Tag: M.W:100-200

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.1042986-00-4, name is 2-Fluoro-5-methylnicotinic acid, molecular formula is C7H6FNO2, molecular weight is 155.13, as common compound, the synthetic route is as follows.Recommanded Product: 2-Fluoro-5-methylnicotinic acid

Intermediate 9:2-fluoro-N-methoxy-N,5-dimethylnicotinamide[00366] To a solution of 2-fluoro-5-methylnicotinic acid (4.9 g, 31.6 mmol), N,O- dimethylhydroxylamine hydrochloride (4.01 g, 41.08 mmol), diisopropylethylamine (12.6 ml, 72.68 mmol) in dichloromethane (150 ml) at 0C was added TBTU (11.16 g, 34.76 mmol) portionwise over 30 minutes. The solution was stirred at 0C for a further 10 minutes then, at room temperature for 18 hours. The reaction mixture was washed with a 10wt% solution of citric acid and brine. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by flash column chromatography (ISCO Companion D, 8Og column, 0-20% EtOAc/Petrol) to afford the title compound as a colourless solid (5.44 g, 87% yield).[00367 ] 1H NMR (DMSO-d6, 400 MHz) delta 2.32 (3H, s), 2.69 (3H, s), 3.28 (3H, s), 7.92 (IH, dd), 8.15 (IH, s); MS (ES+) 199.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1042986-00-4, 2-Fluoro-5-methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1289114-66-4, name is 3-Amino-5-fluoropicolinaldehyde, the common compound, a new synthetic route is introduced below. Quality Control of 3-Amino-5-fluoropicolinaldehyde

Methyl-7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate; A mixture of 3-amino-5-fluoropicolinaldehyde (930 mg, 6.63 mmol), methyl 3-(2-(methylsulfonyl)phenyl)-3-oxopropanoate (1.7 g, 6.63 mmol) and cerium chloride heptahydrate (435 mg, 1.32 mmol) was heated to 100 C. for 3 h. The residue was dissolved in MeOH and purified by column chromatography on neutral alumina using 0-30% EtOAc in hexane to give methyl 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate: LC-MS (ESI) m/z 361.0 [M+H]+.

The synthetic route of 1289114-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62002-31-7, Adding some certain compound to certain chemical reactions, such as: 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride,molecular formula is C6H11Cl2N3, 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 62002-31-7.

To each reactor of an array of 12 reactors, each containing a solution of 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.07 mmol) in DMF (0.5 mL, containing 5% triethylamine) a solution of one isocyanate (0.9 equivalents) selected from 12 different isocyanates in 1,2-dichloroethane (0.2 mL) was added. The resulting mixtures were shaken overnight at room temperature. Concentration under reduced pressure gave the corresponding ureas.

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. 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
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 23628-31-1, name is 6-Aminopicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H6N2O2

To a solution of 2-amino-6-pyridinecarboxylic acid (64; 6.0 g, 43.5 mmol) in ethanol (150 mL) was added SOCl2 (12.0 g, 101 mmol) at 00C. The resulting reaction mixture was stirred under reflux for 12 h. Upon cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Enough saturated aqueous Na2CO3 solution was added to adjust the pH = 9. The mixture was concentrated under reduced pressure and dichloromethane (150 mL) was added to the resulting residue. The mixture was stirred vigorously at room temperature for 30 min and then filtered. The filtrate was concentrated under reduced pressure to afford ethyl 6-aminopicolinate 65 (5.5 g, 76%). MS (ESI) calcd for C8Hi0N2O2: 166.2; found: 167 [M+H].

With the rapid development of chemical substances, we look forward to future research findings about 23628-31-1.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; CASAUBON, Rebecca, L.; WO2010/101949; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

Lithium bromide (3.2 g, 37 mmol) and acetyl bromide (1.3 mL, 17 mmol) were added to a solution of (2-chloro-pyridin-5-yl)acetic acid ethyl ester (1.08 g, 5.42 mmol) in acetonitrile (7.2 mL), and the mixture was heated under reflux at an external temperature of 86 to 94C for 31 hours. The reaction mixture was dissolved in water. The solution was neutralized with a sodium hydroxide aqueous solution, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 4/1) to give the title compound (655 mg, 53%). 1H-NMR (chloroform-d): 1.26 (t, 3H, J=7.2Hz), 3.58 (s, 2H), 4.16 (q, 2H, J=7.2Hz), 7.44 (d, 1H, J=8.4Hz), 7.51 (dd, 1H, J=8.4, 2.4Hz), 8.26 (d, 1H, J=2.4Hz); MS (ESI+) : 244 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); 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 872355-64-1, name is 1H-Pyrrolo[3,2-b]pyridine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

lH-pyrrolo[3,2-b]pyridine-5-carboxylic acid (0.49 g) and l-[l-(4-fluoro-phenyl)- ethyl]-2S,5R-dimethyl-piperazine (0.67 g) were dissolved in dry DMF (5 mL) and TBTU (0.97 g) was added followed by triethylamine (1.3 mL). The mixture was stirred overnight, whereupon it was poured into water and the solid thus separated was filtered and dried. The crude material was purified by flash chromatography using 20 % methanol : 80 % dichloromethane as a solvent (Yield: 0.49 g, Rf: 0.74 min, Condition B, M+H+: 367).

With the rapid development of chemical substances, we look forward to future research findings about 872355-64-1.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62135-58-4, Adding some certain compound to certain chemical reactions, such as: 62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate,molecular formula is C9H9N3O2, 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 62135-58-4.

Under argon atmosphere, ethyl[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1 g, 5.23 mmol) was combined with THF (10 mL) at RT to give a brown suspension. Sodium borohydride (1.19 g, 31.4 mmol) was added in four portions. The mixture was heated to 65 C. for 15 min. After cooling down to RT, ethanol (10 mL) was added dropwise over a period of 15 min. The mixture was stirred at 65 C. for 4 h. The mixture was cooled down to 0-5 C. and NH4Cl (saturated aqueous solution, 20 mL) was added dropwise over a period of 10 min (foam.). Water (20 mL) was added and the yellow suspension was poured into dichloromethane (100 mL) and extracted with dichloromethane (4*75 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to give the product as light yellow solid (720 mg, 4.76 mmol, 91%) which was used without further purification for the next step. MS: M=150.1 (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. 62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bachmann, Stephan; Flohr, Alexander; Zbinden, Katrin Groebke; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Rudolph, Markus; US2013/59833; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 628691-93-0, 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 628691-93-0 as follows.

2-Chloro-N-(4-(4,4-difluoropiperidin-1-yl)pyridin-3-yl)-3-fluoroisonicotinamideIn a 15 mL vial was dissolved 4-(4,4-difiuoiOpiperidin-l- yl)pyridin-3-amine (139 mg, 0.650 mmol) and 2-chloro-3-fluoroisonicotinic acid (103.8 mg, 0.591 mmol) in dimethylformamide (4 mL) to give a tan solution. HATU (450 mg, 1.183 mmol) and Hunig’s base (0,207 mL, 1,183 mmol) were added, and the mixture was stirred at rt for 22 h. It was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated. The residue was purified using silica gel flash chromatography, eluting with 50% ethyl acetate/hexane to afford the desired product (31.8 mg, 14.5%) as a tan oil: MS (ESI) (m/z) 371 (M+H)+; 1H NM (400 MHz, MeOD) delta 9.14 (s, lH)t 8.37 (d, J = 5.0 Hz, 1H), 8.30 (dd, J = 4.6, 3.7 Hz, 1H), 7.81 (t, J = 4.9 Hz, 1H), 7.39 (dd, J = 8.4, 4.4 Hz, 1H), 7.19 (d, J = 5.8 Hz, 1H), 3.38 – 3.31 (m, 2H), 3.25 – 3.18 (m, 2H), 2.16 – 2.02 (m, 2H), 2.01 – 1.91 (m, 2H); 1 F NMR (376 MHz, MeOD) delta -73.28 (s), -75.17 (s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628691-93-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69593; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52605-96-6, 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.52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.

A stirred solution of 2-chloro-3- methoxypyridine (4.86 g, 33.8 mmol) in hydrazine hydrate (40 mL) was heated under reflux for 1.5 hours. After cooling to RT, the reaction mixture was evaporated to dryness. The resulting residue was partitioned between 10% MeOH in CHCI3 and 40% w/v aqueous potassium carbonate. The aqueous phase was isolated and extracted twice with 10% MeOH in CHCI3. The combined organic extracts were dried (Na2S04), filtered and concentrated in vacuo to give the title compound (2.7 g, 57%) as a buff solid. H NMR (300 MHz, DMSO-d6): delta 7.65 (dd, J = 5.1 and 1.3 Hz, 1H), 6.99 (dd, J = 7.7 and 1.3 Hz, 1 H) overlapped with 6.98 (br s, 1 H), 6.56 (dd, J = 7.6 and 5.1 Hz, 1 H), 4.05 (br s, 2H), 3.76 (s, 3H). LCMS (Method A): RT = 0.34 nrtin, [M+H]+ = 140.

The chemical industry reduces the impact on the environment during synthesis 52605-96-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark Peter; O’DOWD, Colin Roderick; ZHANG, Lixin; TEVITT, Graham Peter; HARRISON, Timothy; BATTACHARYYA, Sumita; ROUNTREE, James Samuel Shane; BURKAMP, Frank; PRICE, Stephen; MACLEOD, Calum; ELLIOTT, Richard Leonard; SMITH, Phillip; BLENCH, Toby Jonathan; DYKE, Hazel Joan; WO2011/33265; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 134363-45-4, 2-(Pyridin-3-yl)benzoic 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 C12H9NO2, blongs to pyridine-derivatives compound. Computed Properties of C12H9NO2

A mixture of [2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1 -yl]-lambda/-ethyl-2- phenyl-acetamide (320 mg, 0.90 mmol), 2-(3′-pyridyl) benzoic acid (200 mg, 0.99 mmol) and HATU (375 mg, 0.99 mmol) in DMF (10 ml_) was treated with DIPEA (170 mul_, 0.99 mmol) and let stir at room temperature for 6 h. The reaction mixture was quenched with H2O and extracted with EtOAc. The organic layer was separated and washed (sat’d NaHCO3, brine), dried (Na2SO4), filtered and concentrated to yield a semi solid, which was purified by PTLC (5% 2M NH3/MeOH in CH2CI2) to yield the title compound as a brown foam.MS (ESI): mass calcd. for C32H32FN5O;?, 537.64; m/z found, 538.5 [M+H]+. 1H NMR (CDCI3): 8.74-8.73 (m, 1 H), 8.62-8.60 (m, 1 H), 7.80-7.76 (m, 2H), 7.60-7.57 (m, 1 H), 7.54-7.50 (m, 1 H), 7.46-7.43 (m, 1 H), 7.33-7.29 (m, 6H), 7.18-7.15 (m, 1 H), 7.09-7.00 (m, 2H), 6.91 (s, 1 H), 6.84-6.77 (m, 1 H), 3.87 (s, 1 H), 3.35-3.32 (m, 2H), 3.05-3.04 (m, 4H), 2.61 -2.58 (m, 4H), 1.16 (t, J = 7.2, 3H)

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem