Day: March 9, 2021

Related Products of 153034-78-7 ,Some common heterocyclic compound, 153034-78-7, molecular formula is C6H5FIN, 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.

4-Chloro-3,5- dinitro-benzonitrile (200 mg, 0.88 mmol), 2-fluoro-3-iodo-5-picolione (208 mg, 0.88 mmol), and copper (45 mum powder, 168 mg, 2.6 mmol) were combined in DMF (2 mL) in a sealed tube purged with nitrogen. The reaction was heated at 150 C for 30 min in the microwave. The reaction was diluted with acetone and the solids were removed by filtration. The solution was concentrated in vacuo. The crude product was purified by silica gel chromatography (80% CH^CVhexanes) to provide the title compound as a faintly yellow solid (119 mg, 45%), which was slow to crystallize. 1H NMR (400 MHz, CDCl3): delta 8.50 (s, 2H), 8.16 (d, IH, J = 1.2 Hz), 7.42 (dd, IH, J = 8.8, 2.0 Hz), 2.38 (s, 3H). MS (ES) [m+H] calc’d for Ci3H7FN4O4, 303; found 303.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153034-78-7, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/129401; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1008-91-9, 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.1008-91-9, name is 1-(Pyridin-4-yl)piperazine, molecular formula is C9H13N3, molecular weight is 163.22, as common compound, the synthetic route is as follows.

General procedure: To the stirred solution of 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylic acid 5 (0.29 g, 0.001 mol) in dry THF, HOBt (0.16 g,0.012 mol) and EDC. HCl (0.23 g, 0.012 mol) were added andcontinued stirring for 30 min. To the reaction mixture, substitutedphenyl piperazine (6a-p) (0.001 mol) was added under ice coldtemperature and the reaction mixture was further stirred at roomtemperature for 6 h. After completion of reaction as monitored byTLC, solvent was evaporated under vacuum. Reaction mixture wasextracted with ethyl acetate (2 20 mL), collected organic layerwas dried over anhydrous Na2SO4, concentrated under vacuum andpassed through small bed of silica gel (60e120) using mobile phase(ethyl acetate: hexane; 3:7) to obtain analytically pure final product7.

Statistics shows that 1008-91-9 is playing an increasingly important role. we look forward to future research findings about 1-(Pyridin-4-yl)piperazine.

Reference:
Article; Ashok, Penta; Chander, Subhash; Smith, Terry K.; Sankaranarayanan, Murugesan; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 559 – 566;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 7598-35-8, Adding some certain compound to certain chemical reactions, such as: 7598-35-8, name is 2-Bromopyridin-4-amine,molecular formula is C5H5BrN2, 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 7598-35-8.

Example 5N-(4-{[l-(4-fluoropyridin-2-yl)-lH-indol-5-yl]oxy}pyrimidin-2-yl)benzene-l,3-diamine (Compound 76)For the preparation of Compound 77, 2-bromo-4-fluoropyridine was prepared utilizing a modified procedure described in the reference below, and used in the indole arylation reaction. Thibault, C; L’etaeureux, A.; Bhide, R. S.; Ruel, R. Org. Lett. 2003, 5, 5023-5025.Step 1: 2-bromo-4-fluoropyridine.To a stirred suspension of 2-bromopyridin-4-amine (0.50 g, 2.9 mMol) in 50% aqueous HBF4 (6.0 mL) was added a solution of sodium nitrite (0.24 g, 3.5 mMol) in water (3.0 mL) over 5 minutes at 0 0C. The resulting mixture was allowed to warm to ambient, and was stirred for 12 hours. Solid NaHCO3 was added slowly, until CO2 evolution ceased, and the resulting aqueous solution was extracted with EtOAc (2 x 30 mL). The combined organic extracts were washed with saturated NaHCO3 (1 x 30 mL), and brine (1 x 30 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated to afford the title compound.

According to the analysis of related databases, 7598-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2007/35309; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 626-55-1, 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. 626-55-1, name is 3-Bromopyridine, molecular formula is C5H4BrN, 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.

Under an N2 atmosphere, a 1.6 M solution of n-butyllithium inhexane (7.06 mL, 11.3 mmol) was added slowly to a cooled(78 C) solution of diisopropylamine (1.25 g, 1.73 mL, 12.4 mmol)in THF (25 mL). After 30-min stirring at 0 C, the mixture wascooled to 78 C and a solution of 3-bromopyridine (5, 1.63 g,1.00 mL, 10.3 mmol) in THF (5 mmol) was added slowly. The mixturewas stirred at 78 C for 15 min, and then a solution ofN-formylpiperidine (5.24 g, 5.14 mL, 46.4 mmol) was addedslowly. The solution was stirred at 78 C for 50 min. Then itwas allowed to warm to room temperature and stirred for another1.5 h. Saturated NH4Cl solution (40 mL) was added. The aqueouslayer was extracted with EtOAc (3 30 mL). The combined organiclayers were washed with brine (60 mL) and dried over Na2SO4.Filtration and evaporation afforded crude product, which waspurified by fc (5.5 cm, EtOAc/cyclohexane 1:4). Yellow solid(EtOAc/cyclohexane2:1, Rf = 0.55), yield 914 mg (48%). 1H NMR(600 MHz, CDCl3): d (ppm) = 7.22 (d, J = 4.9 Hz, 1H, 5-H-Py), 8.72(d, J = 4.9 Hz, 1H, 6-H-Py), 8.92 (s, 1H, 2-H-Py), 10.37 (s, 1H, CHO).

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 626-55-1, 3-Bromopyridine.

Reference:
Article; Miyata, Kengo; Moeller, Guido; Schepmann, Dirk; Wuensch, Bernhard; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4277 – 4284;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72830-08-1, 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. 72830-08-1, name is (3,4-Dimethoxypyridin-2-yl)methanol, molecular formula is C8H11NO3, 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.

Add 9.22 kg of toluene,Add at room temperature2-hydroxymethyl-3,4-dimethoxypyridine 1.5kg,Cool down to 3 C ~ 10 C,Add 1.63 kg of thionyl chloride within 1 to 2 hours at 3 to 10 C.After the addition, the mixture was stirred at 5 to 10 C for 1 hour.Increase the temperature to 35 C ~ 40 C within 1 hour,Incubate at 35-40 C for 4 hours.After TLC detection, the temperature control is 35-40 C.Vacuum distilling thionyl chloride for 3 to 4 hours, adding 9 kg of toluene, and cooling to 20 to 25 C.Centrifugal filtration, 0.64 L of toluene washed filter cake, drained,Drying at 50-55 C for 6-8 hours,2-Chloromethyl-3,4-dimethoxypyridine hydrochloride (III) was obtained.

According to the analysis of related databases, 72830-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Tiantaishan Pharmaceutical Co., Ltd.; Wang Jing; Jiang Wei; Xie Xiaofei; Zeng Yehao; Wang Wei; Gong Shiyu; Zhao Dongming; (29 pag.)CN109354587; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100-48-1, Isonicotinonitrile, 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 C6H4N2, blongs to pyridine-derivatives compound. Computed Properties of C6H4N2

General procedure: To a stirred suspension of corresponding nitrile and hydroxylamine hydrochloride (1.5 equiv.) in EtOH (10 mL per gram of nitrile) a NaHCO3 (1.5 equiv.) was added. The reaction mixture was stirred under reflux for a 6 h. After the reaction had completed, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with cold water (200 mL). The resulting precipitate was filtered off and washed with cold water (50 mL). N’-Hydroxyisonicotinimidamide (AM-1). Compound was synthesized by following GP1 starting from isonicotinonitrile (10 g, 0.1 mol) in 85% (11.6 g) yield

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100-48-1, Isonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Article; Geyl, Kirill; Baykov, Sergey; Tarasenko, Marina; Zelenkov, Lev E.; Matveevskaya, Vladislava; Boyarskiy, Vadim P.; Tetrahedron Letters; vol. 60; 40; (2019);,
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. 144100-07-2, name is 2-Bromo-6-fluoropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-Bromo-6-fluoropyridine

A mixture of 2-bromo-6-fluoropyridine (352mg, 2mmol), tert-butyl- 1 ,4-di azepane- 1- carboxylate (400mg, 2mmol), Pd2(dba)3 (91.5mg, 0.lmmol), BINAP (124.4mg, 0.2mmol), and tBuONa (3 84mg, 4mmol) in toluene (20 ml) was stirred at 80 C for 3h under N2 atmosphere. The mixture was then purified by chromatography (silica, PE/EtOAc = 5:1) to afford tert-butyl-4-(6- methylpyridin-2-yl)-1,4-diazepane-1-carboxylate (400mg, 1.3Smmol, 68%) as yellow oil. ESIMS (EI+, m/z): 296.1 [M+H]t

The synthetic route of 144100-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113118-81-3, 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. 113118-81-3, name is 5-Bromonicotinaldehyde. A new synthetic method of this compound is introduced below.

INTERMEDIATE 75 PREPARATION OF 5-FORMYLPYRIDINE-3-CARBONITRILE A mixture of of 5-bromopyridine-3-carbaldehyde (10 g, 53.8 mmol) and cuprous cyanide (7.20 g, 80.6 mmol) in N,N-dimethylformamide (40 mL) was heated to 140 FontWeight=”Bold” FontSize=”10″ C and stirred under a nitrogen atmosphere overnight. After being cooled to room temperature, the reaction mixture was diluted with water (80 mL) and filtered. The filtrate was extracted with EtOAc (3 x 50 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (EtOAc-petroleum ether, 1:4) to afford the title compound (1.86 g, 26%) as a yellow solid.1H NMR (400 MHz, CDCl3) delta 10.17 (s, 1H), 9.30 (s, 1H), 9.14 (s, 1H), 8.45 (t, J = 2.0 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-81-3, 5-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); 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.603310-75-4, name is 5-Isopropylpyridin-2-amine, molecular formula is C8H12N2, molecular weight is 136.1943, as common compound, the synthetic route is as follows.Quality Control of 5-Isopropylpyridin-2-amine

General procedure: To the solution of Acid SM-IX (750 mg, 2.i8 mmol, iOO mol-%) in dry DCM (iO ml) under nitrogen atmosphere was added 3-amino-5- methylisoxazole (427 mg, 4.36 mmol, 200 mol-%) and pyridine (526 p1, 6.53mmol, 300 mol-%). T3P (50 w-% in EtOAc) (2.6 ml, 4.36 mmol, 200 mol-%) was added dropwise and the reaction mixture stirred at rt for four hours. DCM (i 0 ml) and i 0 % NaH 003 (30 ml) were added. The water phase was extracted twice with DCM (2 x iO ml). The organic phases were combined and washed with 0.i N HCI solution (3 x 30 ml), water (3 x 30 ml) and finally withbrine (3 x 30 ml) and dried with sodium sulfate. The crude yield of compound i was 95 % (875 mg).1H NMR (200 MHz, DMSO-d6): 0.97 (5, 3 H), i.24 -2.46 (m, i6 H),2.37 (5, 3H), 2.58 – 3.Oi (m, 2 H), 6.64 (5, i H), 6.88-7.06 (m, i H), 7.07 – 7.25 (m, 2 H), iO.88 (5, i H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,603310-75-4, 5-Isopropylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; FORENDO PHARMA LTD; HIRVELAe, Leena; HAKOLA, Marjo; LINNANEN, Tero; KOSKIMIES, Pasi; STJERNSCHANTZ, Camilla; (182 pag.)WO2018/224736; (2018); 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.10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H8N2, molecular weight is 120.15, as common compound, the synthetic route is as follows.Recommanded Product: 10592-27-5

Step 2; A solution of Br2 (2.78 ml, 8.64 g, 54 mmole) in dry dichloromethane (40 ml) was added dropwise over a period of 1 h 45 min to a stirred and cooled (-10C) solution of 2.3-dihydro-1H-pyrrolo[2,3-b]pyridine (6.5 g,54 mmole) in a mixture of dry dichloromethane (60 ml) and pyridine (6 ml). The suspension was stirred at 0C for 2 hrs, poured into a mixture of NaHCO3 (120 ml) and saturated aqueous Na2S2O3 (15 ml) and extracted with a solution of ethyl acetate/methanol (3X200 ml). The organic layers were concentrated to afford 3.7 g of 5-bromo- 2,3-dihydro- 1H-pyrrolo[2,3-b]pyridine (2) after purification by flash chromatography using dichloromethane as eluent (35% yield). 1H NMR (400 MHz, DMSO-D6) delta ppm 2.98 ( t, J = 8.54 Hz, 2H ) 3.48 (t, J=8.55 Hz, 2H) 6.58 (bs, 1 H) 7.37(s,1 H) 7.71 (s,1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; EP2070928; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem