Day: July 13, 2021

Synthetic Route of 885270-57-5, Adding some certain compound to certain chemical reactions, such as: 885270-57-5, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate,molecular formula is C12H22N2O2, 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 885270-57-5.

Step 1: a water solution (10.00 mL) of sodium nitrite (420.00 mg, 6.09 umol) was dropwise added to a mixed solution of acetic acid (10.00 mL) and water (10.00 mL) of tert-butylhexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (800.00 mg, 3.04 umol) at 0C. After the sodium nitrite solution was added, the mixture was warmed up to 25C and stirred for 2 h. TLC showed that the raw materials were consumed. The reaction solution was diluted by water (20 mL) and extracted by ethyl acetate (30 mL*2). Merged organic layers were adjusted by saturated sodium dicarbonate to pH=8-9, washed by saline solution (10 mL*2), dried by anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain tert-butyl-5-nitrosohexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (650.00 mg, crude product) which was yellow oily matter. The product was directly used in next step without needing further purification. The value of C12H21N3O3[M+H]+256 was calculated using MS ESI, and was 256.

According to the analysis of related databases, 885270-57-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuxi Fortune Pharmaceutical Co., Ltd; WU, Hao; MAO, Weiwei; FAN, Lili; DING, Charles Z.; CHEN, Shuhui; WANG, Fei; HU, Guoping; LI, Jian; (85 pag.)EP3248980; (2017); 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. 35779-35-2, name is Di(pyridin-3-yl)methanone, molecular formula is C11H8N2O, 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. name: Di(pyridin-3-yl)methanone

A round bottom flask was charged with di(pyridin-3-yl)methanone (500 mg, 2.72 mmol), MeOH (30 mL), and CH2C12 (15 mL) and cooled to 0 C. NaBH4 (51 mg, 1.35 mmol) was added in one portion. The solution was stirred for 1 h at 0 C and quenched with IN NaOH and the reaction was extracted with CH2CI2 (3X). The organic layers were combined, dried over Na2S04 and concentrated under reduced pressure. Crude di(pyridin-3-yl)methanol (505 mg, 100%) was used in the next step without further purification. XH NMR 400 MHz (CDC13) delta 8.32 (s, 2H), 8.24 (d, J= 4.8 Hz, 2H), 7.47 (d, J= 7.9 Hz, 2H), 7.09 – 7.01 (m, 2H), 5.67 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 35779-35-2.

Reference:
Patent; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Chery, A.; JONES, Todd, K.; NIPHAKIS, Micah, J.; CHANG, Jae, Won; LUM, Kenneth, M.; CRAVATT, Benjamin, F.; WO2013/103973; (2013); 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. 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. A new synthetic method of this compound is introduced below., HPLC of Formula: C8H10N2O2

Example 42 A mixture of 10-(2,3-dimethylpentanoylamino)-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylic acid (250 mg) and thionyl chloride (4 ml) was stirred at 10C for 30 minutes. The reaction mixture was stirred for 1 hour at room temperature, and then evaporated to dryness in vacuo to give an acid chloride. A mixture of the acid chloride, pyridine (0.1 ml) and dry dichloromethane (60 ml) was cooled to 5C. A solution of N-(2-hydroxyethyl)nicotinamide (108 mg) in dry dichloromethane was added to the mixture. The reaction mixture was stirred at 5C for 1 hour, and allowed to stand at room temperature overnight. The reaction mixture was diluted with chloroform-methanol, and washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was subjected to a column chromatography on silica gel with chloroform-methanol. The elude was concentrated in vacuo to give residue, which was recrystallized from chloroform-ether to give 2-(nicotinamido)ethyl 7-methyl-10-(2,3-dimethylpentanoylamino)-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (0.26 g). mp: 204-210C IR (Nujol): 3250, 1730, 1650, 1630, 1226, 1120, 1060, 800 cm-1 NMR (DMSO-d6, delta): 0.5-2.0 (13H, m), 3.27 (3H, s), 3.70 (2H, m), 4.42 (2H, m), 7.3-9.4 (10H, m), 10.32 (1H, 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, 6265-73-2, N-(2-Hydroxyethyl)nicotinamide.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; EP143001; (1991); B1;,
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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H3BrN2O3

Example 4N-(2-Methyl-3-(5-(5-(4-methylpiperazin-l-yl)pyridine-2-ylamino)-6-oxo-l,6- dihydropyridin-3-yl)phenyl)-4,5,6,7-tetrahydrobenzo[Z>]thiophene-2- carboxamide (19); 5-Bromo-2-methoxy-3-nitropyridine (15)[00197] In a 1 L, round-bottomed, single-necked flask equipped with a magnetic stirring bar was placed 5-bromo-3-nitropyridin-2-ol (50.0 g, 0.23 mol) in CHCl3 (500 mL) under nitrogen in the dark (wrapped in aluminum foil.) To this solution was added Ag2CO3 (75.5 g, 0.28 mol) and MeI (142.0 mL, 2.3 mol). After the mixture was stirred for 48 h at room temperature, it was filtered through a pad of Celite, washed with CH2Cl2, and concentrated. The crude mixture was purified by column chromatography (EtOAc:Hexane, 1:4) to give 24.0 g (45%) of 5-bromo-2- methoxy-3-nitropyridine (15) as a 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, 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; WO2008/33854; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73870-24-3, 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.73870-24-3, name is 4-(Bromomethyl)pyridine hydrobromide, molecular formula is C6H7Br2N, molecular weight is 252.93, as common compound, the synthetic route is as follows.

[00385] To a mixture of 53-1 (60 mg, 0.187 mmol, 1.00 eq) and 53-2 (85 mg, 0.336 mmol, 1.80 eq, HBr) in DMF (3 mL) was added K2C03 (100 mg, 0.723 mmol, 3.87 eq) in one portion at 25C. The mixture was stirred at 80 C for 3.5 h. LCMS showed the starting material was consumed completely and one main peak with the desired MS was detected. TLC showed one new spot was formed. The reaction mixture was extracted with EtOAc (40 mL) and washed with brine (30 mL*4). The organic layer was dried with anhydrous Na2S04, filtered, and concentrated under vacuum. The residue was purified by flash silica gel chromatography and then by prep-HPLC (basic condition) to provide the title compound (11.77 mg, 28.5 umol, 15.3% yield). LCMS (ESI): RT = 1.120 min, mass calc. for C20Hi5F3N6O 412.13, m/z found 413.0[M+H]+. 1HNMR (400MHz, DMSO-i_) 58.65- 8.55 (m, 3H), 8.01 (d, J=8.00 Hz, 1H), 7.47 – 7.37 (m, 2H), 7.33 (br d, J=5.20 Hz, 2H), 7.30 – 7.24 (m, 2H), 7.23- 7.17 (m, 2H), 7.06 (t, J=6.80 Hz, 1H), 6.12 (s, 2H).

Statistics shows that 73870-24-3 is playing an increasingly important role. we look forward to future research findings about 4-(Bromomethyl)pyridine hydrobromide.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1094679-27-2, Adding some certain compound to certain chemical reactions, such as: 1094679-27-2, name is 4-Ethynylpyridin-2-amine,molecular formula is C7H6N2, 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 1094679-27-2.

Compound 6 (510 mg, 1.33 mmol) ,tetrakis (triphenylphosphine)palladium(0) (23.1 mg, 0.02 mmol),copper iodide (13.3 mg, 0.07 mmol) and Compound 5a (157 mg, 1.33 mmol) It was dissolved in DMF (7 ml).This further added N,N-diisopropylethylamine (2 ml), was reacted for 14 hours at 70 C. in an oil bath.After the reaction, the solvent was distilled off, the resulting residue was adsorbed on a silica gel column, methanol – were eluted with a mixture of chloroform (1:50) to give Compound 7a (274 mg, 55%) .

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. 1094679-27-2, 4-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIHON UNIVERSITY; SUZUKI, AZUSA; YOKOYAMA, SHOTA; SAITO, YOSHIO; (22 pag.)JP2015/221769; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6602-32-0 , The common heterocyclic compound, 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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-bromo-3-hydroxy-6-iodopyridine (1 1 -2)To a solution of 2-bromo-3-hydroxypyridine (11-1, 28 g, 161 mmol) in water (360 mL) was added K2CO3 (22.24 g, 161 mmol) and I2 (20.42 g, 80 mmol). The system was stirred for 1.5 h at ambient temperature, cooled to 0 C and then treated with concentrated HCl until solids precipitated from solution (pH~ 6.0). The solids were isolated by filtration and dried to give the title compound (11-2) as a brown solid. ESI+ MS C5H3BrINO: 299.8 found, 299.9 required.

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/20642; (2009); 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. 1224464-97-4, name is Methyl 6-chloro-4-methylnicotinate, molecular formula is C8H8ClNO2, 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. Recommanded Product: 1224464-97-4

Methyl 6-chloro-4-methylnicotinate (150 mg, 0.81 mmol) and (3-bromo-2-chlorophenyl)boronic acid (228 mg, 0.97 mmol) dissolved in l,4-dioxane (6 mL) were treated with (1603) tetrakis(triphenylphosphine)palladium(0) (57 mg, 0.05 mmol) and potassium carbonate (224 mg, 1.62 mmol) dissolved in water. The reaction mixture was heated in the microwave at 110 C for lh. After cooling to room temperature, the reaction mixture was concentrated. The residue was dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate and filtered. The filtrate was concentrated and purified by ISCO silica gel chromatography to give methyl 6-(3- bromo-2-chlorophenyl)-4-methylnicotinate.

With the rapid development of chemical substances, we look forward to future research findings about 1224464-97-4.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (300 pag.)WO2019/204609; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 131747-45-0, 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 131747-45-0, name is (4-Bromopyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Under the protection of nitrogen,Add 3L DCM to the 5L three-neck bottle to cool down.240g of oxalyl chloride was added dropwise during cooling;At -60 C,295.6 g of Dimethyl sulfoxide (DMSO) was added dropwise to the reaction solution.Keep warm for 30min;At -60 C,237.5 g of Cpd 3 was added dropwise to the reaction solution.The reaction was carried out at -65 C for 1 hour;At this temperature, 3.5 eq of triethylamine (TEA) was added dropwise.After the solution was allowed to stand, the plate was measured.Through the column, the product 4-bromopyridine-2-carbaldehyde is obtained.(Cpd 4) 177.2g,The yield was 75%.

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 131747-45-0, (4-Bromopyridin-2-yl)methanol.

Reference:
Patent; Tianjin Quan He Cheng Science And Technology Co., Ltd.; Song Yanmin; Wan Jiaqiang; Li Weide; (11 pag.)CN108516953; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 10592-27-5, 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. 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine (5.00 g, 41.6 mmol) was dissolved in DMF (140 mL) and N-bromosuccinimide (8.89 g, 49.9 mmol) After that, the reaction was stirred at room temperature for 3 hours. A saturated aqueous solution of sodium hydrogencarbonate was added, and ethyl acetate was evaporated, washed with saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and purified by column chromatography (eluent: petroleum ether / ethyl acetate = 10:1 to 1:1)Intermediate 7 (3.60 g, 18.1 mmol,Yield 43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Xiandao Pharmaceutical Development Co., Ltd.; Li Jin; Wu Bo; Shang Siyun; Liao Wei; Lv Peng; Nong Yunhong; Chen Wei; (35 pag.)CN109705015; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem