Month: April 2022

Reference of 875-35-4, Adding some certain compound to certain chemical reactions, such as: 875-35-4, name is 2,6-Dichloro-4-methylnicotinonitrile,molecular formula is C7H4Cl2N2, 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 875-35-4.

Method 2 Concentrated nitric acid (14 mL) was added to cooled (0 C.) concentrated sulfuric acid (43 mL) maintaining the internal temperature below 10 C. After addition, the acid mixture was heated to 70 C. and commercially available (Avocado) 2,6-dichloro-4-methylnicotinonitrile (20.0 g, 107 mmol) was added. The temperature was raised until the internal temperature of the reaction reached 105 C. At this point the heating was stopped and after 2 h, TLC analysis revealed that the reaction was complete. The reaction mixture was cooled to room temperature, and slowly added to ice (100 g) with strong agitation. The solid was filtered and washed with cold water (10 mL). The solid was dissolved in EtOAc (100 mL) and the solution was dried over Na2SO4 and concentrated to give 2,6-dichloro-4-methyl-nicotinic acid (21.0 g, 96%) as a white solid: Rf=0.20 (1:1 EtOAc:Hex).

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. 875-35-4, 2,6-Dichloro-4-methylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wang, Yamin; Bullock, William H.; Chen, Libing; US6677352; (2004); B1;,
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.153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine, molecular formula is C6H5ClIN, molecular weight is 253.4681, as common compound, the synthetic route is as follows.category: pyridine-derivatives

The mixture of 1.0 g of 2-chloro-4-iodo picoline, 84 mg of palladium acetate, 218 mg of 1,1′-bisdiphenylphosphino ferrocene, 990 mg of sodium hydrogen carbonate, 10 mL of N,N-dimethylformamide, and 10 ml of methanol, was stirred overnight in a carbon monoxide atmosphere at 80C. After cooling the reaction mixture back to room temperature, water and a saturated aqueous solution of sodium hydrogen carbonate were added thereto, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 522 mg of 2-chloro-3-methylisonicotinic acid methyl ester [48-1] as a colorless oily product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-88-9, 2-Chloro-4-iodo-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1790650; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3 , The common heterocyclic compound, 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C7H6BrN3, 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.

7-bromo-2-methyl-[l,2,4]triazolo[l,5-a]pyridine (50.9 mg, 0.240 mmol), potassium acetate (70.7 mg, 0.720 mmol), 2nd generation XPhos precatalyst (14.16 mg, 0.018 mmol) and bis(pinacolato)diboron (60.9 mg, 0.240 mmol) were added to a 40 mL reaction vial and evacuated and charged multiple times with nitrogen. Added dioxane (1920 mu), then evacuated and charged the vessel again with nitrogen (3x). Heated to 100C and monitored by LCMS for loss of bromopyrazole. Once bromopyrazole was consumed, the reaction was cooled to room temperature and 2-bromo-6-chloro-3-(l-((l-fluorocyclopentyl)methyl)-lH-pyrazol-4-yl)-5-methylpyridine (INTERMEDIATE H6, 89 mg, 0.240 mmol) was added along with l, l’-bis(di-tert- butylphosphino)ferrocene palladium dichloride (9.39 mg, 0.014 mmol). The reaction was evacuated and charged 3x with nitrogen, followed by the addition of 3M aqueous potassium carbonate (240 mu, 0.720 mmol). Heated to 50C overnight. Partitioned between water and ethyl acetate. Extracted the aqueous twice more with ethyl acetate. The organics were passed over a bed of sodium sulfate and the filtrate evaporated. Purified by silica gel chromatography, eluting with 20-100% 3 : 1 EtOAc:EtOH in hexanes to give the title compound. MS(M+1): 425.

The synthetic route of 1159812-31-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; ACTON, John, J., III; BAO, Jianming; DENG, Qiaolin; EGBERTSON, Melissa; FERGUSON, Ronald, III; GAO, Xiaolei; HARRISON, Scott Timothy; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; MENG, Zhaoyang; NA, Meng; RUDD, Michael, T.; SELYUTIN, Oleg, B.; TELLERS, David, M.; TONG, Ling; ZHANG, Fengqi; (195 pag.)WO2019/5587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 3-bromo-2-methoxy-5-nitropyridine (30b; 5.56 g, 23.86 mmol), potassium trifluoro(vinyl)borate (6.39 g, 47.7 mmol), PdCl2Amphos2(0.338 g, 0.477 mmol), and potassium carbonate (35.8 mL, 71.6 mmol) in dioxane (119 mL) was stirred at 80 C for 30 min. The reaction mixture was then diluted with DCM (200 mL) and washed with saturated aqueous ammonium chloride (2×100 mL). The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-methoxy-5-nitro-3-vinylpyridine (4.90 g, 27.2 mmol, >99% yield) as a yellowish-tan solid.

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 33630-99-8, Adding some certain compound to certain chemical reactions, such as: 33630-99-8, name is 3-Aminopyridin-2(1H)-one,molecular formula is C5H6N2O, 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 33630-99-8.

Step B: Benzyl 2-oxo-1,2-dihydropyridin-3-ylcarbamate Sodium bicarbonate (1.70 g, 16.89 mmol) and benzyl chloroformate (1.58 g, 9.29 mmol) were added to a solution of 3-aminopyridin-2(1H)-one (0.930 g, 8.45 mmol) in tetrahydrofuran (20 mL). After 7 h, the mixture was extracted with ethyl acetate and saturated sodium bicarbonate. The organic extract was washed with water and saturated brine, dried over magnesium sulfate, filtered, and concentrated. Purification by chromatography [silica gel, 1% to 5% methanol (10% ammonium hydroxide) in dichloromethane gradient elution] gave the title compound (1.304 g). MS 245 (M+1)

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. 33630-99-8, 3-Aminopyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Burgey, Christopher S.; Paone, Daniel V.; Shaw, Anthony W.; Stump, Craig A.; Williams, Theresa M.; US2007/287696; (2007); A1;,
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.100397-96-4, name is 1-(4-Bromophenyl)-2-(pyridin-4-yl)ethanone, molecular formula is C13H10BrNO, molecular weight is 276.13, as common compound, the synthetic route is as follows.Computed Properties of C13H10BrNO

1-(4-bromophenyl)-2-(pyridin-4-yl)ethanone (4 g, 14.5 mmol) was heated at reflux in DMF-DMA (13 ml) for 1 hour and concentrated. The residue was dissolved in MeOH, and to this, methylhydrazine in water (40%) (3 ml) was added. Then the reaction mixture was heated at 65 C. for 1 hour. When LC/MS indicated the reaction was completed. The mixture was concentrated and purified by column chromatography over silica gel using (PE:EA=10:1-1:1) to give 3 g of crude product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100397-96-4, 1-(4-Bromophenyl)-2-(pyridin-4-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; SU ZHOU JING HONG BIOTECH CO., LTD.; CAI, Zhen-Wei; ZHOU, Ding; LIN, Yougang; CHEN, Ping; US2013/158031; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90145-48-5, 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. 90145-48-5, name is 5-Bromopyridine-2-carboxamide, molecular formula is C6H5BrN2O, 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.

2-Benzothienylboronic acid (1.8 mmol), 5-bromopyridine-2-carboxamide (1.2 mmol), 2M K2CO3 (2.4 mL), Pd(dppf)Cl2 (0.12 mmol) were mixed and stirred at 80 C. in DMF for 3 h. The reaction mixture was filtered and to the filtrated was added EtOAc and H2O. The layers were separated and the aqueous phase was extracted twice with EtOAc. The organic extracts were dried over Na2SO4. The solvent was evaporated in vacuo to give a brown solid. The crude was subjected to reverse phase HPLC to afford the title compound as a light brown solid (11 mg). 1H NMR delta ppm 9.07 (d, 1H) 8.34 (dd, 1H) 8.24-8.02 (m, 5H) 7.73 (s br, 1H) 7.54-7.37 (m, 2H); MS m/z 255 (M+H).

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 90145-48-5, 5-Bromopyridine-2-carboxamide.

Reference:
Patent; AstraZeneca AB; US2008/221149; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 886361-98-4, Adding some certain compound to certain chemical reactions, such as: 886361-98-4, name is Methyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate,molecular formula is C9H7BrN2O2, 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 886361-98-4.

To a solution of 3-Bromo-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (leq, 23 mmol, 5.9 g), 2-chloropyrid-4-yl boronic acid (1.05 eq, 24 mmol, 3.8 g), Na2COs (2 eq, 46 mmol, 4.9 g) in dioxane (40 ml) and water (15 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (0.1 eq, 2.4 mmol, 1.6 g). The reaction mixture is heated at 95 C for 16 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgStheta4) and concentrated in vacuo. The residue is purified by chromatography on silica eluting with 0-10% MeOH in EtOAc to afford the title compound; [M+H]+ = 287/289.

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. 886361-98-4, Methyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/50183; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17570-98-8, 2-(Bromoacetyl)pyridine hydrobromide, 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, Quality Control of 2-(Bromoacetyl)pyridine hydrobromide, blongs to pyridine-derivatives compound. Quality Control of 2-(Bromoacetyl)pyridine hydrobromide

Preparation 20C; 2-(2-(4-iodophenvn-1 -(6-methylpyridin-3-vO-1 H-imidazol-4-yl)pvridi?e; A solution of 4-iodo-N’-(6-methylpyridin-3-yl)benzamidine (23.0 g, 68.2 mmol) in anhydrous THF (150 mL) was treated at 0 0C with LiHMDS (150 mL of 1M in THF, 150 mmol). The resulting solution was treated after 15 min with 2-bromo-1-(pyridin-2-yl)ethanone hydrobromidtheta (19.1 g, 68.2 mmol) and the resulting mixture stirred at RT for 18h. Water (300 mL) and EtOAc (200 mL were added. The aqueous layer was separated and extracted with EtOAc (2 x 200 mL). The combined organic layers were dried and concentrated and the residue heated in acetic acid (200 mL) at 90 0C for 30 min. The mixture was concentrated and the residue partitioned between DCM (300 mL) and excess 2N NaOH. The aqueous layer was separated and extracted with DCM (3 x 200 mL). The combined organic layers were washed with aqueous 10% citric acid (3 x 100 mL), water, brine, dried, and concentrated. The residue was purified by SGC (0-1% MeOH in DCM1 0.5% NH4OH) giving 7.6 g of product which was triturated with ether. Yield 6.5 g, 20%. 1H NMR (CDCI3) delta 8.56 (ddd, 1H, J = 0.8, 1.7, 4.8 Hz), 8.46 (d, 1H1 J = 2.5 Hz), 8.10 (d, 1H, J = 7.9 Hz)1 7.89 (br, 1H), 7.77 (dt, 1H, J = 1.7, 7.7 Hz)1 7.63 (m, 2H), 7.43 (dd, 1H1 J = 2.5, 8.3 Hz), 7.21 (d, 1H, J = 8.3 Hz), 7.2 (m, 1H), 7.16 (m, 2H), 2.62 (s, 3H). MS (AP+) m/e 439 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17570-98-8, 2-(Bromoacetyl)pyridine hydrobromide, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 851484-95-2, 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 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of hydroxylamine hydrochloride (0.410 g, 5.902 mmol) in H20 (7.5 mL) was added a solution of 2-chloro-5-fluoronicotinaldehyde (0.856 g, 5.365 mmol) in EtOH (10 mL) in one portion. White solid came out. After stirring at room temperature for 1 h, water (10 mL) was added. The white solid was filtered off to give the intermediate (0.92 g).To a suspension of the solid obtained above in CH2C12 (15 mL) under nitrogen was added carbonyl diimidazole (1.044 g, 6.438 mmol) and the suspension became a clear solution. The mixture was heated at reflux for 1 h and concentrated. The residue was purified by silica gel chromatography (15percent hexanes/EtOAc) to give the title compound (0.752 g, 4.804 mmol, 89.5percent yield) as white solid. ‘H NMR (CDC13 , 400 MHz) ? ppm 7.75 (dd, / = 6.8 and 3.0 Hz, IH), 8.49 (d, 7 = 3.0 Hz, IH).

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem