiedthrough column chromatography using silica gel (EtOAc-petroleumether = 1:5) to afford 3a as a white solid in 65% yield. 1HNMR (500 MHz, CDCl3): delta = 8.24 (dd, J = 9.2, 1.3 Hz, 1 H), 7.53 (d,J = 7.0 Hz, 1 H), 7.23-7.32 (m, 5 H), 7.15 (t, J = 7.3 Hz, 2 H), 7.10(t, J = 7.2 Hz, 1 H), 6.93- 6.99 (m, 3 H), 6.54 (td, J = 6.8, 1.3 Hz, 1H), 4.11 (q, J = 7.1 Hz, 2 H), 4.08 (s, 2 H), 1.06 (t, J = 7.1 Hz, 3 H).13C NMR (125 MHz, CDCl3): delta = 165.2, 137.5, 136.2, 135.4, 131.5,130.5, 128.9, 127.8, 127.7, 127.1, 126.7, 123.4, 122.2, 121.4,120.2, 112.6, 102.0, 59.3, 30.2, 14.3. HRMS (ESI): m/z [M + H]+calcd for C24H22NO2 : 356.1645; found 356.1642

The synthetic route of 1658-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Yuzhu; Wu, Ting; Fang, Youlai; Synlett; vol. 29; 14; (2018); p. 1909 – 1913;,
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. 70201-43-3, name is 3-Bromoisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrNO

Zn powder (10 g, excess) was added to a solution of 10 (4.8 g, 25.8 mmol) and allylbromide (3.9 mL, 50 mmol) in DMF under N2 at RT. The resulting mixture was stirred at RT for 1 hr, DMF was then removed in vacuo and the residue was partitioned into saturated aqueous Na2CO3 and ethyl acetate (150 mL). The aqueous layer was further extracted with ethyl acetate and the combined organic extraction was dried over Na2SO4. After concentration, the residue was purified by chromatography (SiO2, hexane/ethyl acetate, 5:1) to afford 11 (5.35 g, 91 %) as a light yellowish oil. 1H NMR (300 MHz, CDCl3), delta 8.58 (s, 1H), 8.44 (d, J = 5.4 Hz, 1H), 7.50 (d, J = 5.4 Hz, 1H), 5.76-5.92 (m, 1H), 5.12-5.22 (m, 2H), 4.98-5.04 (m, 1H), 2.82-3.00 (br, 1H), 2.60-2.68 (m, 1H), 2.25-2.34 (m, 1H). 13C NMR (75 MHz, CDCl3), delta 152.3, 151.9, 488.3, 132.8, 122.5, 120.1, 118.8, 70.5, 40.9. HRMS: m/e 226.9937, 228.9923 (Calcd for C9H10NOBr, 226.9942; C9H10NO81Br, 228.9919).

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, 70201-43-3, 3-Bromoisonicotinaldehyde.

Reference:
Article; Zhang, Zhenfa; Dwoskin, Linda P.; Crooks, Peter A.; Tetrahedron Letters; vol. 52; 21; (2011); p. 2667 – 2669;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 13438-65-8, name is 2-Aminonicotinamide. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 122 1-(2,5-dichlorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromide To a solution of 2-aminonicotinamide (0.2 g) in N,N-dimethylformamide (5 ml) was added 2,5-dichlorobenzylbromide (0.39 g) (Table 2, bromide 122), and the mixture was stirred at 80C for 14 hr. The reaction mixture was diluted with ethyl acetate. The precipitate was collected by filtration and washed with ethyl acetate. The obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (0.21 g). 1H-NMR (DMSO-d6) d ppm 5.52 (2 H, s) 6.95 (1 H, d, J=2.27 Hz) 7.06 – 7.17 (1 H, m) 7.50 – 7.59 (1 H, m) 7.63 – 7.71 (1 H, m) 8.13 (1 H, s) 8.23 (1 H, d, J=5.30 Hz) 8.52 (1 H, d, J=6.82 Hz) 8.59 (1 H, s) 9.45 (2 H, s).

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, 13438-65-8, 2-Aminonicotinamide.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2077262; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 77837-08-2, name is 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 77837-08-2

General procedure: Method 3: [0050] After 300 mg (1.39 mmol) of 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid was dissolved in 10 mL of acetonitrile, 415 mg (2.08 mmol) of 3-aminoquinuclidine dihydrochloride and 718 mg (5.56 mmol) of diethylisopropylamide were added to the solution. Afterward, 207 mg (1.53 mmol) of 1-hydroxylbenzotriazole (HOBt) and 266 mg (1.39 mmol) of N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDC) were added to the reaction solution. This reaction solution was stirred at room temperature for about 24 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo and then extracted three times with chloroform and an aqueous NaOH solution (pH=12), followed by purification using liquid chromatography (chloroform:methanol: ammonia water=10:1:0.1) to obtain a target compound (Actual yield: 317 mg, Percent yield: 70percent). [0051] 1H-NMR (CDCl3,200 MHz) delta8.11 (s, 1H), 7.75 (d, 1H), 7.40 (m, 4H), 6.65 (d, 1H), 6.26 (br, 1H), 4.15 (m, 1H), 3.39 (m, 1H), 2.89 (m, 4H), 2.53 (m, 1H), 2.06 (m, 1H), 1.53 (m, 4H)

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, 77837-08-2, 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; Maeng, Cheol Young; Jang, Young Koo; Cha, Su Bong; Shin, Hye Won; Joung, Chan Mi; Cha, Hwa Ryun; Yi, Eun Jung; US2013/317059; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6283-81-4 , The common heterocyclic compound, 6283-81-4, name is Ethyl 3-oxo-3-(pyridin-3-yl)propanoate, molecular formula is C10H11NO3, 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.

EXAMPLE 12 To a mixture of ethyl nicotinoylacetate (2.30 g) and N,N’-dimethylurea (1.05 g) were added conc. hydrochloric acid (a few drops) and ethanol (1 ml) and the mixture was stirred at 110-115 C. for 4 hours under reduced pressure (30 mmHg). After being cooled to ambient temperature, the solution was adjusted to pH 7.0 with an aqueous solution of sodium bicarbonate and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated to give 6-(3-pyridyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione (0.91 g). mp: 120-122 C. IR (Nujol): 1705, 1660 cm-1 NMR (DMSO-d6, delta): 8.68 (2H, m), 7.95 (1H, m), 7.53 (1H, dd, J=4.5 Hz), 5.70 (1H, s), 3.23 (3H, s), 3.10 (3H, s).

The synthetic route of 6283-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4612376; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 97483-77-7, 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. 97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

[0450] To a solution of5-bromopicolinonitrile (1.00 g, 5.46mmol) in DMF (10 mL) was added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (2.77 g, 10.9 mmol),Pd(OAc)2 (61.0mg, 0.273 mmol), PPh3 (285 mg, 1.09 mmol)and KOAc (1.61 g, 16.4 mol) under a nitrogen atmosphere.The resulting mixture was stirred at 80 C. overnight. Thereaction mixture was cooled tort and the solids were removedby filtration. The filtrate was concentrated under reducedpressure to obtain a residue, which was purified by flashcolunm chromatography on silica gel with EtOAc/petroleumether (1 :50 v/v) to obtain compound 1f as a white solid (300mg, 24% yield). Mass Spectrum (LCMS, ESI pos.): Calcd.for C12H15BN20 2 : 231.1 (M+H). found: 231.1.

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 97483-77-7, 5-Bromopicolinonitrile.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1403257-80-6, 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. 1403257-80-6, name is 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide, molecular formula is C23H30BrN3O3, 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.

Step 1: Synthesis of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-5-(6-formylpyridin-3-yl)-2-methylbenzamide To a stirred solution of 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide (1 g, 2.15 mmol) and (6-formylpyridin-3-yl)boronic acid (0.539 g, 2.31 mmol) in dioxane/water mixture (15 mL+3 mL), Na2CO3 (0.82 g, 7.74 mmol) was added and solution purged with argon for 15 min. Then Pd (PPh3)4 (0.288 g, 0.25 mmol) was added and argon was purged again for 10 min. Reaction mass was heated at 80 C. for 2 h. On completion, reaction mixture was diluted with water and extracted with 10% MeOH/DCM. Combined organic layers were dried over Na2SO4 and solvent removed under reduced pressure to afford crude material which was purified by column chromatography over silica gel to afford the desired compound (0.60 g, 57%).

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 1403257-80-6, 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide.

Reference:
Patent; KUNTZ, KEVIN W.; CHESWORTH, RICHARD; DUNCAN, KENNETH W.; KEILHACK, HEIKE; WARHOLIC, NATALIE; KLAUS, CHRISTINE; ZHENG, WANJUN; SEKI, MASASHI; SHIROTORI, SYUJI; KAWANO, SATOSHI; US2012/264734; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem