Day: April 6, 2022

Synthetic Route of 65873-72-5, 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 65873-72-5, name is 6-Methoxynicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 150: 6-Hydroxypyridine-3-carbaldehydeTo A 100 mL RB was charged with 6-methoxypyridine-3-carbaldehyde (1 g, 7 mmol) was added 3N HCI (20 mL) and then refluxed it at 100 C for 12h. RM was cooled slowly to RT. Solid was obtained up on cooling. It was filtered off on Buchner flask and dried under line vacuum to obtain the title compound as white crystals (0.3g, Yield: 37%)

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 65873-72-5, 6-Methoxynicotinaldehyde.

Reference:
Patent; CONNEXIOS LIFE SCIENCES PVT. LTD.; RANGANATH RAO, Jagannath Madanahalli; ARUMUGAM, Nagarajan; ANSARI, Mohd Mudabbir; GUDLA, Chandrasekhar; PACHIYAPPAN, Shanmugam; RAMALINGAM, Manivannan; GEORGE, Jenson; ARUL, George Fernanda; BOMMEGOWDA, Y, Kenchegowda; ANGUPILLAI, Sathesh Kumar; KOTTAMALAI, Ramamoorthy; JIDUGU, Pradeep; RAO, D, Shivanageshwara; WO2012/11125; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

30 mol of the compound 3-chloro-4-methylpyridine was dissolved in an aqueous solution containing 1.2 times the molar amount of methylamine, and then 0.2 mol of cuprous chloride was added thereto, and then heated to 140-150 degrees, and the raw material disappeared. The heating was stopped, cooled to room temperature, and the reaction liquid was extracted with dichloromethane, and then the organic phase was concentrated to give product 4, and the reaction yield was 65%.

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 72093-04-0, 3-Chloro-4-methylpyridine.

Reference:
Patent; Gansu Haotian Pharmaceutical Co., Ltd.; Xue Jijun; Yang Bo; Li Xuehai; Wang Shijiao; Qi Tafamingrenqingqiubugongkaixingming; (12 pag.)CN108689915; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 443956-08-9, 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. 443956-08-9, name is 6-Bromo-2-nitropyridin-3-ol. A new synthetic method of this compound is introduced below.

To a stirred solution of 6-bromo-2-nitropyridin-3-ol (6 g, 27.40 mmol) in EtOH (100 mL) was added iron (11.00 g, 197.00 mmol), calcium chloride (3.04 g, 27.4 mmol) and the reaction mixture for was heated at 85 C for 16 h. The reaction mixture was cooled to ambient temperature, filtered through celite and the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography (Redisep-80 g, 10-20% MeOH/DCM) to obtain Intermediate 115A (3.00 g, 57.90%) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta ppm 6.50 (d, J = 7.78 Hz, 1 H), 6.75 (d, J = 7.78 Hz, 1 H), 9.70 (br. s, 1 H). (2 Exchangeable proton not observed). LCMS (Method-O): retention time 0.64 min, [M+2H] 191.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,443956-08-9, 6-Bromo-2-nitropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 951625-93-7, 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.951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, molecular formula is C9H7ClN2O2, molecular weight is 210.62, as common compound, the synthetic route is as follows.

[0168] To a solution of methyl 4-chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (2.3 g, 11 mmol) in dimethylformamide (DMF; 20 mL) was added NaH (0.67 g, 17 mmol, 60% purity) under nitrogen. The mixture was stirred at 0 C for 0.5 hours. To this was added chloromethyl methyl ether (1.1 g, 13 mmol, 1 mL) and the reaction was stirred at 25 C for 2 hours. Upon completion, the reaction mixture was quenched by addition aqueous saturated NH4C1 solution (20 mL) and diluted with water (10 mL). The mixture was extracted with ethyl acetate (3x 40 mL). Organic layers were combined, washed with brine (2x 25 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography to give methyl 4-chloro-l-(methoxymethyl)-lH-pyrrolo[2,3-b]pyridine-5- carboxylate (2.3 g, 8.6 mmol, 78% yield) as a yellow solid.

Statistics shows that 951625-93-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; ZHANG, Yi; AUSTGEN, Kathryn; CHUAQUI, Claudio Edmundo; MALOJCIC, Goran; SINKO, William; GUAN, Huiping Amy; SAVOIE, Tracey Lodie; (92 pag.)WO2018/191587; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 824-51-1, 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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

A solution of 6-methyl-1 H-pyrrolo[2,3-b]pyridine (1.07g, 8.1 mmol) in ethyl acetate (37ml_) at 0C was treated with mCPBA (2.1 g, 12.2mmol) then stirred at 0C for 40 mins. mCPBA (0.21g, 1.2mmol) was added at 0C then left to warm to r.t and stirred overnight. Saturated aqueous sodium bicarbonate was added and the organic layer was separated. The aqueous was extracted with ethyl acetate, the combined organic phase was washed with saturated sodium bicarbonate, brine then dried (Na2S04) and concentrated in vacuo. The aqueous layers were combined and extracted with 2-methyltetrahydrofuran and the combined extracts were dried (Na2S04) and concentrated in vacuo. The two crude products were dissolved in hot methanol, combined, preadsorbed onto diatomaceous earth and purified by FCC eluting with 0-10% MeOH / DCM to afford the title compound as a pale orange solid (0.57g, 48%) LCMS (Method 3): Rt 0.74 min, m/z 149.1 [MH+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF NOTTINGHAM; BROOK, David; HAYES, Chris; BENNETT, Nicholas; PALFRAMAN, Matthew; CRAMP, Sue; BULL, Richard; BODNARCHUK, Michael; (262 pag.)WO2019/58132; (2019); A1;,
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. 72141-44-7, name is 4-Chloro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

(e) 10.0 g (69.9 mmol) of the crude product of 4-chloro-2-methoxypyridine obtained in step (d) was dissolved in 100 mL of dimethylformamide, and 37.2 g (279 mmol) of N-chlorosuccinimide was added, followed by stirring at room temperature for 12 hours. 400 mL of water was added to terminate the reaction. Extraction with ethyl ether was carried out, then the organic layer was washed with a saturated sodium chloride aqueous solution, dried over sodium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure to obtain 9.10 g (crude yield 73%) of a crude product of 4,5-dichloro-2-methoxypyridine.1H-NMR(CDCl3, 400 MHz) : delta (ppm) = 3.90(s, 3H), 6.85(s, 1H), 8.14(s, 1H)

The synthetic route of 72141-44-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1559320; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5, 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 1256561-65-5, name is 3-(Bromomethyl)-5-fluoropyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3 -(bromomethyl)-5 -fluoro-pyridine hydrobromide AA (53 mg, 0.19 mmol, 2.1 eq.) and sodium hydride (6.6 mg, 0.28 mmol, 3.0 eq.) in DMF (500 1iL) were stirred for 10 minutes. Compound Z (prepared according to methods described in Example 5) (25 mg, 0.092 mmol, 1.0 eq.) was added. After 18 hours, the reaction was diluted with ethyl acetate and washed with water and brine twice. The organic layerss were combined, dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by reverse phase HPLC afforded 12.8 mg (3 7%) of the title compound. ?H NMR (400 MHz, DMSO-d6) (5 8.47 (d, J= 2.8 Hz, 1H), 8.43 (s, 1H), 8.25 (s, 1H), 7.66 (s, 1H), 7.57- 7.53 (m, 2H), 7.36 (dd, J 1.92, 9.72 Hz, 1H), 7.29-7.25 (m, 2H), 4.41 (s, 2H), 3.49 (t, J= 5.2 Hz, 2H), 3.18 (t, J= 5.2 Hz, 2H), 2.76 (s, 3H); ES-MS [M+1]: 381.2.

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 1256561-65-5, 3-(Bromomethyl)-5-fluoropyridine hydrobromide.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; LINDSLEY, Craig, W.; EMMITTE, Kyle A.; FELTS, Andrew S.; BOLLINGER, Katrina A.; (140 pag.)WO2016/149324; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one, molecular formula is C5H3ClN2O3, 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: 850663-54-6

A) tert-butyl ((2S)-1-((4-chloro-5-nitropyridin-2-yl)oxy)propan-2-yl)carbamate To a solution of 4-chloro-5-nitropyridin-2-ol (1.00 g), tert-butyl ((2S)-1-hydroxypropan-2-yl)carbamate (1.51 g) and triphenylphosphine (2.25 g) in THF (10 mL) was added dropwise diisopropyl azodicarboxylate toluene solution (1.9 M, 4.52 mL), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (860 mg). 1H NMR (300 MHz, CDCl3) delta 1.21-1.27 (3H, m), 1.44 (9H, s), 4.03-4.17 (1H, m), 4.37 (2H, dd, J=4.9, 1.5 Hz), 4.62 (1H, brs), 6.92 (1H, s), 8.86 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 850663-54-6.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Yamashita, Tohru; Fujimoto, Takuya; Mizojiri, Ryo; Yonemori, Kazuko; Hirose, Hideki; Ikeda, Zenichi; Fujimori, Ikuo; Toyofuku, Kyoko; Yasuma, Tsuneo; Matsunaga, Nobuyuki; US2014/243310; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52378-63-9, 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.52378-63-9, name is (3-Aminopyridin-2-yl)methanol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.

Example 59 5-Fluoro-N-(3-hydroxymethyl-pyridin-2-yl)-2-(3-methylsulfanyl-phenoxy)-nicotinamide 2-Hydroxymethyl-3-aminopyridine (89 mg, 0.716 mmol) and triethylamine (200 l, 2.14 mmol) were dissolved in dimethylformamide (1 ml) under nitrogen at room temperature and a solution of 5-Fluoro-2-(3-methylsulfanyl-phenoxy)-nicotinic acid (200 mg, 0.716 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (151 mg, 0.788 mmol) and 1-hydroxybenzotriazole (106 mg, 0.788 mmol) in dimethylformamide (5 ml) and the reaction was stirred at room temperature for 18 h. The reaction mixture was concentrated under reduced pressure, and the residue was purified by flash column chromatography on silica gel eluding with a solvent gradient of dichloromethane:methanol:concentrated aqueous ammonia (97.5:2.5:0.25 changing to 95:5:0.5, by volume) and the product was crystallized from diisopropyl ether (5 ml) to give 5-Fluoro-N-(3-hydroxymethyl-pyridin-2-yl)-2-(3-methylsulfanyl-phenoxy)-nicotinamide (127 mg) as an off-white solid. 1H NMR (400 MHz, CDCl3): delta=8.14-8.16 (1H, d), 8.06-8,08 (1H, dd), 8.02-8.04 (1H, dd), 7.50-7.54 (1H, d), 7.28-7.32 (1H, t), 7.10-7.14 (1H, d), 6.97 (1H, s), 6.84-6.88 (1H, d), 6.46-6.50 (1H, d), 5.33 (2H, s), 4.89 (2H, brs), 2.45 (3H, s) ppm. LRMS (electrospray): m/z [M+H]+ 386, [M+Na]+ 408, [2M+Na]+ 793, [M-H]+ 384. Anal. Found C, 58.83; H, 4.16; N, 10.73. C19H16FN3O3S requires C, 59.21; H, 4.19; N, 10.90%.

Statistics shows that 52378-63-9 is playing an increasingly important role. we look forward to future research findings about (3-Aminopyridin-2-yl)methanol.

Reference:
Patent; Pfizer Inc; US2005/20587; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1064783-29-4, name is 5-Chloro-3-fluoro-2-nitropyridine, molecular formula is C5H2ClFN2O2, 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. Product Details of 1064783-29-4

Compoud 271 (135 mg, 0.5 mmol) was dissolved in dry THF (15 mL) , and sodium hydride (60%, 24 mg, 0.6 mmol) was added at 0. The suspention was stirred for 10 minutes, then 33 (88 mg, 0.5 mmol) was added. The reaction mixture was stirred at room temperature for overnight, and then poured into brine. The resulting mixture was extracted with ethyl acetate. The combined organic layers were dried with anhydrous sodium sulfate, filtered and concentrated. The crude was purified by column chromatography to give light yellow solid (100 mg, 47%) . [0576] The obtained solid (100 mg, 0.24 mmol) was redissolved in methanol (10 mL) , and anhydrous ferric chloride (6 mg) , activated carbon (20 mg) was added. The mixture was refluxed for 15 minutes, then hydrazine hydrate (80%aqueous solution) (0.1 mL) was added dropwise. The resulting mixture was refluxed for 1 h, then poured into brine, and extracted with EA for three times. The combined organic layers were washed with brine once, dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the crude was purified by column chromatography to give white solid (85 mg, 89%) .

With the rapid development of chemical substances, we look forward to future research findings about 1064783-29-4.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem