Pyridine-derivatives

Electric Literature of 58483-98-0, 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.58483-98-0, name is 2-Amino-5-bromonicotinamide, molecular formula is C6H6BrN3O, molecular weight is 216.04, as common compound, the synthetic route is as follows.

To a mixture of 2-amino-5-bromonicotinamide (200 mg, 0.93 mmol), thiophene-2- carbaldehyde (125 mg, 1.11 mmol) in MeOH (15 mL) was added 4-methylbenzenesulfonic acid (16mg, 0.09 mmol). The mixture was stirred at 60C overnight. Then the resulting solid was filtered to give the product of 6-bromo-2-(thiophen-2-yl)-2,3 -dihydropyrido [2 ,3-d]pyrimidin-4( 1 H)-one (180 mg, yield: 63%), which was used for the next step without further purification. ?H NMR (DMSO-d6, 400 MHz) 8.93 (d, J= 2.4 Hz, 1H), 8.42 (s, 1H), 8.28 (d, J= 2.4 Hz, 1H), 7.98 (d, J= 2.4 Hz, 1H),7.45 (dd, J= 4.8 Hz, 1.2 Hz, 1H), 7.08 (d, J= 3.2 Hz, 1H), 6.98 (dd, J= 4.8 Hz, 3.2 Hz, 1H), 6.10 (t,J= 2.4 Hz, 1H). MS (M+H): 310 / 312.

The chemical industry reduces the impact on the environment during synthesis 58483-98-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); 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

Related Products of 16098-21-8, Adding some certain compound to certain chemical reactions, such as: 16098-21-8, name is 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one,molecular formula is C6H5BrN2O3, 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 16098-21-8.

A mixture containing 0.40 g (1.72 mmol) of 3-bromo-1- methyl-5-nitropyridin-2(lH)-one, 0.39 g (2. 60 mmol) of 2,4- dimethylphenyl boronic acid, 0.70 g (5.06 mmol) of potassium carbonate, 0.31 ml (17.22 mmol) of water, and 0.99g (0.86 mmol) of tetrakis(triphenylphosphine)palladium(0) in 80 ml of dioxane was heated to 90C under a nitrogen atm. overnight. The reaction was cooled to room temperature, diluted with ethyl acetate and washed with saturated sodium bicarbonate. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 60% ethyl acetate/hexanes gave 0 . 37 g (82.55%) of product. ¹H NMR (CDC13) 5: 2.19 (s, 3H) , 2.35 (s, 3H) , 3.71 (s, 3H) , 7.03 – 7 . 09 (m, 3H) , 8 . 06 (d, J = 3.2 Hz, 1H) , 8 . 66 (d, J = 3.2 Hz, 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. 16098-21-8, 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/99688; (2005); 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

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

Adding a certain compound to certain chemical reactions, such as: 188577-68-6, 4,5-Dichloropyridin-2-amine, 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, name: 4,5-Dichloropyridin-2-amine, blongs to pyridine-derivatives compound. name: 4,5-Dichloropyridin-2-amine

a solution of phosgene (20% solution in toluene, 0.186 ml, 0.353 mmol) in THF (2 ml) was added triethylamine (0.141 ml, 1.01 mmol). To the resulting white suspension was added a solution7-(dimethoxymethyl)-1 ,2,3,4-tetrahydro-1 ,8-naphthyridine (intermediate 4, 70 mg, 0.336 mmol) inTHF (2 ml) drop wise. The resulting yellow suspension was stirred at room temperature for I h. 4,5- dichloropyridin-2-amine (65.7 mg, 0.403 mmol) in THF (1 ml) was added to the mixture and stirredroom temperature for 16 h. The reaction mixture was filtered through a silica gel plug and washed with heptanes/EtOAc 1:1(35 ml), the filtrate was concentrated. The residue was dissolveddioxane (1 ml) and treated with HCI (4 M in dioxane, I ml, 4.0 mmol). The mixture was stirred atroom temperature for 2 h, diluted with DCM and quenched with saturated aqueous NaHCO3. The org. layer was collected and the water layer was extracted with DCM. The combined org. layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was dissolved in acetonitrile/NMP/TFA, filtered through a syringe filter (0.2 pm) and purified by preparative reverse phase LC-MS (RP 1). The clean fractions were combined and lyophilized toobtain the title compound as an off white solid.1H NMR (400 MHz, DMSO-d5) 5 13.73 (s, IH), 9.94 (s, IH), 8.56 (s, IH), 8.34 (s, IH), 7.94 (d, IH),7.68 (d, IH), 4.03-3.95 (m, 2H), 2.95 (t, 2H), 2.01-1.90 (m, 2H).(UPLC-MS 1) Sample prepared in MeOH; tR 1.15, 1.28 mm; ESl-MS 383.1 [M+MeOH+H], 351.0[M+H].

The synthetic route of 188577-68-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOePFEL, Thomas; LEBLANC, Catherine; MAH, Robert; NIMSGERN, Pierre; RIPOCHE, Sebastien; LIAO, Lv; XIONG, Jing; ZHAO, Xianglin; HAN, Bo; WANG, Can; WO2015/59668; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 946002-90-0 , The common heterocyclic compound, 946002-90-0, name is (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, molecular formula is C9H11BrN2O, 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.

(S)-5-Bromo-2-[3-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-1-yl]-pyridine (G2) To a sol. of compound G1 (20.9 g, 85.8 mmol) in DMF (350 mL) at 0 C. were added imidazole (14.6 g, 215 mmol) and TBDMS-Cl (19.4 g, 129 mmol). This mixture was stirred at rt for 1.5 h, and aq. 10% K2CO3 (150 mL) was added. The mixture was extracted with heptane (2*). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane/EtOAc 5:1?4:1?3:1?1:1) yielded the title compound (30.5 g, 99%).

The synthetic route of 946002-90-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211532-15-8 ,Some common heterocyclic compound, 1211532-15-8, molecular formula is C8H6F3NO3, 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.

Intermediate 37: Synthesis of 6-hydroxy-5-(trifluoromethyl)nicotinic acid; To a solution of TMSCI (0.75 ml_, 5.88 mmol) in dry MeCN is added potassium iodide (0.98 g, 5.88 mmol). The crude is stirred at room temperature for 10 mins. To this crude is added a solution of 6-methoxy-5-(trifluoromethyl)nicotinic acid (1 .3 g, 5.88 mmol) in MeCN (2 ml_). The crude is stirred at 80 deg C for 4 hrs and room temperature for overnight. The crude is concentrated and diluted in ether and 1 N HCI. The organic layer is washed with water, brine, dried over MgSO4, filtered and concentrated. The crude is purified via RP-HPLC (SunFire C18, H2O(O. I 0ZoTFA)ZCH3CN) to give 6-hydroxy-5-(trifluoromethyl)nicotinic acid (377 mg). HPLC retention time = 0.85 minutes (condition B); MS 208.0 (M+1 ). 1 H NMR (400 MHz, CD3OD) delta ppm 8.34 (s, 2 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. 1211532-15-8, 6-Methoxy-5-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; COPPOLA, Gary Mark; IWAKI, Yuki; KARKI, Rajeshri Ganesh; KAWANAMI, Toshio; KSANDER, Gary Michael; MOGI, Muneto; SUN, Robert; WO2010/136474; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 7169-95-1 ,Some common heterocyclic compound, 7169-95-1, 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.

To a solution of 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90 C. for 5 h and then concentrated. The remaining residue was purified by column chromatography on silica gel to give compound S3.

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. 7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 27330-34-3 ,Some common heterocyclic compound, 27330-34-3, molecular formula is C6H6ClN3O, 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-Amino-5-chloropicolinic acid (106) Conc. HCl (38%, 32 mL, d=1.20, 400 mmol) was added to 3-amino-5-chloropicolinamide (105) (2.3 g, 13 mmol). The mixture was stirred and heated to reflux. The resulting solution was refluxed (100 C.) for 17 h. The resulting mixture was cooled to room temperature, then placed in the cold room for 3 h. The mixture was filtered, leaving the title compound as its hydrochloride salt, 2.1 g (66%); mp 235-236 C. 1 H NMR (DMSO-d6): delta6.68 (bs, 2H), 7.33 (d, J=1.8 Hz, 1H), 7.80 (d, J=2.1, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27330-34-3, its application will become more common.

Reference:
Patent; State of Oregon, Acting by and Through the Oregon State Board of Higher Education, Acting for and on Behalf of the Oregon Health Sciences University and the University of Oregon; Cocensys, Inc.; US5801183; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem