Tag: M.W:200-300

Electric Literature of 1235036-15-3, 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.1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate, molecular formula is C10H11BrClNO2, molecular weight is 292.56, as common compound, the synthetic route is as follows.

To a solution of Example 1.23.2 (12.3 g) and tert-butyl 3-bromo-6-chloropicolinate (5.9 g) in dioxane (50 mL) was added (lS,3R,5R,7S)-l,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8- phosphaadamantane(CyTop) (0.52 g) and bis(dibenzylideneacetone)palladium(0) (0.66 g). After several house vacuum/nitrogen refills, potassium phosphate (4.06 g) and water (25 mL) were added and the reaction was heated at 80 C under nitrogen for 30 minutes. The reaction was cooled and then water and ethyl acetate were added. The organic layer was separated and washed with brine. The combined aqueous layers were extracted with ethyl acetate, and dried over sodium sulfate. The solution was filtered, concentrated and chromatographed on silica gel using 33% ethyl acetate in heptanes to give the title compound.

The chemical industry reduces the impact on the environment during synthesis 1235036-15-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (608 pag.)WO2017/214458; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55404-31-4 ,Some common heterocyclic compound, 55404-31-4, molecular formula is C6H5BrClN, 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.

3-bromo-2-chloro-4-methylpyridine obtained in Preparation Example 37(1) (1 g) was added to a mixed solvent of ethanol (2 mL) and DMF (5.6 mL). Sodium hydride (60% oil dispersion, 58 mg) was added to the solution, and the mixture was stirred at 100 C. for five hours. The reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (40% solution in n-heptane, 250 mg). 1H-NMR (400 MHz, CDCl3) delta (ppm): 1.43 (t, J=7.0 Hz, 3H), 2.39 (s, 3H), 4.41 (q, J-7.0 Hz, 2H), 6.57-6.88 (m, 1H), 7.80-8.04 (m, 1H).

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. 55404-31-4, 3-Bromo-2-chloro-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1231930-13-4 ,Some common heterocyclic compound, 1231930-13-4, molecular formula is C6H5BrN2O2, 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.

3-bromo-2-methyl-6-nitropyridine (2.2 g, 10.1 mmol), bis(pinacolato)diboron 1.3.0 g, 12.1 mmol), Pd(dppf)Cl2 (200 mg), and potassium acetate (3.0 g, 30.4 mmol) were dissolved in 1,4-dioxane (40 mL). The reaction solution was stirred at 110 C. for 2 hrs under nitrogen protection. When the LCMS showed that the reaction completed, the reaction solution was filtered through celite, and the filtrate is concentrated to dryness. The residue was separated by a rapid silica gel column (020% EA:PE) to obtain 2-methyl-6-nitro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1.8 g, yield 67%), which was directly used in the next reaction.

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. 1231930-13-4, 3-Bromo-2-methyl-6-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbisko Therapeutics Co., Ltd.; ZHAO, Baowei; ZHANG, Mingming; YU, Hongping; YANG, Shuqun; CHEN, Zhui; XU, Yaochang; US2020/71302; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 639091-75-1, Adding some certain compound to certain chemical reactions, such as: 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate,molecular formula is C12H16N2O4, 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 639091-75-1.

Compound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight at ambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless solid.

According to the analysis of related databases, 639091-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; JOUHANNEAUD, Alexandra; GOETSCH, Liliane; BROUSSAS, Matthieu; BEAU-LARVOR, Charlotte; CHAMPION, Thierry; ROBERT, Alain; HAEUW, Jean-Francois; RILATT, Ian; PEREZ, Michel; (244 pag.)WO2017/72196; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083057-12-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1083057-12-8 as follows.

tert-Butyl-3-(3-methylpyridin-2-yl)benzoate (1.0 eq) is dissolved in EtOAc (6 vol). Water (0. 3 vol) is added followed by urea-hydrogen peroxide (3 eq). The phthalic anhydride (3 eq) is added portion-wise as a solid to maintain the temperature in the reactor below 45 0C. After completion of phthalic anhydride addition, the mixture is heated to 45 0C. After stirring for an additional 4 hours, the heat is turned off. 10% w/w aqueous Na2Stheta3 (1.5 eq) is added via addition funnel. After completion of Na2Stheta3 addition, the mixture is stirred for an additional 30 minutes and the layers separated. The organic layer is stirred and 10% w/w aq. Na2Ctheta3 (2 eq) is added. After stirring for 30 minutes, the layers are allowed to separate. The organic phase is washed 13% w/v aq NaCl. The organic phase is then filtered and concentrated to afford crude 2-(3-(tert-butoxycarbonyl)phenyl)-3- methylpyridine- 1 -oxide (95%) that is used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1083057-12-8, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; YOUNG, Christopher; WO2010/37066; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73112-16-0 , The common heterocyclic compound, 73112-16-0, name is 2,6-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, 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.

1A Preparation of 2-bromo-4-methyl-6-(3-trifluoromethyl-1H-pyrazol-1-yl)-pyridine A mixture of 2,6-dibromo-4-methylpyridine (33 mmol, obtained according to the method disclosed by WO 94/22833), 3-trifluoromethyl-1H-pyrazole (21 mmol), potassium carbonate (45 mmol) and N,N-dimethylformamide ((50 mL) is heated at 90 C. for 4 hours. The reaction mixture is partitioned between ethyl acetate ands water. The separated organic phase is washed with brine, dried over sodium sulfate and evaporated in vacuo to provide an oily residue which is purified by flash chromatography. To yield 1.9 g of the title compound.

The synthetic route of 73112-16-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US6448204; (2002); 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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H5BrN2O3

The title compound (Intermediate 65, 6.20 g, 32.9 mmol) was prepared in four steps from 3-bromo-2-methoxy-5-nitropyridine (Intermediate 64, 20.0 g total, 85.8 mmol),tributyl(1-ethoxyvinyl)stannane (31.1 g total, 86.1 mmol) andtetrakis(triphenylphosphine)palladium(0) (5.97 g total, 5.17 mmol) in DMAC (200 mL total) in a microwave reactor at 135C for 15 mm (reactions were carried out in 10 equal scale batches under identical conditions); aqueous HC1 (1M, 93.0 mL) in THF (95 mL) at rt for 2 h; DAST (27 mL) at 50C for 16 h; and iron powder (10.3 g, 184 mmol) and ammonium chloride (17.7 g, 331 mmol) in EtOH/water (5:2, 140 mL) at 80C for 4 h, using the methods of Intermediate 56.

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, 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CHRISTOPHER, John Andrew; BUCKNELL, Sarah Joanne; CONGREVE, Miles Stuart; TEHAN, Benjamin Gerald; NONOO, Rebecca Helen; BROWN, Giles Albert; SWAIN, Nigel Alan; MILLS, Mark; (111 pag.)WO2019/86902; (2019); 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 117873-72-0, name is 2,6-Dibromo-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,6-Dibromo-4-methoxypyridine

(1) 3-(trifluoromethyl) phenol (3.34 g; 0.0187*1.1 mol) was dissolved in dimethyl formamide (about 30 ml). Further, sodium hydride [0.78 g (ca. 60% in mineral oil), 0.0187*1.0 mol] and then 2,6-dibromo-4-methoxy pyridine (5.00 g, 0.0187 mol) were added to the solution. The obtained solution was stirred at about 120 C. for about 2 hours and, thereafter, allowed so as to stand and cooled to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the reaction solution was washed with saturated brine, and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained purified product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 3.23 g; yield percentage: 50%; solid; melting point: 57 to 60 C.; 1 H-NMR (60 MHz, CDCl3, delta): 3.75(3H, s), 6.26(1H, d, J=2 Hz), 6.75(1H, d, J=2 Hz), 7.0-7.6(4H, complex).

With the rapid development of chemical substances, we look forward to future research findings about 117873-72-0.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US6159901; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 132521-70-1, 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.132521-70-1, name is 6-(4-Methylpiperazin-1-yl)nicotinic acid, molecular formula is C11H15N3O2, molecular weight is 221.26, as common compound, the synthetic route is as follows.

To a solution of 6-(4-(tert-butoxycarbonyl) piperazin-1-yl) nicotinic acid (123.7 mg, 0.40 mmol) and tertbutyl 2-amino-4-(pyridin-3-yl) phenylcarbamate (1, 3, 2-di- oxaborolane) (114.5 mg, 0.40 mmol) in Py (2.5 ml) was added EDCI (230 mg, 1.20 mmol). The mixture was stirred at room temperature for overnight. The residue was purified by preparative TLC (silica gel, GF254 10-40 u, 25×25 cm) with PE/EA (2:1) to afford a yellow solid (165 mg, 72%).

Statistics shows that 132521-70-1 is playing an increasingly important role. we look forward to future research findings about 6-(4-Methylpiperazin-1-yl)nicotinic acid.

Reference:
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1070892-04-4, 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 1070892-04-4, name is 5-Bromo-2-(trifluoromethyl)isonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-[5-Chloro-2-(4,4-dimethyl-3,4-dihydro-2H-quinoline-1- sulfonyl)-4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenoxy]-butan-1 -ol (270.0 mg, 0.49 mmol), S-bromo^-trifluoromethyl-isonicotinonitrile (112 mg, 0.45 mmol), Pd(Ph3P)4 (57 mg, 0.05 mmol) and Na2CO3 (286 mg, 2.7 mmol) in dioxane (4 ml_) and water (0.4 ml_) was degassed with N2 for 5 min. The reaction vessel was sealed and then heated at 100 0C for 16 hrs. The mixture was then partitioned between ethyl acetate (20 mL) and water (10 ml_). The organic layer was washed with brine (2 x 10 ml_), dried over MgSO4, filtered and concentrated to give a material which was purified by TLC plates eluting with 30% acetone in hexanes to give 5-[2-chloro-5-(4,4-dimethyl- 3,4-dihydro-2H-quinoline-1-sulfonyl)-4-(4-hydroxy-butoxy)-phenyl]-2-trifluoromethyl- isonicotinonitrile 11-1 as a white solid (95 mg). MS: 594.2 (M+H)+; tR = 2.94 min (method 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 1070892-04-4, 5-Bromo-2-(trifluoromethyl)isonicotinonitrile.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124614; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem