Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 916325-85-4, 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid, 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, Computed Properties of C7H4BrN3O2, blongs to pyridine-derivatives compound. Computed Properties of C7H4BrN3O2

To a solution of 5-bromo-1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XVIII) (0.242 g, 1 mmol) in dry DMF (5 mL) was added CDI (0.178 g, 1.1 mmol) and heated for 3 h at 65 C. under nitrogen. The solution was cooled to room temperature and N,O-dimethyl hydroxylamine hydrochloride (0.107 g, 1.1 mmol) was added to the solution. The solution was again heated for 3 h at 65 C. under nitrogen. The solution was cooled and the solvent was evaporated under reduced pressure. The residue was dissolved in DCM, washed successively with a 10% HCl solution, a saturated aqueous NaHCO3 solution and brine. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure to produce 5-bromo-N-methoxy-N-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxamide (XIX) as a white solid (260 mg, 0.91 mmol, 92% yield). 1H NMR (CDCl3) delta ppm 3.55 (s, 3H), 3.78 (s, 3H), 8.59 (d, J=3.01 Hz, 1H), 8.67 (d, J=3.01 Hz, 1H); ESIMS found for C9H9BrN4O2 m/z 285.4 (M+H).

The synthetic route of 916325-85-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; US2013/296302; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 162102-79-6, Adding some certain compound to certain chemical reactions, such as: 162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate,molecular formula is C9H8BrNO4, 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 162102-79-6.

(2) Synthesis of 4-bromo-6-(methoxycarbonyl)pyridine-2-carboxylic acid A mixture of 6.09 g of dimethyl 4-bromopyridine-2,6-dicarboxylate, 1.08 g of potassium hydroxide, 200 ml of methanol and 20 ml of methylene chloride was stirred at room temperature for 3 hours, and 200 ml of diethylether was added thereto. The resulting white solid was filtered, and then washed with ether. The obtained white solid was dissolved in water, and then 12 ml of hydrochloric acid (2 M) was added thereto. The resulting mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated in vacuo to give the title compound.

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. 162102-79-6, Dimethyl 4-bromopyridine-2,6-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP2017279; (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. 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Computed Properties of C12H20N4

General procedure: To a solution of 5a (0.10 g, 0.33 mmol) and 9a (0.07 g, 0.33 mmol) in 1,4-dioxane (2 mL), were added Cs2CO3 (0.21 g, 0.65 mmol), Pd2(dba)3 (0.03 g, 0.03 mmol) and XantPhos (0.03 g, 0.06 mmol). The mixture was heated to 120 C for 60 min with microwave, then cooled to room temperature, diluted with water (10 mL), and extracted with DCM (40 mL × 3). The combined organic layers were washed with water (40 mL) and brine (40 mL), dried over anhydrous Na2SO4, concentrated under vacuum, and purified by silica gel column chromatography (DCM / MeOH = 20:1) to give compound 10a (0.02 g, 12.40%) as a yellow solid.

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, 1180132-17-5, 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine.

Reference:
Article; Wang, Yan; Liu, Wen-Jian; Yin, Lei; Li, Heng; Chen, Zhen-Hua; Zhu, Dian-Xi; Song, Xiu-Qing; Cheng, Zhen-Zhen; Song, Peng; Wang, Zhan; Li, Zhi-Gang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 974 – 978;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 588729-99-1, 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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine. A new synthetic method of this compound is introduced below.

Intermediate 50 N-(5-Bromo-2-chloro-3-pyridinyl)methanesulfonamide 5-Bromo-2-chloro-3-pyridinamine (10 g) was dissolved in pyridine (75 ml) and methanesulfonyl chloride (7.5 ml) was added and stirred overnight. Further methanesulfonyl chloride (2.1 ml) was added and the reaction stirred at RT for 5 h. Further methanesulfonyl chloride (2.1 ml) was added and the mixture stired at RT overnight. The ph was adjusted to -6 by the addition of 2M HCI (aq). The mixture was then extracted with DCM (2 x 150 ml) and the combined organic layers were passed through a hydrophobic frit and the solvent removed in vacuo. The residue was suspended in methanol (200 ml) and 2M NaOH (50 ml) was added. The mixture was stirred for 1 hour and then the solvent removed in vacuo. The residue was dissolved in water (250 ml) and washed with DCM (150 ml). The aqueous layer was then acidified and the resulting precipitate collected by filtration. The solid was air dried overnight to give title compound (13.45 g) as an off white solid. LCMS (Method B) R1 = 0.81 min, MH” = 285.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,588729-99-1, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147187; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1083057-14-0, tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, 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, Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, blongs to pyridine-derivatives compound. Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

Preparation of 3-(6-(1-(2,2-difluorobenzo [d][1,3]dioxol-5-yl)-cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate The crude acid chloride described above was dissolved in toluene (2.5 vol based on acid chloride) and added via addition funnel to a mixture of tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate (1 eq), DMAP, (0.02 eq), and triethylamine (3.0 eq) in toluene (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate). After 2 hours, water (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate) was added to the reaction mixture. After stirring for 30 minutes, the layers were separated. The organic phase was then filtered and concentrated to afford a thick oil of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate (quantitative crude yield). Acetonitrile (3 vol based on crude product) was added and distilled until crystallization occurs. Water (2 vol based on crude product) was added and the mixture stirred for 2 h. The solid was collected by filtration, washed with 1:1 (by volume) acetonitrile/water (2*1 volumes based on crude product), and partially dried on the filter under vacuum. The solid was dried to a constant weight (<1% difference) in a vacuum oven at 60 C. with a slight N2 bleed to afford 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate as a brown solid. The synthetic route of 1083057-14-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Vertex Pharmaceuticals Incorporated; Verwijs, Marinus Jacobus; (75 pag.)US2016/324788; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5349-17-7, 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.5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

[0234] 7V-(3-Methoxyphenyl)-4-(4-pyridinyl)-l,3-thiazol-2-amine (15). A mixture of bromoketone hydrobromide 1 (1.02 g, 3.62 mmol) and 3- methoxyphenylthiourea (14) (0.66 g, 3.62 mmol) in EtOH (20 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (50 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 5 0C for 2 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with a gradient (50-100%) of EtO Ac/pet, ether, to give amine 15 (0.69 g, 68%) as a cream powder: mp (EtOAc/pet. ether) 176-178 0C; 1H NMR delta 10.36 (br s, 1 H, NH), 8.62 (dd, J = 4.5, 1.6 Hz, 2 H, H-2′, H-6′), 7.84 (dd, J= 4.5, 1.6 Hz, 2 H, H-3′, H-5′), 7.71 (s, 1 H, H-5), 7.51 (t, J= 2.2 Hz, 1 H, H-2″), 7.25 (t, J= 8.1 Hz, 1 H, H-5″), 7.18 (br d, J= 8.0 Hz, 1 H, H-4″), 6.56 (br d, J= 8.0 Hz, 1 H, H-6″), 3.79 (s, 3 H, OCH3); 13C NMR delta 163.3, 159.8, 150.1 (2), 147.6, 142.0, 140.9, 129.7, 119.7 (2), 109.4, 107.5, 106.8, 102.7, 54.8; MS m/z 284.5 (MH+, 100%). Anal, calcd for Ci5Hi3N3OS: C, 63.58; H, 4.62; N, 14.83. Found: C, 63.79; H, 4.68; N, 14.87%.

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 142266-62-4, 2,5,6-Trichloronicotinamide, 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, Application In Synthesis of 2,5,6-Trichloronicotinamide, blongs to pyridine-derivatives compound. Application In Synthesis of 2,5,6-Trichloronicotinamide

Step 2: 2,5,6-Trichloro-N-((2-ethyl-4-methylpyridin-3-yl)carbamoyl)nicotinamide To a solution of 2,5,6-trichloronicotinamide (Intermediate P, 2.5 g, 11.1 mmol) in THF (20 mL) was added oxalyl chloride (2 M solution in DCM, 5.4 mL, 10.8 mmol) slowly via syringe. The resulting mixture was heated at 65 C. for 1.5 h, then heating was stopped and the reaction was allowed to cool to room temperature. A solution of 2-ethyl-4-methylpyridin-3-amine (Intermediate W, 1.5 g, 10.7 mmol) in THF (15 mL) was added via cannula. The resulting mixture was stirred at room temperature for 1 h, and then was partially concentrated to remove most of the THF. The residue was partitioned between saturated aqueous sodium bicarbonate (30 mL) and EtOAc (50 mL). The organic layer was washed with brine (1*), dried over anhydrous sodium sulfate and concentrated. The residue was suspended in 10:1 heptane/EtOAc (60 mL) and filtered to provide 2,5,6-trichloro-N-((2-ethyl-4-methylpyridin-3-yl)carbamoyl)nicotinamide. The product was carried on directly into the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,142266-62-4, 2,5,6-Trichloronicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); 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. 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine. A new synthetic method of this compound is introduced below., name: 5-Bromo-4-(trifluoromethyl)pyridin-2-amine

To a dry flask was added 5-bromo-4-(trifluoromethyl)pyridin-2-amine (2200.91 mmol), potassium acetate (446 mg, 4.55 mmol), bis(pinacolato)diboron (279 mg,1.10 mmol, 1.1 eq.) and dioxane (5 mL). N2 was bubbled through the solution for 1.5 minutes, at which time 1 ,1- bis(diphenylphosphino)ferrocene-palladium(II) (32 mg, 45iimol) was added. The reaction was stirred at 100 C for 16 hours under N2. After cooling to room temperature, the dioxane was removed in vacuo. EA was added and the resulting slurry was sonicated and filtered. Additional ethyl acetate was used to wash the solid. The combined organic was concentrated and the crude material was purified by silica gel chromatography using Petroleum ether : Ethyl acetate (10:1) affording to compound 30 (60 mg, 23%) as a light yellow solid. ?H NMR (400 MHz, CDC13): 8.47 (s, 1H), 6.76 (s, 1H), 5.15 (bs, 2H), 1.34 (s, 12H).

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, 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS, INC.; GUO, Chuangxin; TONG, Youzhi; (160 pag.)WO2017/219800; (2017); 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 13472-81-6, name is 3,5-Dibromo-2-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H3Br2NO

3,5-Dibromo-2-hydroxypyridine (9.36 g, 37 mmol; purchased from Tokyo Chemical Industry Co., Ltd.), 1,4-butane sultone (6.58 g, 48.3 mmol), and NaOH (1.97 g, 49.3 mmol) were added to 160 mL of ethanol, and the mixture was stirred for 24 h at 60 C. The white precipitate was separated by filtration, and recrystallization from THF containing a small amount of water gave Monomer-1 (7.17 g, 47%). 1H NMR (300 MHz, D2O) delta: 7.93 (d, J = 2.4 Hz, 1H), 7.77 (d, J = 2.4 Hz, 1H), 3.90 (t, J = 6.9 Hz, 2H), 2.78 (t, J = 7.5 Hz, 2H), 1.71 (m, 2H), 1.60 (m, 2H). IR (KBr) 1656, 1593, 1188, 1052 cm-1. Anal. Calcd for C9H10Br2NNaO4S: C, 26.30%; H, 2.45%; Br, 38.88%; N, 3.41%; S, 7.80%. Found: C, 25.80%; H, 2.52%; Br, 39.04%; N, 3.34%; S, 7.71%.

With the rapid development of chemical substances, we look forward to future research findings about 13472-81-6.

Reference:
Article; Yamamoto, Takakazu; Takei, Tohru; Kumagai, Naoto; Harada, Yosuke; Ohki, Takumi; Kudoh, Yasuo; Kojima, Takahiro; Koizumi, Take-Aki; Shiramizu, Kohei; Abe, Masahiro; Oota, Masashi; Polymer; vol. 53; 26; (2012); p. 5995 – 5999;,
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. 178876-82-9, name is Methyl 6-amino-5-bromopicolinate. A new synthetic method of this compound is introduced below., name: Methyl 6-amino-5-bromopicolinate

A solution of ethyl 2-mercaptoacetate (1.473 mL) in DMF (48 mL) was ice-cooledand treated with sodium hydride (540 mg of a 60% dispersion in oil). After 1 h methyl 6-amino-5-bromopyridine-2-carboxylate (3 g) (T.R. Kelly and F. Lang, J. Org. Chem. 61,1996, 4623-4633) was added and the mixture stirred for 16h at room temperature. Thesolution was diluted with EtOAc (1 L), washed with water (3 x 300 mL), dried and evaporated to aoout 10 ml_. The white solid was filtered off and washed with a little EtOActo give the ester (0.95g); LC/MS (APCI~) m/z223 ([M-H]-, 100%).

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, 178876-82-9, Methyl 6-amino-5-bromopicolinate.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/12396; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem