Day: August 6, 2021

Application of 123531-52-2, Adding some certain compound to certain chemical reactions, such as: 123531-52-2, name is Ethyl imidazo[1,2-a]pyridine-3-carboxylate,molecular formula is C10H10N2O2, 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 123531-52-2.

Ethyl imidazo[1,2-a]pyridine-3-carboxylate(0.90 g, 4.7 mmol) and hydrazine (1.0 mL, 13 mmol, 40%) are combined in EtOH (10 mL). The mixture is stirred under microwave conditions at 100 C. for 2 hrs. The solvent is removed to give the title compound (0.82 g, 93%) which can be used without further purification. LC/MS (m/z): 177 (M+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. 123531-52-2, Ethyl imidazo[1,2-a]pyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; Hu, Zhi Long; Liu, Lian Zhu; Ma, Tianwei; Zhang, Haizhen; Zhou, Jingye; (25 pag.)US2018/194755; (2018); 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.55240-51-2, name is 2-Phenylisonicotinic acid, molecular formula is C12H9NO2, molecular weight is 199.21, as common compound, the synthetic route is as follows.name: 2-Phenylisonicotinic acid

To a flask containing 1 10 mg (0.553 mmol) of Hppy-C02H, 275 mg (0.529 mmol) of Ru(bpy)2Cl2, 183 mg (1.08 mmol) of AgN03, and 28 mg (0.70 mmol) of NaOH was added 30 mL of a degassed aqueous methanol solution (H20:MeOH 1 :5 v/v). The reaction mixture was heated at reflux for 18 hrs, cooled, and then filtered through celite to afford a dark red/orange filtrate. The solvent was removed in vacuo and then passed through a silica column (acetone:MeOH:KN03 (sal, aq) 2: 1 : 1). The sample was passed through a silica column (MeOH:CHCl3 3: 1) a second time and 56 mg of a red-purple product was obtained after recrystallization from CH2CI2 and hexanes (yield = 14 %). NMR (CD3OD): 6.42 (dd, 1H, J = 7 Hz, l = 1 Hz), 6.79 (td, 1H, J = 7 Hz, l = 1 Hz), 6.89 (td, 1H, = 7 Hz, 4./ = 1 Hz), 7.19-7.28 (m, 3H), 7.31 , (dd, 1H, J = 6 Hz, 4 J = 2 Hz), 7.46 (ddd, 1H, 3 J = 7 Hz, 5 Hz, 4 J = 1 Hz), 7.58 (d, 1H, 3 J = 6 Hz, 4 J = 1 Hz), 7.72- 7.91 (m, 7H), 8.02 (ddd, 1H, 3 J = 8 Hz, 8 Hz, J = 1 Hz), 8.10 (ddd, 1H, J = 5 Hz, 4J = 2 Hz, = 1 Hz), 8.41 (d, 1H, J = 8 Hz), 8.45 (d, 1H, 4 J = 1 Hz), 8.45 (d, 1H, J = 8 Hz), 8.51 (d, 1H, J = 8 Hz), 8.61 (d, 1H, J = 8 Hz). ESI-MS: m/z, 612.0 (calcd for {M+} 612.1) 13C NMR (CD3OD with 1 drop of NaOD): 194, 172, 169, 159, 159, 158, 157, 156, 151 , 151 , 151 , 150, 147, 146, 138, 136, 136, 135, 135, 130, 128, 128, 127, 127, 125, 125, 125, 124, 124, 123, 122, 1 19. Anal. Calcd. for C32H24N605Ru + CH3OH: C, 56.17; H, 4.00; N, 1 1.91. Found: C, 57.45; H, 4.40; N, 10.38.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55240-51-2, 2-Phenylisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; BERLINGUETTE, Curtis P.; KOIVISTO, Bryan; ROBSON, Kiyoshi; WO2011/32269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1227628-78-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1227628-78-5 as follows.

To a solution of (R)-5-(2-hydroxy-l-phenylethyl)-amino)-pyridin-3-yl)-boronic acid (100 mg, 0.5 mmol) in DME/H20 (5 : 1, 6 mL) was added Pd(PPh3)4 (1 16 mg, 0.1 mmol), K2C03 (138 mg, 1.0 mmol) and 5-bromo-lH-pyrazolo[4,3-b]pyridine (125 mg, 0.5 mmol). The resulting mixture was degassed and then stirred for 10 hours at 95 C under an Ar atmosphere. After cooling, the mixture was diluted with water (30 mL) and then extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with water and brine, and then dried. The solvent was concentrated and the residue was purified by Prep-HPLC to give (R)-2-phenyl-2-[5-(lH- pyrazolo[4,3-b]pyridin-5-yl)-pyridin-3-ylamino]-ethanol (5 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227628-78-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/90692; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1563-56-0, 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. 1563-56-0, name is (2-Amino-5-bromophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below.

38.6 g (139 mmol) of (2-amino-5-bromophenyl)-pyridin-2-yl-methanone of formula (A) and 45.2 g (153 mmol) of (2S)-2- (benzyloxycarbonylamino) -5-methoxy-5-oxo-pentanoic acid were dissolved in 200 mL of dichloromethane at a temperature of about 15C. The solution was cooled at -10C, and a previously prepared solution containing 32.2 g (156 mmol) of N,N?dicyclohexylcarbodiimide in 65 mL of dichloromethane was slowlyadded at said temperature. The reaction mixture was kept under stirring at a temperature of about -10C for 48 hours, and the salts resulting from the reaction were then filtered at a temperature of about 15C.The reaction solvent was removed by means of distillationwith a vacuum at the maximum temperature of 25C, and 250 mL ofmethyl-tert-butylether were added. The obtained mixture was heated at 50C and then slowly cooled at a temperature of about 25C. The resulting solid was filtered and oven-dried at 50C.72.3 g (93.6%) of a very slightly yellowish solid correspondingto methyl (4S)-4-(benzyloxycarbonylamino)-5-[4-bromo-2-(pyridine-2-carbonyl)aniline]-5-oxo-pentanoate of formula (I-B)were thereby obtained. The purity of the obtained products wasanalyzed by means of the ultra high performance liquidchromatography technique in Waters Acquity HClass equipment,equipped with a variable wave detector and temperature-controlled oven for the column. Figure 2 shows the 1H-NMRspectrum. 1H-NMR (CDC13, 400 MHz) (ppm) : 11.43 (1H, s) , 8.73(1H, d) , 8.56 (1H, d) , 8 (1H, d) , 7.93 (1H, s) , 7.92 (1H, s)7.67 (1H, dd) , 7.52 (1H, m) , 7.35 (SH, m) , 5.71 (1H, d) , 5.04(2H, m), 4.45 (1H, m), 3.65 (3H, s), 2.50 (2H, m), 2.31 (1H, m),2.07 (1H, m)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1563-56-0, its application will become more common.

Reference:
Patent; MOEHS IBERICA, S.L.; SANCHEZ CASALS, Carles; DOBARRO RODRIGUEZ, Alicia; (66 pag.)WO2019/72944; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 171178-46-4, 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid, 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: C11H13ClN2O4, blongs to pyridine-derivatives compound. HPLC of Formula: C11H13ClN2O4

(d) Methyl 5-(tert-butoxycarbonylJ-l-chloroisonicotinate. To a solution of 5-(tert-butoxycarbonyl)-2-chloroisonicotinic acid (1 g, 3.7 mmol) in dry DMF (10 mL), was added NaH (60% suspension in mineral oil, 0.37 g, 9.24 mmol) in small portions with stirring and cooling with an ice-bath. After the addition, the reaction mixture was treated with MeI (0.524 mL, 9.24 mmol) dropwise, and then stirred at room temperature for 1 hour. The reaction mixture was poured into water and stirred at room temperature for 3 hours. The precipitate was filtered and dried in vacuo to afford the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,171178-46-4, 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 114-33-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 114-33-0 as follows.

General procedure: The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,114-33-0, its application will become more common.

Reference:
Article; Vaskova, Zuzana; Kitanovski, Nives; Jagli?i?, Zvonko; Strauch, Peter; R??i?kova, Zde?ka; Valigura, Du?an; Koman, Marian; Kozlev?ar, Bojan; Moncol, Jan; Polyhedron; vol. 81; (2014); p. 555 – 563;,
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.88150-62-3, name is Phthaloylamlodipine, molecular formula is C28H27ClN2O7, molecular weight is 538.98, as common compound, the synthetic route is as follows.Computed Properties of C28H27ClN2O7

Example (1)100 g (0.185 mol) of phthaloyl amlodipine and toluene (1-1.5 L) were charged to 2 L autoclave. Methylamine gas was purged to the above reaction mass at room temperature. The reaction mass was stirred at 40-70 C for 8-10 hrs. and then at room temperature (25 C) for 8-12 hrs to complete the reaction. The completion of the reaction was monitored by TLC. After completion of the reaction, IPA (400 mL) was added to the reaction mixture and further stirred for 10-20 min. The reaction mixture was washed with 2 x 400 mL of water. The organic layer was separated and the volume was reduced to 100-150 mL by evaporation under vacuum. Hexane (1-1.5 L) was added slowly (20-30 min) to the above concentrated mass at 40-50 C. The solid obtained was filtered and dried at 45-50 C for 10-15 hrs. to obtain 55-70 g of amlodipine free base as the product.Example (2)100 g (0.185 mol) of phthaloyl amlodipine and isopropyl alcohol (1L) were charged to a 2 L autoclave. Methylamine gas was purged to the above reaction mass at room temperature. The reaction mass was stirred at 50 C for 4-8 hrs. and then at room temperature for 8-12 hrs for the reaction to complete. The completion of the reaction was monitored by TLC. The reaction mass was filtered and the filtrate was concentrated to syrupy mass at reduced pressure and at bath temperature of about 40- 50 C. To the above residue toluene (600 mL) was added and was stirred for 20-40 min. The reaction mixture was washed with 3 x 300 mL of water. The organic layer was separated, dried over sodium sulfate and was evaporated under vacuum to near completion by maintaining the bath temperature at 50-60 C. Hexane (1-1.5 L) was added slowly (20-30 min) to the above concentrated mass at 40-50 C. The solid obtained was filtered and dried at 45-50 C for 10-15 hours to obtain 55-70 g of amlodipine free base as the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88150-62-3, Phthaloylamlodipine, and friends who are interested can also refer to it.

Reference:
Patent; ORCHID CHEMICALS & PHARMACEUTICALS LIMITED; WO2007/96724; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13466-38-1, Adding some certain compound to certain chemical reactions, such as: 13466-38-1, name is 5-Bromopyridin-2-ol,molecular formula is C5H4BrNO, 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 13466-38-1.

A mixture of 5-bromo-1, 2, 5, 6-tetrahydropyridin-2-one (3.0 g, 17.0 mmol, 1.0 equiv) and Cs 2CO 3 (16.7 g, 51.3 mmol, 3.0 equiv) in DMF was stirred for 5 min at room temperature under nitrogen atmosphere. To the above mixture was added iodoethane (8.0 g, 51.3 mmol, 3.0 equiv) dropwise over 5 min at room temperature. The resulting mixture was stirred for additional 40 min at room temperature. The residue was purified by Prep-TLC (PE/EtOAc 5: 1) to afford 5-bromo-1-ethyl-1, 2, 5, 6-tetrahydropyridin-2-one (1.4 g, 41.7%) as a light yellow solid. LCMS: m/z (ESI), [M+H] + = 202.1.

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. 13466-38-1, 5-Bromopyridin-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; ZENG, Qingbei; QI, Changhe; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (206 pag.)WO2020/52631; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 136590-83-5 , The common heterocyclic compound, 136590-83-5, name is 3,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, 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.

NaBH4 (0.838 g, 22.2 mmol) was added to a stirred solution of 3,5-dichloro-pyridine-4- carbaldehyde (3.0 g, 17 mmol) in ethanol (40 mL). After stirring for 35 min at room temperature, the reaction mixture was concentrated in vacuo, the residue was redissolved in ethyl acetate (200 mL) and washed with water (50 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS (m/z): 178.1 [M+H+].

The synthetic route of 136590-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JERINI AG; WO2008/116620; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6937-03-7, 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. 6937-03-7, name is Methyl 2-aminoisonicotinate. A new synthetic method of this compound is introduced below.

(2-Amino-pyridin-4-yl)-methanol (2-4) 2-Amino-isonicotinic acid methyl ester (6.0 g, 39.4 mmol) was dissolved in 80 mL anhydrous THF in a flame dried round bottom flask under nitrogen gas. The solution was cooled to -45 C. and LAH (39.4 mL, 1M in THF) was added slowly. The reaction was allowed to warm to 0 C. and was quenched by the addition of 15 mL of 1M NaOH (aq). The solution was filtered and the solid was washed with THF. The filtrate was concentrated to afford the pure product. 1H NMR (DMSO-d6) delta7.79 (d, 1H, J=5.2 Hz), 6.41 (s, 1H), 6.38 (d, 1H, J=5.9 Hz), 5.79 (bs, 2H), 5.19 (t, 2H, J=5.7), 4.35 (d, 2H, J=5.6 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Ren, Yu; Karki, Shyam B.; Zhao, Matthew M.; Bidodeau, Mark T.; US2004/23981; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem