Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 1219095-87-0, tert-Butyl (2-methylpyridin-3-yl)carbamate, 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, 1219095-87-0, blongs to pyridine-derivatives compound. Recommanded Product: 1219095-87-0

Tert-butyl N-(2-methylpyridin-3-yl)carbamate (5.41 g, 25.99 mmol) was dissolved in AcOH (100 mL). PtO2 (2.7 g) was added and the mixture was stirred overnight under H2 atmosphere (4 atm). The catalyst was filtered off, the solvent was evaporated and the residue neutralized with K2CO3 solid. The mixture was extracted with ethyl acetate (3×250 mL) and DCM (3×100 mL). The combined organic phases was concentrated under reduced pressure to give tert-butyl N-(2- methylpiperidin-3-yl)carbamate (7.0 g, quant. yield) as diastereoisomeric mixture. The diastereoisomeric mixture was purified by preparative chiral HPLC to give: tert-butyl N-[(2S,3S)-2-methylpiperidin-3-yl]carbamate (1.94 g, 9.05 mmol), tert-butyl N- [(2R,3R)-2-methylpiperidin-3-yl]carbamate (1.39 g, 6.48 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1219095-87-0, its application will become more common.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.59786-31-1, name is Methyl 3-bromoisonicotinate, molecular formula is C7H6BrNO2, molecular weight is 216.03, as common compound, the synthetic route is as follows.Computed Properties of C7H6BrNO2

Step A Preparation of 3-(4-cyanobenzyl)pyridin-4-carboxylic acid methyl ester A solution of 4-cyanobenzyl bromide (625 mg, 3.27 mmol) in dry THF (4 mL) was added slowly over ~3 min. to a suspension of activated Zn (dust; 250 mg) in dry THF (2 mL) at 0° under an argon atmosphere. The ice-bath was removed and the slurry was stirred at room temperature for a further 30 min. Then 3-bromopyridin-4-carboxylic acid methyl ester (540 mg. 2.5 mmol) followed by dichlorobis(triphenylphosphine)nickel (II) (50 mg). The resultant reddish-brown mixture was stirred for 3 h at ~40°-45° C. The mixture was cooled and distributed between EtOAc (100 ml,) and 5percent aqueous citric acid (50 mL). The organic layer was washed with H2 O(2*50 mL), dried with Na2 SO4. After evaporation of the solvent the residue was purified on silica gel, eluding with 35percent EtOAc in hexane to give 420 mg as a clear gum. FAB ms (M+1)253.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59786-31-1, Methyl 3-bromoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US5859012; (1999); A;,
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Pyridine | C5H5N – PubChem

Electric Literature of 64119-42-2, 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. 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, molecular formula is C10H9ClN2O2, 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.

A solution of 7 (0.090 g, 0.4 mmol), tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (0.093 g, 0.44 mmol) and TEA (0.202 g, 2.0 mmol) in EtOH (2 mL) was heated in a microwave oven at 120 C for 20 minutes. The mixture was concentrated and the crude was purified by flash chromatography (heptane/EtOAc 3:1). Yield: 0.088 g (55%). 1H NMR (400MHz, CDCl3): 1.35 (3H, t, J = 7.1 Hz), 1.44 (9H, s), 2.68 (3H, s), 2.92-3.02 (2H, m), 3.24-3.35 (2H,m), 3.56-3.69 (2H, m), 3.72-3.79 (2H, m), 4.03-4.13 (2H, m), 4.28 (2H, q, J = 7.1 Hz), 8.30 (1H, s). MS m/z: 401 (M+1). tert-Butyl 5-[3-cyano-5-(ethoxycarbonyl)-6-methylpyridin-2-yl]hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (0.085 g, 0.21 mmol) was dissolved in TFA/DCM 1:1 (2 mL) and the reaction mixture was stirred at rt for 30 minutes and then concentrated. The crude material was dissolved in DCM (1 mL). TEA (0.106 g, 1.05 mmol) and benzenesulfonyl isocyanate (0.042 g, 0.23 mmol) were added at 0 C. The reaction mixture was stirred at 0 C for 10 minutes and then at rt for 1.5 h. The mixture was concentrated and the crude was purifed by reverse phase HPLC. Yield: 0.075 g (74%).

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 64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate.

Reference:
Article; Bach, Peter; Bostroem, Jonas; Brickmann, Kay; Van Giezen; Groneberg, Robert D.; Harvey, Darren M.; O’Sullivan, Michael; Zetterberg, Fredrik; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 360 – 375;,
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Pyridine | C5H5N – PubChem

Electric Literature of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine. A new synthetic method of this compound is introduced below.

To a degassed solution of2,6-dichloro-3-iodopyridine (3.0 g, 11 mmol) and (E)-2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.2 g, 11 mmol) in 1,4- dioxane (20mL) and water (1.0 mL) was added CS2C03 (7.1 g, 22 mmol) and 1, 1′-bis(di-tertbutylphosphino)ferrocene palladium chloride (357 mg, 0.54 mmol) under N2 protection. The resulting mixture was heated to 70 oc and stirred at this temperature overnight. The reactionwas cooled, filtered through a pad of the celite and washed with ethyl acetate. The combinedfiltrate was evaporated in vacuo. The resulting residue was purified using columnchromatography (eluted with 0-20% EtOAc I DCM) to provide (E)-2,6-dichloro-3-(2-5 ethoxyvinyl)pyridine (1.96 mg, yield: 86%). MS (M+Ht: 218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,148493-37-2, 2,6-Dichloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/121416; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1196157-51-3 ,Some common heterocyclic compound, 1196157-51-3, 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.

N-Chlorosuccinimide (2.78 g, 20.8 mmol) was added to a solution of 2-amino-6-bromonicotinic acid (4.51 g, 20.8 mmol, Ark Pharm Inc. Arlington Heights, IL, USA) in DMF (75 mL), and the resulting mixture was heated at 70 C for 2.5 h. Heating was then stopped, and stirring was continued for 16 h. The reaction mixture was subsequently poured into ice water. After the ice had melted, the resulting slurry was filtered through a fritted glass funnel. The collected solids were air- dried, providing 2-amino-6-bromo-5-chloronicotinic acid: ?H NMR (400 MHz, DMSO-d6) oe 8.05 (s, 1H), 7.64 (br. s, 2H). m/z (ESI, +ve) 250.9 (M+H)

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. 1196157-51-3, 2-Amino-6-bromonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; LANMAN, Brian Alan; CEE, Victor J.; PICKRELL, Alexander J.; REED, Anthony B.; YANG, Kevin C.; KOPECKY, David John; WANG, Hui-Ling; LOPEZ, Patricia; ASHTON, Kate; BOOKER, Shon; TEGLEY, Christopher M.; (303 pag.)WO2018/119183; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98027-84-0, 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 98027-84-0 as follows.

Example A: Synthesis of 5-[3-(2,6-dichloropyridin-4-ylll-3-(trifluoromethyl)-3,4-dihvdro-2H- pyrrol-5-vn-2-(1H-1,2,4-triazoI-1-vnbenzonitrile (No. 1-1)Step 1. Synthesis of ,,6-dichloro-4-(3.3.3-trifluoroprop-1-en-2-yl)pyridine.2,6-dichloro-4-iodopyridine (0.87 g), (3,3,3-trifluoroprop-1-en-2-yl)boronic acid (purity: 65%, 0.75 g) and potassium carbonate (0.96 g) were dissolved in the mixed solvent of THF and water, which was then degassed three times. To the solution was added dichlorobis(triphenylphosphine) palladium (II) (0.04 g), and the mixture was heated to reflux for 3 hours under argon atmosphere. The mixture was cooled to room temperature and then poured into water, which was then extracted twice with hexane. The organic layer was combined, which was then washed with water and dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the solvent was distilled away under reduced pressure, and the residue was then purified by silica gel chromatography to obtain 2,6-dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)pyridine (0.70 g) at a yield of 82%.1H-NMR(CDC13)delta: 6.03 (1H, s), 6.21 (1H, s), 7.34 (2H, s)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98027-84-0, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; MURATA, Tetsuya; YONETA, Yasushi; KISHIKAWA, Hidetoshi; MIHARA, Jun; YAMAZAKI, Daiei; HATAZAWA, Mamoru; SASAKI, Norio; DOMON, Kei; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; SHIBUYA, Katsuhiko; ATAKA, Masashi; GOeRGENS, Ulrich; WO2010/133336; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1014613-64-9, Adding some certain compound to certain chemical reactions, such as: 1014613-64-9, name is 4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H7BrN2, 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 1014613-64-9.

Into a 100-mL round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed 4-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (256 mg, 1.2 mmol) and N,N-dimethylformamide (5 mL). The solution was cooled to 0 C, then sodium hydride (58 mg, 1.5 mmol, 60% dispersion in mineral oil) was added portionwise. The mixture was stirred at 0 C for 30 minutes, then triisopropylsilyl chloride (0.52 mL, 2.4 mmol) was added dropwise with stirring at 0 C. The solution was stirred at room temperature overnight then quenched with water (30 mL). The mixture was extracted with ethyl acetate (3 x 30 mL), and the organics were concentrated under vacuum. The residue was purified on a silica gel column eluting with 0-5% ethyl acetate in petroleum ether to yield 4-bromo-2-methyl-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (400 mg, 90%).

According to the analysis of related databases, 1014613-64-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1209459-88-0, 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 1209459-88-0, name is 4-Bromo-N-methylpicolinamide. This compound has unique chemical properties. The synthetic route is as follows.

Add 4.71g of 4-amino-3-fluorophenol, 4.13g of sodium hydroxide, 32.11g of potassium iodide, 22.78g of triethylbenzylammonium chloride, 500ml of water to the reaction flask, and heat to 30 C to stir and dissolve. When the temperature reaches At 70 C, 21.61 g of compound III was added dropwise, and the reaction was stirred for 2 h. After completion of the reaction, the mixture was cooled, washed with a 2% aqueous sodium hydroxide solution, and the mixture was separated. The organic layer was recrystallized from ethanol to give compound IV 25.48 g, product yield 97.5%, purity 99.96%.

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 1209459-88-0, 4-Bromo-N-methylpicolinamide.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Hou Junkai; Fan Xuezhen; Yang Taotao; (6 pag.)CN108329260; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.156772-60-0, name is 2,5-Dibromo-3-fluoropyridine, molecular formula is C5H2Br2FN, molecular weight is 254.88, as common compound, the synthetic route is as follows.Product Details of 156772-60-0

To a solution of 2,5-dibromo-3-fluoropyridine (2.077 g, 8.149 mmol) in toluene (35 mL) cooled to -78 C, was added BuLi (2.7 M, 3.169 mL, 8.556 mmol). The mixture was stirred 5 min at -78 C, then dimethylacetamide (1.035 g, 1.1 mL, 11.88 mmol) was added. The cooling bath was removed and the resulting mixture was stirred at 25 C for 30 min. The mixture was quenched with saturated aqueous solution of NH4CI (30 mL) and the resulting mixture was extracted with CH2CI2 (3 x 30 mL). The combined organic extracts were dried over MgSCL, filtered, and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (hexane :EtO Ac; 1 :0 to 20: 1 to 15: 1 to 10: 1). The product was obtained as a white solid (1.24 g, 70 %). (0348) NMR (500 MHz, Chloroform-d) (ppm) 8.56 (dd, / = 1.8, 1.1 Hz, 1H), 7.73 (dd, / = 9.7, 1.8 Hz, 1H), 2.68 (d, / = 1.0 Hz, 3H); (0349) 13C NMR (126 MHz, Chloroform-d) d (ppm) 197.0 (d, J = 4.5 Hz), 157.9 (d, J = 280.5 Hz), 146.1 (d, J = 4.7 Hz), 140.5 (d, / = 5.4 Hz), 128.7 (d, / = 22.5 Hz), 124.6 (d, / = 3.6 Hz), 28.0; (0350) 19L NMR (471 MHz, Chloroform-d) fit ppm) -116.90.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,156772-60-0, 2,5-Dibromo-3-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14529-54-5, Adding some certain compound to certain chemical reactions, such as: 14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one,molecular formula is C6H5Br2NO, 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 14529-54-5.

Example 301b 5-Bromo-1-methyl-3-(6-(trifluoromethyl)pyridazin-3-ylamino)pyridin-2(1H)-one 301b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 301a (750 mg, 4.6 mmol), XantPhos (532 mg, 0.92 mmol), Pd2dba3 (421 mg, 0.46 mmol), 2-bromo-4-chloronicotinaldehyde (H-001) (1.84 g, 6.9 mmol), Cs2CO3 (3.0 g, 9.2 mmol), and 1,4-dioxane (50 mL). The system was subjected to three cycles of vacuum/argon flush and heated at 90 C for overnight. After the completion of the reaction, the mixture was filtered and the solid was washed with methanol (30 mL). The combined filtrate was evaporated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 20:1 dichloromethane/methanol to afford 301b (1.38 g, 89%) as a yellow solid. MS-ESI: [M+H]+ 350.8

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. 14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem