Tag: M.W=300-400

Synthetic Route of 571189-16-7, 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 571189-16-7, name is tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2 tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate In a nitrogen atmosphere, to a solution of tert-butyl 4-(6-nitro-3-pyridine) piperazine-1-carboxylate (28.00 g, 90.81 mmol, 1.00 equivalent) in methanol (600 mL) was added palladium on carbon (6%, 1.7 g). The suspension was evacuated and filled with hydrogen several times. The solution was stirred at 50C in a hydrogen atmosphere (50psi) for 18 hours. TLC (dichloromethane: methanol = 10: 1) showed that the starting material reacted completely. The suspension was filtered, and the filtrate was dried using a rotary vacuum dryer to give the title compound (24.13 g, 86.69 mmol. 95.46% yield) as a purple solid. 1H NMR (400 MHz, CDCl3) delta 7.78 (d, J = 2.64 Hz, 1H) 7.18 (dd, J = 8.78, 2.89 Hz, 1H) 6.50 (d, J = 8.78 Hz, 1H) 4.21 (brs, 2H) 3.60-3.54 (m, 4H) 3.00-2.92 (m, 4H) 1.48 (s, 9H).

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 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; XU, Zhaobing; LIU, Yingchun; LIN, Ruibin; WANG, Fei; LI, Jian; (101 pag.)EP3269715; (2018); A1;,
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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. 102625-64-9, name is 5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole, molecular formula is C16H15F2N3O3S, 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: 102625-64-9

At room temperature, 20.2 g of 5-difluoromethoxy-2-[(3,4-dimethoxy-2-pyridinyl)methylthio]-1H-benzimidazole are suspended in 100 ml of methyl isobutyl ketone together with 18.0 g of (+)-L-tartaric acid bis-(N,N-dimethylamide) and 13.4 g of zirconium(IV) isopropoxide/isopropanol. The mixture is heated at 40C for one hour, resulting in the formation of a solution which is almost clear. After cooling to room temperature, 4.1 ml of N-ethyldiisopropylamine are added. 11 ml of cumene hydroperoxide are then slowly metered in. Stirring is continued at room temperature until the oxidation has ended (5-10 hours, monitored by TLC). The clear solution is diluted with 100 ml of methyl isobutyl ketone and quenched with 1.8 g of sodium thiosulphate in 140 ml of water and stirred for a further 14 hours. After phase separation, 55 ml of saturated sodium bicarbonate solution and 55 ml of methyl isobutyl ketone are added to the aqueous phase, and the phases are separated. Another 55 ml of saturated sodium bicarbonate solution and 55 ml of methyl isobutyl ketone are added to the aqueous phase, and the phases are separated. The combined methyl isobutyl ketone phases are then washed twice with 55 ml of saturated sodium bicarbonate solution. 150 mi of water are added to the methyl isobutyl ketone phase, and the pH is adjusted to pH = 13 using a 40% by weight strength aqueous solution of sodium hydroxide. After phase separation, the methyl isobutyl ketone phase is extracted with another 50 ml of water at pH = 13. The aqueous phases are combined and, at 40C, subjected to incipient distillation under reduced pressure. At 40-45C, (-)-pantoprazole is precipitated by addition of 10% strength acetic acid to pH = 9.0. Stirring is continued for another 12 hours during which the pH is monitored. The beige crystals are filtered off and washed with 50 ml of water. The title compound is obtained in a yield of about 15 g (73% of theory) and an optical purity of >95%. To increase the purity, (-)-pantoprazole is dissolved in water/aqueous sodium hydroxide solution at pH = 13 and re-precipitated with acetic acid (10%) at pH = 9.0.

With the rapid development of chemical substances, we look forward to future research findings about 102625-64-9.

Reference:
Patent; ALTANA PHARMA AG; WO2004/52882; (2004); A1;,
Pyridine – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 7153-08-4, 3,5-Diiodopyridin-4-ol, 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 3,5-Diiodopyridin-4-ol, blongs to pyridine-derivatives compound. Safety of 3,5-Diiodopyridin-4-ol

Example 405 N-[5-{7-(4-tert-Butylphenyl)furo[3,2-c]pyridin-2-yl}pyridin-3-yl]acetamide Step 1: Synthesis of N-{5-(7-iodofuro[3,2-c]pyridin-2-yl)pyridin-3-yl}acetamide [0743] A solution prepared by dissolving 3,5-diiodopyridin-4-ol (5.0 mmol), N-(5-ethynylpyridin-3-yl)acetamide (6.0 mmol) and copper(II) oxide (3.5 mmol) in anhydrous pyridine (30 ml) was stirred under reflux for 6 hours. The reaction mixture was cooled to room temperature, filtered through Celite, and concentrated under reduced pressure to yield brown oil. The residue was diluted with ethyl acetate, washed with aqueous ammonia, water and brine, in sequence, which was then dried over anhydrous magnesium sulfate and filtered. After the filtrate was concentrated, the residue thus obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1, v/v) to obtain the title compound as light brown oil (yield: 49%).

The synthetic route of 7153-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; Seo, Hyoung Sig; Kim, Tae Kyun; Lee, Hyun Joo; Kim, Dong Hoon; Lee, Gyu Jin; Park, Jun Chul; Gal, Ji Yeong; Kim, Tae-hoon; Hyun, Kwan Hoon; Ahn, Kyoung Kyu; Park, Kaapjoo; Nam, Su Youn; Lee, Ge Hyeong; Lim, Hee Jong; US2015/191478; (2015); A1;,
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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. 133627-47-1, name is N-(2-Chloro-4-methylpyridin-3-yl)-2-(cyclopropylamino)nicotinamide. A new synthetic method of this compound is introduced below., Recommanded Product: 133627-47-1

EXAMPLE 5 Preparation of 11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (Nevirapine) Using sodium Hexamethyldisilazane A reaction flask equipped with a magnetic stirrer, temperature controller thermodouple, addition funnel and condenser with an oil bubbler for exclusion of ambient air was inerted with nitrogen and charged with 3.02 g (0.010 mol) of N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide from Example 4 and 30 ml of anhydrous THF. A 40% solution of sodium hexamethyldisilazane in THF (12.7 ml, 0.025 mol) was added dropwise maintaining the temperature of the reaction mixture at no more than 30 C. When the addition of the NaHMDS solution was completed, the reaction mixture was heated to reflux temperature (about 63-66 C.).When the reaction was completed (HPLC analysis), the mixture was cooled to ambient temperature.The reaction mixture was treated with 1.55 g (0.050 mol) of methanol and 0.45 g of water (0.025 mol).The mixture was concentrated on a rotary evaporator at 25-30 in.Hg with a 50-60 water bath temperature.The residual product weighing 4.44 g was triturated with 50 ml of water and the PH 10-12 solution was acidified to PH 3 by adding 10% HCl solution.The solid product was collected by filtration and the filter cake rinsed three times with 10 ml portions of water.The filter cake was dried in a vacuum oven at 50-60 C. to obtain nevirapine.

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, 133627-47-1, N-(2-Chloro-4-methylpyridin-3-yl)-2-(cyclopropylamino)nicotinamide.

Reference:
Patent; Boehringer ingelheim Chemicals, Inc.; US2004/2603; (2004); 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. 1334411-79-8, name is 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1334411-79-8

To a microwave tube was added 4-bromo-2-(2, 6-dichlorophenyl)-lH-imidazo-[4,5- c]-pyridine (0.050 g, 0.15 mmol), tert-butyl-4-amino-lH-pyrazole-l-carboxylate (0.032 g, 0.17 mmol), Pd2(dba)3 (0.013 g, 0.015 mmol), XantPhos (0.017 g, 0.03 mmol), Cs2C03 (0.098 g, 0.03 mmol) and dioxane (1.2 niL). The mixture was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 160 C for 2 housr and then cooled to room temperature. The mixture was filtered with Celite and the filtrate was concentrated by vacuum. The residue was purified by prep-HPLC (Gilson GX 281 , Shim- pack PRC-ODS 250 mm x 20 mm x 2, gradient: CH3CN / 10 mm/L NH4HC03, 17 min) to give the desired product (15 mg, 15% yield). ¾ NMR(MeOD- 4, 500 MHz): delta 8.09 (s, 1H), 7.90 (d, J = 5.5 Hz, 1H), 7.76 (s, 1H), 7.59 (m, 3H), 6.97 (d, J = 5.5 Hz, 1H). LCMS(ESI) m/z: 345.2 [M+H+].

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, 1334411-79-8, 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1335210-23-5, 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. 1335210-23-5, name is 1-(2,2-Dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid, molecular formula is C13H17NO8, 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.

Compound 1 (20.0 g, 63.4 mmol) and dichloromethane (150 mL) were added to the reaction flask, and the mixture was dissolved by stirring at room temperature. The temperature was lowered to 15-20 C, N, N-carbonyldiimidazole (13.9 g, 85.7 mmol) was added, and the reaction was kept under nitrogen protection for 2 hours. Compound 2 (10.0 g, 69.9 mmol) was added dropwise, and the temperature was raised to room temperature and reacted for 2 hours. The reaction solution was washed with a 1N aqueous HCl solution (100 mL), a 5% aqueous sodium carbonate solution (130 mL), and a saturated saline solution (100 mL) in this order. The organic phase was concentrated to dryness, and the obtained oil was separated by column chromatography [mobile phase: n-hexane: ethyl acetate (2: 1)] to obtain a white solid powder product compound 3 (18.9 g, 68%)

According to the analysis of related databases, 1335210-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Anhui Baker Bio-pharmaceutical Co., Ltd.; Wang Zhibang; Xu Jingkun; Tian Lei; Zhang Zuliang; Liao Jiehai; Zou Hui; Wang Yao; Liu Yang; (20 pag.)CN110655517; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 874302-76-8, 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.874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, molecular formula is C14H12N2O5S2, molecular weight is 352.39, as common compound, the synthetic route is as follows.

EXAMPLE 1 : Synthesis of Conjugate 1To a solution of cabazitaxel (2.00 g, 2.40 mmol) and 2-(2- pyridinyldithio)ethanol -nitrophenyl carbonate (915 mg, 2.60 mmol) in dichloromethane (48 mL) was added DMAP (439 mg, 3.60 mmol). The solution was stirred at room temperature overnight, then washed with 0.1N HC1 (3 x 20 mL), saturated aqueous NaCl (50 mL), and dried with sodium sulfate. The solvent was removed in vacuo, the the remaining residue purified by silica gel chromatography (2: 1 petroleum ethenethyl acetate) to give cabazitaxel 2-(2- pyridyldithio)ethylcarbonate (2.50 g, 2.38 mmol, 99% yield). LCMS m/z: 1049 (M + H).

The chemical industry reduces the impact on the environment during synthesis 874302-76-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BLEND THERAPEUTICS, INC.; ALARGOVA, Rossitza G.; BILODEAU, Mark T.; DUNBAR, Craig A.; KADIYALA, Sudhakar; SHINDE, Rajesh R.; LIM SOO, Patrick; SWERYDA-KRAWIEC, Beata; WHITE, Brian H.; BAZINET, Patrick Rosaire; WOOSTER, Richard; (194 pag.)WO2016/4048; (2016); A2;,
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Pyridine | C5H5N – PubChem

Electric Literature of 874302-76-8, 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.874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, molecular formula is C14H12N2O5S2, molecular weight is 352.39, as common compound, the synthetic route is as follows.

To a solution of compound 2 (10 mg, 0.028 mmol) and doxorubicin hydrochloride (12 mg, 0.020 mmol) in DMF (1 mL) under N2, DIPEA (8 jiL, 0.028 mmol) is added at room temperature and stirred for 16 h. Then, the solvent is evaporated and the residue is purified by flash chromatography (eluent: CH2C12/MeOH 20:1) to obtain compound 3(Figure 3) as red solid in 90% yield; 1H NMR (500 MHz, CDC13) oe 13.94 (s, 1H), 13.18(s, 1H), 8.40 (d, J= 3.8 Hz, 1H), 8.00 (d, J 7.6 Hz, 1H), 7.76 (t, J 8.0 Hz, 1H), 7.70(d, J 7.5 Hz, 1H), 7.63 (t, J 7.4 Hz, 1H), 7.37 (d, J= 8.5 Hz, 1H), 7.07 (t, J= 1H),5.50 b(s, 1H), 5.26 (dd, J= 3.7, 2.0 Hz, 1H), 5.15 (d, J= 8.8 Hz, 1H), 4.74 b(s, J 21.4Hz, 2H), 4.56 (bs, 1H), 4.42 – 4.34 (m, 1H), 4.21 – 4.08 (m, 2H), 4.06 (s, 3H), 3.81 (m,1H), 3.62 (bs, 1H), 3.22 (dd, J= 18.8, 1.5 Hz, 1H), 3.14-2.86 (m, 5H), 2.33 (d, J14.6 Hz, 1H), 2.15 (dd, J= 15.0, 3.6 Hz, 1H), 1.81 (m, 2H), 1.48 – 1.42 (m, 2H), 1.29(d, J 6.5 Hz, 3H); 13C NMR (126 MHz, CDC13) oe 213.9, 187.0, 186.6, 161.0, 160.1,156.2, 155.6, 155.2, 149.8, 149.4, 137.3, 135.7, 135.4, 133.6, 133.6, 120.9, 120.8,119.9, 119.8, 118.4, 111.5, 111.4, 100.9, 69.7, 69.0, 67.4, 65.6, 63.5, 56.7, 53.4, 47.0,37.5, 35.6, 33.9, 30.0, 29.7, 28.3, 17.0; MS (ESI): mlz (%)757(100), (figures 13 and14).

Statistics shows that 874302-76-8 is playing an increasingly important role. we look forward to future research findings about 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate.

Reference:
Patent; FUNDACION IMDEA NANOCIENCIA; LOPEZ CORTAJARENA, Aitziber; SOMOZA CALATRAVA, Alvaro; COULEAUD, Pierre; OCAMPO GARCIA, Sandra; AIRES TRAPOTE, Antonio; LATORRE LOZANO, Alfonso; (66 pag.)WO2016/150521; (2016); A1;,
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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.1334411-79-8, name is 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine, molecular formula is C12H6BrCl2N3, molecular weight is 343.01, as common compound, the synthetic route is as follows.HPLC of Formula: C12H6BrCl2N3

To a solution of 4-bromo-2-(2,6-dichlorophenyl)-lH-imidazo[4,5-c]pyridine (1.0 g,2.9 mmol) in DMF (5 mL) at 23 C was added sodium hydride (0.1 1 g, 4.4 mmol). The mixture was allowed to stir at 23 C for 30 min before iodomethane (0.46 g, 3.2 mmol) was added in one portion and the mixture was stirred at 23 C overnight. The reaction mixture was quenched with water (50 mL), extracted with ethyl acetate (3 x 50 ml). The combined organic phase was washed with brine, dried over Na2S04, and then concentrated. The residue was purified by column chromatography on silica gel with dichloromethane/rnethanol ( 10:1) to give the desired products as a mixture (0.65 g, 62% yield). LCMS(ESI) m/z: 358.1 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1334411-79-8, 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
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. 874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate. A new synthetic method of this compound is introduced below., Quality Control of 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate

To a solution of compound 3 (230.52 mg, 654.17 umol) in DMF (2 mL) was added Motohmod (0.15 g, 327.09 umol), DIEA (126.82 mg, 981.26 umol, 170.92 uL) and HOBt (53.04 mg, 392.50 umol). The mixture was stirred at 25 C for 16 hr. LC-MS indicated compound 3 was consumed completely and a peak with desired mass (m/z: 672.1([M+H+])) was detected. The reaction mixture was purified by prep-HPLC (A: H20, B: ACN). Compound 4 (0.11 g, 163.72 umol, 50.05% yield) was obtained as a white solid. Calculated MW: 671.8 observed m/z: 672.1([M+H+])

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, 874302-76-8, 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate.

Reference:
Patent; BICYCLERD LIMITED; KEEN, Nick; MCDONNELL, Kevin; PARK, Peter U.; MUDD, Gemma Elizabeth; IVANOVA-BERNDT, Gabriela; (274 pag.)WO2019/34868; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem