Day: December 29, 2020

Adding a certain compound to certain chemical reactions, such as: 65-22-5, 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 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, 65-22-5, blongs to pyridine-derivatives compound. Computed Properties of C8H10ClNO3

General procedure: The desired compounds 1a-g and 2a-f were prepared by reaction between pyridoxal hydrochloride (0.15 g, 0.74mmol) and the appropriate aromatic or heteroaromatic hydrazine or N-acylhydrazine (1.1 eq., 0.81mmol) in ethanol (10.0 mL). The reaction mixture was stirred for 1-48 hours at room temperature. After that, product was purified by wash-ing with cold ethanol (3.0 mL) and cold diethyl ether (3.0 mL), leading to the pure derivatives 1a-g and 2a-f as solid in 42-86% yields.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65-22-5, its application will become more common.

Reference:
Article; Nogueira, Thais Cristina Mendonca; Cruz, Lucas Dos Santos; Lourenco, Maria Cristina; de Souza, Marcus Vinicius Nora; Letters in drug design and discovery; vol. 16; 7; (2019); p. 792 – 798;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13959-02-9 ,Some common heterocyclic compound, 13959-02-9, molecular formula is C6H4BrNO2, 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.

Intermediate AB: 3-[2-ethoxy-1-(ethoxycarbonyl)-2-oxoethyI]isonicotinic acid3-bromoisonicotinic acid (730 mg, 3.61 mmol) and Cuprous Bromide (31 mg, 0.22 mmol) was suspended in an excess of diethyl malonate (30 ml). Sodium hydride (631 mg, 26.3 mmol, 55% in oil) was added in portions under argon. After addition the mixture was stirred for 2 hrs at 8O0C. The mixture was diluted with H2O and washed with TBDME (3 x 30 ml). The aqueous phase was acidified to pH 4 using cone. HCl and extracted with TBDME (3 x 30 ml). The combined organic layers (from 2nd extraction) were dried over Na2SO4 and evporated. The crude product was recrystallized from TBDME and Heptane affording 668 mg (66%) the title compound as a green solid. EPO APCI-MS m/z: 282.1 [MH+]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13959-02-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2007/30061; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113118-81-3, 5-Bromonicotinaldehyde, 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, Product Details of 113118-81-3, blongs to pyridine-derivatives compound. Product Details of 113118-81-3

To a solution of 5-bromonicotinaldehyde (XXXVIII) (2.0 g, 10.8 mmol, 1 eq) in MeOH (20 mL) was added NaBLL (2.4 g, 64.9 mmol, 6 eq) and the reaction mixture was stirred at room temperature for 3 h. The mixture was concentrated in vacuo and the residue was diluted in water (15 mL), the aqueous phase was extracted with DCM (10 mL x 3). The combined organic layers were dried over MgSO/t, filtered and concentrated in vacuo to afford (5- bromopyridin-3-yl)methanol (XLV) (1.8 g, 9.57 mmol, 90.0% yield) as a colorless oil. NMR (CDC13, 500 MHz) delta ppm 4.73 (s, 2H), 7.90 (s, 1H), 8.47 (s, 1H), 8.57 (s, 1H). ESIMS found for C6H6BrNO mlz 188.0 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-81-3, 5-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (253 pag.)WO2017/23996; (2017); 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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Methylpyridin-2(1H)-one

A mixture of CuI (0.19 g, 1 mmol), Cs2CO3 (6.85 g, 20 mmol) and ethyl 2-oxocyclohexanecarboxylate (0.34 g, 2 mmol) in DMSO (10 mL) was stirred at rt for 30 min under N2. Then to the reaction mixture was added a solution of 5-methylpyridone (1.09 g, 10 mmol) and 4-(2-fluoro-4-iodobenzyl) morpholine (3.21 g, 10 mmol) in DMSO (12 mL) via syringe. The reaction mixture was heated at 100 C. overnight, cooled to rt and filtered. The filtrate diluted with H2O (50 mL) was extracted with CH2Cl2 (50 mL*3). The combined organic phases were concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as a white solid (0.70 g, 23%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 303.2 (M+1); 1H-NMR (400 MHz, CDCl3): delta 2.06 (s, 3H), 3.16-3.32 (m, 4H), 3.86-3.97 (m, 4H), 4.44 (s, 2H), 6.47 (d, 1H, J=9.6 Hz), 7.39-7.44 (m, 2H), 7.48 (s, 1H), 7.52-7.55 (m, 1H), 7.99 (t, 1H, J=8.2 Hz).

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, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Yingjun; Zhang, Jiancun; Wang, Xiaojun; Lin, Runfeng; Cao, Shengtian; Wang, Zhaohe; Li, Jing; US2015/87639; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 5315-25-3, name is 2-Bromo-6-methylpyridine, molecular formula is C6H6BrN, 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. Safety of 2-Bromo-6-methylpyridine

To a solution of 2-bromo-6-methylpyridine (40.0 g, 233 mmol) in acetic acid (50 mL) was added CH3CO3H (175 mL, 233 mmol) maintaining temperature below 50 C. After completion of addition the mixture was stirred at 50 C for 15 h and then cooled to room temp. Crushed ice was added and the pH was adjusted to 12 with 40% aqueous KOH solution. After extraction with CHCl3, the combined organic layers were dried over Na2SO4, concentrated in vacuo and crude product was purified by silica-gel using EtOAc: Pentane = 1:1, then DCM : MeOH=10:1 to give 2-bromo-6-methylpyridine 1-oxide. MS (ESI) calcd for C6H6BrNO: 188.96

With the rapid development of chemical substances, we look forward to future research findings about 5315-25-3.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 953780-42-2, Adding some certain compound to certain chemical reactions, such as: 953780-42-2, name is 5-Fluoro-6-methoxynicotinic acid,molecular formula is C7H6FNO3, 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 953780-42-2.

To a dry-ice cooled solution of 5-fluoro-6-methoxynicotinic acid (3.5 g, 20.5 mmol) and Et3N (2.3 g, 22.8 mmol) in dry THF (50ml), was added isobutyl chloroformate (3.1 g, 22.7 mmol) slowly to keep the reaction temperature below -200C. After the mixture was stirred for Ih at the same temperature, to it ice-water was added, and the resulting mixture was extracted with ether, and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated under vacuum to afford 5.5 g of (5-fluoro-6-methoxypyridin-3-yl)carbonyl isobutyl carbonate as a yellow oil (98%). 1H-NMR (400MHz, CDCl3) delta 8.65 (d, J= 2Hz, IH, Ar-H), 7.90 (dd, J1 = 10 Hz, J2= 2 Hz, IH, Ar-H), 4.11 (s, 3H, -OCH3), 3.73(m, 2H, -OCH2), 2.09 (m, IH, – CH), 0.98 (m, 6H, -CH3)

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. 953780-42-2, 5-Fluoro-6-methoxynicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/120729; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1034667-22-5, Adding some certain compound to certain chemical reactions, such as: 1034667-22-5, name is 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine,molecular formula is C6H5FN4, 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 1034667-22-5.

Reagents and conditions: (i) HCl, Et2O/MeOH, (ii) NH3, EtOH; (iii) Et3N, EtOH , reflux; (iv) POCl3, reflux; (v) 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine, DIPEA, NaI, DMF, 1200C.[0052] Scheme I above shows a general synthetic route that is used for preparing the compounds 1-5. Compounds of formula 1-5 can be prepared from intermediate I-l. The formation of amidine 1-2 is achieved by treating nitrile derivative I-l with HCl in the presence of methanol and then treating the intermediate imidate with NH3 in ethanol. Intermediate 1-2 is then treated with the corresponding beta-ketoester via reflux in EtOH. The corresponding hydroxypyrimidine intermediate is treated with POCl3 to yield chloroderivative 1-4. This reaction is amenable to a variety of amidines (1-3) . The chloropyrimidine 1-4 is treated with 5-fluoro-lH-pyrazolo [3, 4-b] pyridin-3-amine in the presence of DIPEA and NaI to yield the final compound 1-5.

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. 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/18415; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 183208-22-2, 5-Bromo-1-methyl-1H-pyrrolo[2,3-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, 183208-22-2, blongs to pyridine-derivatives compound. SDS of cas: 183208-22-2

[0654] To a stirred solution of 5-bromo-1-methyl-1H-pyrrolo [2, 3-bj pyridine (350 mg, 3 mmol) in 1,4-dioxane: water (4:1, 2.5 mL) at room temperature under an argon atmosphere were added lithium hydroxide (445 mg, 10 mmol), cyclopropylboronic acid (455 mg, 5 mmol) and Pd(dppf)2C12 (193 mg, 0.26 mmol). The reaction mixture was stirred at 120 C for 4 h in a sealed tube. After consumption of starting material (by TLC), the reaction mixture was filtered, the filtrate was diluted with water (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 10- 20% EtOAc: Hexane to afford 5-cyclopropyl-1-methyl-1H-pyrrolo [2, 3-bj pyridine (120 mg, 26%) as colorless liquid. ?H NMR (CDC13,. 400 MHz): 8.20 (s, 1H), 7.56 (s, 1H), 7.13 (d, 1H), 6.36 (d, 1H), 3.87 (s, 3H), 2.05-2.02 (m, 1H), 1.00-0.94 (m, 2H), 0.73-0.68 (m, 2H); LCMS: 62.8%; 172.8 (M+1); (column; Ascentis Express C-18 (50 x 3.0 mm, 2.7 jtm); RT 1.97 mm; mobile phase: 0.025% Aq TFA+5% ACN: ACN+5% 0.025% Aq TFA; T/B%:0.01/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: 20% EtOAc/ Hexane (R1: 0.5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-22-2, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1570-48-5, 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. 1570-48-5, name is 1-(Pyridin-3-yl)propan-1-one, molecular formula is C8H9NO, 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.

Preparation of 2-methylcyclopropanecarboxylic acid [1-(3-pyridinyl)propylidene]hydrazide, Compound 313 A mixture of 8.0 gm (0.07 mole) of 2-methylcyclopropanecarboxylic acid hydrazide, 9.46 gm (0.07 mole) of ethyl-3-pyridyl ketone, 10 drops of glacial acetic acid and 100 ml of EtOH was refluxed 20 hr. Tlc (9:1 Skellysolve B/Ethyl acetate on silica gel) shows no remaining starting material. The reaction mixture was cooled to room temperature and evaporated in vacuo to give a liquid. The liquid solidified on standing. The solid was slurried in ether, collected and dried to give 4.77 gm (29%) of the title compound having a melting point of 137.3 C. Analysis Calcd: C, 67.51; H, 7.41; N, 18.86. Found: C, 66.99; H, 7.48; N, 18.08.

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 1570-48-5, 1-(Pyridin-3-yl)propan-1-one.

Reference:
Patent; Upjohn Company; US5011932; (1991); A;,
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. 1061357-87-6, name is 6-Bromo-4-iodonicotinonitrile. A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Bromo-4-iodonicotinonitrile

To a solution of Intermediate 10A (0.60 g, 1.94 mmol) in a mixture of toluene (10 mL) and water (2 mL) was added cyclopropylboronic acid (0.20 g, 2.33 mmol) followed by K3PO4 (0.82 g, 3.88 mmol) and the resulting mixture was degassed for 15 minutes. Palladium(II) acetate (0.05 g, 0.19 mmol) and tricyclohexylphosphine (0.11 g, 0.39 mmol) ware added. The resulting mixture was degassed again for 10 minutes and heated at 140 C for 1 h in the microwave. The reaction mixture was cooled to ambient temperature and filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep12 g, 1520% EtOAc/nHexanes) to obtain Intermediate 10 (0.10 g, 23.08 %) as a yellow solid. 1H NMR (400 MHz, DMSOd6) G^ppm 0.93 1.02 (m, 1 H), 1.04 1.13 (m, 1 H), 1.19 1.35 (m, 2 H), 2.05 2.21 (m, 1 H), 8.51 (s, 1 H), 8.75 (s, 1 H). LCMS (MethodD): retention time 2.25 min, [M+2H] 223.0.

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, 1061357-87-6, 6-Bromo-4-iodonicotinonitrile.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem