Category: 59237-53-5

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.59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, molecular weight is 216.58, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 6-chloro-5-nitronicotinate

A stirred solution of commercially available methyl 6-chloro–nitronicotinate (1.0 g,4.62 mmol) in THF (20 mL) was degassed with N2, and then ethynyltrimethylsilane (0.544 g, 5.54 mmol), Pd(PPh3)2C12 (0.324 g, 0.46 mmol), CuT (0.017 g, 0.089 mmol) and triethylamine (10 mL) were added sequentially. The resulting reaction mixture was heated at 80 oC for 3 h. Completion of the reaction was monitored by TLC and LCMSafter which the reaction mixture was diluted with water and extracted with EtOAc. The combined organics were washed with brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product which was purified by column chromatography to provide titled compound (o.6 g, 46.6percent yield and purity 98percent) as an oily liquid. LCMS m/z: 279 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59237-53-5, Methyl 6-chloro-5-nitronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; CURADEV PHARMA LIMITED; BANERJEE, Monali; MIDDYA, Sandip; BASU, Sourav; GHOSH, Rajib; PRYDE, David; YADAV, Dharmendra; SHRIVASTAVA, Ritesh; SURYA, Arjun; (290 pag.)WO2018/234808; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59237-53-5, Adding some certain compound to certain chemical reactions, such as: 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate,molecular formula is C7H5ClN2O4, 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 59237-53-5.

A suspension of methyl beta-chloro-S-nitronicotinate (1 eq), iron powder (5.2 eq), and NH4Cl3 (5.3 eq) in MeOH was heated at 75°C for 2 h. The mixture was passed through a pad of celite while hot and concentrated in vacuo to give methyl 5- amino-6-chloronicotinate (56 percent yield)

According to the analysis of related databases, 59237-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; DISCH, Jeremy, S.; NG, Pui, Yee; PERNI, Robert, B.; WO2010/71853; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5, 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 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A flask was charged with methyl-6-chloro-5-nitronicotinate (2.00 g, 9.23 mmol), PdC12(PPh3)2 (324.00 mg, 461.70 jimol) and Cul (87.90 mg, 461.70 jimol). The system was evacuated and filled thrice with N2 before addition of TEA (44 mL) and DMF (88 mL) and the resulting solution was degassed with N2 for 10 mm. Thencyclopropylacetylene (1 .56 mL, 18.49 mmol) was added and the reaction mixture was stirred at rt for 18 h. Then, the reaction mixture was concentrated. The residue was purified by column chromatography on silica gel (Irregular SiOH 15-40 jim, 80 g, dry loading on celite®, mobile phase: heptane/DCM, gradient from 50:50 to 0:100). The fractions containing the product were combined and concentrated under vacuum to give1.3 g of intermediate 293 (58percent yield, brown solid).

According to the analysis of related databases, 59237-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (476 pag.)WO2017/125534; (2017); 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, the common compound, a new synthetic route is introduced below. Safety of Methyl 6-chloro-5-nitronicotinate

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl 2-(benzylamino)acetate (6.0 g, 31.05 mmol) neat while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one h and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified via column chromatography (220 g SiO2, 20-30percent gradient, ethyl acetate in hexanes) to yield the title compound (3.10 g, 90percent yield) as a yellow oil. [M+H] calc’d for C18H19N3O6, 374; found, 374.

The synthetic route of 59237-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5 , The common heterocyclic compound, 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, 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.

[0202] A solution of methyl 6~chloro-5-nitronicotinate (5 g, 23.09 mmol), 4~(2,,4~ difluorophenoxy)piperidine hydrochloride (6.92 g, 27.7 mmol) and K2CO3 (9.57 g, 69.3 mmol) in ACN (57.7 mL) was stirred at 80°C for 5 hours. The reaction mixture was poured into water and extracted with EtOAc (3 x 250 mL). The organic layers were combined, dried over NazSC and filtered. The filtrate was concentrated in vacuo and purified by column chromatography (ISCO column) elutmg with a gradient of 0-100percent EtOAc in heptane, to give the title compound as a yellow solid (6.04 g, 66.5percent). lR NMR (500 MHz, DMSO-afe) delta ppm 1.74 (dq,./ 12. KK. 4.17 Hz, 2 I .}. 2.04 (ddd, J=9.76, 6.83, 3,42 Hz, 2 H), 3.45 (td, 7=8.91, 4.15 Hz, 2 H), 3.71 – 3.76 (m, 2 H), 3.85 (s, 3 H), 4,66 (tt, J=7.51, 3,72 Hz, 1H), 7.00 – 7,06 (m, 1H), 7.27 – 7.36 (m, 2 H), 8.56 (d,/ 1.46 Hz, 1H), 8.82 (d,,/ 1.46 Hz, 1H); ESI-MS m/z | M I I . 394.2.

The synthetic route of 59237-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59237-53-5, Methyl 6-chloro-5-nitronicotinate, 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, HPLC of Formula: C7H5ClN2O4, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5ClN2O4

a Methyl 6-methylamino-5-nitro-nicotinate 1.6 g (7.4 mMol) of methyl 6-chloro-5-nitro-nicotinate (see Bernie et al. in J. Chem. Soc. 1951, 2590) were stirred in 20 ml of 40percent aqueous methylamine solution at room temperature for 30 minutes. The reaction mixture was then diluted with ice water, the yellow precipitate formed was filtered off and dried. Yield: 1.2 g (80percent of theory), Rf value: 0.66 (silica gel; ethyl acetate/ethanol/glacial acetic acid=90:5:5)

The synthetic route of 59237-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim Pharma KG; US6087380; (2000); A;,
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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, the common compound, a new synthetic route is introduced below. COA of Formula: C7H5ClN2O4

11231] To a solution of 643-1 (1.5 g, 6.9 mmol) in DMF (20 mL) was added 2- benzyloxyl ethanol (6.3 g, 41 mmol) at 25 °C. The solution wras stirred for 6 h and then poured into 0 (20 mL). The mixture was extracted with EA (2 x 40 mL). The combined organic phase was washed with brine, dried over anhydrous Na^SC^ and concentrated under reduced pressure. The residue was purified by column chromatography using 5-10percent EA in PE as the eluent to give a mixture of 643-2 and 643-2 A ( 1 .50 g).

The synthetic route of 59237-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59237-53-5, 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.59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, molecular weight is 216.58, as common compound, the synthetic route is as follows.

To a solution of methyl 6-chloro-5-nitronicotinate (700 mg, 3.23 mmol) in CH2CI2 (20 mL) were added (2-methyloxazol-4-yl)methanamine (362 mg, 3.23 mmol) and N,N- diisopropylethylamine (0.734 mL, 4.20 mmol), and the reaction mixture was stirred at room temperature for 20 hours. The mixture was concentrated, and the resulting residue was washed with water and dried under vacuum to give the desired product (920 mg) as a pale yellow solid. LC-MS (ES) m/z = 293 [M+H]+. NMR (400 MHz, CD3OD): 5 2.45 (s, 3H), 3.93 (s, 3H), 4.79 (d, J = 1 .0 Hz, 2H), 7.74 (t, J = 1 .0 Hz, 1 H), 8.93 – 8.96 (m, 1 H), 8.96 – 8.99 (m, 1 H).

Statistics shows that 59237-53-5 is playing an increasingly important role. we look forward to future research findings about Methyl 6-chloro-5-nitronicotinate.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, 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.

Methyl 6-amino-5-nitropyridine-3-carboxylate from above (182 mg, 0.92 mmol) was dissolved in abs. EtOH (5 ml) and EtOAc (1 ml) and PdC (98 mg, 0.092 mmol,10percent ww) was added. The mixture was stirred at room temperature under an atmosphere of hydrogen for 1 h. The crude mixture was filtered through a pad of Celite with EtOAc. The solvents wereremoved in vacuo to obtain a crude product that was used in the next step without further purification. Yield: 180 mg (quant.); yellow solid. MS (ESI+) m/z 168 [M+H]+. 1H NMR (600 MHz, CD3OD) oe ppm 8.03 (d, J=1.83 Hz, 1 H) 7.38 (d, J=2.14 Hz, 1 H) 3.83 (s, 3 H). 4-Isopropylbenzaldehyde (67 mg, 0.45 mmol) in DMF (1.5 ml) was added dropwise to a solution of methyl 5,6-diaminopyridine-3-carboxylate from above (50 mg, 0.30 mmol) andmethanesulfonic acid (10 jil, 0.15 mmol) in DMF (1.5 ml) at 80 ¡ãC in an open flask. The mixture was stirred for 24 h. The solvent was removed in vacuo. Water and DCM were added and the phases were separated. The organic phase was collected and the solvents were removed in vacuo. The crude product was used in the next step without further purification. Yield: 51 mg (58percent); yellow solid. MS (ESI+) m/z 296 [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 59237-53-5, Methyl 6-chloro-5-nitronicotinate.

Reference:
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate. A new synthetic method of this compound is introduced below.

Tert-butyl 2-(pyrrolidin-2-yl)acetate (1.00 g, 5.40 mmol) was added to a solution of methyl 6-chloro-5-nitronicotinate (1.169 g, 5.40 mmol) in THF (Volume: 10 ml). The reaction mixture was stirred at rt for 1 h and K2CO3 (0.760 g, 5.50 mmol) was added. The reaction mixture was stirred for 2 h and triethylamine (0.379 ml, 2.70 mmol) was added. The mixture was stirred for 1 h, filtered and concentrated in vacuo. Flash column chromatography on silica gel (120 g SiO2, hexanes:ethyl acetate 9:1) afforded methyl 6-(2-(2-tert-butoxy-2-oxoethyl)pyrrolidin-1-yl)-5-nitronicotinate (1.79 g, 4.90 mmol, 91percent yield) as a yellow oil. [M+H] calc’d for C17H23N3O6, 365; found, 365.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59237-53-5, Methyl 6-chloro-5-nitronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem