Category: 188057-20-7

Adding a certain compound to certain chemical reactions, such as: 188057-20-7, 4-Iodopyridin-3-ol, 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, 188057-20-7, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Iodopyridin-3-ol

To a degassed solution of 3b (150 mg, 0.50 mmol) and a 1-halo, 2-hydroxy or thio-aryl compound (e.g., 4-iodo-3- pyridinol, 261 mg, 1.5 mmol) in DMF (5 ml) was added(with protection from light) triethylamine (0.28 ml, 2.0mmol), followed by Cul (38 mg, 0.2 mmol) and thentetrakis(triphenylphosphine)palladium (116 mg, 0.1 mmol). After sealing the reaction vessel with a rubber septum, the reaction mixture was heated in an oil bath at 40 C. for 18h. After concentrating, the methanol extract was filtered andthe filtrate chromatographed, using an elution gradient of CHCl/MeOH (95/5-90/10). Example 9 (X, YN, ZCl,R?NH2, R2, R3, R4, R7, R8H, R5, R6OH, R9CH2OH,24 mg) was recovered as yellow crystals after recrystallizing from MeOH. Analysis calculated for C,7H,8C1N504.0. 1 MeOH. 1.1 5i02: C, 44.70; H, 4.04; N, 15.24. Found: C, 44.72; H, 4.20; N, 15.24.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,188057-20-7, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188057-20-7, 4-Iodopyridin-3-ol, 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, 188057-20-7, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Iodopyridin-3-ol

To a degassed solution of 3b (150 mg, 0.50 mmol) and a 1-halo, 2-hydroxy or thio-aryl compound (e.g., 4-iodo-3- pyridinol, 261 mg, 1.5 mmol) in DMF (5 ml) was added(with protection from light) triethylamine (0.28 ml, 2.0mmol), followed by Cul (38 mg, 0.2 mmol) and thentetrakis(triphenylphosphine)palladium (116 mg, 0.1 mmol). After sealing the reaction vessel with a rubber septum, the reaction mixture was heated in an oil bath at 40 C. for 18h. After concentrating, the methanol extract was filtered andthe filtrate chromatographed, using an elution gradient of CHCl/MeOH (95/5-90/10). Example 9 (X, YN, ZCl,R?NH2, R2, R3, R4, R7, R8H, R5, R6OH, R9CH2OH,24 mg) was recovered as yellow crystals after recrystallizing from MeOH. Analysis calculated for C,7H,8C1N504.0. 1 MeOH. 1.1 5i02: C, 44.70; H, 4.04; N, 15.24. Found: C, 44.72; H, 4.20; N, 15.24.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,188057-20-7, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 188057-20-7, 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. 188057-20-7, name is 4-Iodopyridin-3-ol. A new synthetic method of this compound is introduced below.

Step 35-4.; To a solution of 3-hydroxy-4-iodopyridine (5.09 g, 23.0 mmol) in DMF (95 mL) were added (R)-propylene carbonate (T95-A, 2.35 g, 23.0 mmol)) and potassium carbonate (3.18 g, 23.0 mmol). The solution was stirred at 85 C. for 72 h. Water was added and the aqueous phase extracted with EtOAc (3×). The combined organic phases were washed with brine (1×) and water (1×), dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (100% EtOAc) to give 1.4 g (24%) of T95-4(R).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188057-20-7, 4-Iodopyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Marsault, Eric; Fraser, Graeme L.; Benakli, Kamel; St-Louis, Carl; Rouillard, Alain; Thomas, Helmut; US2010/93720; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188057-20-7, 4-Iodopyridin-3-ol, 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, Recommanded Product: 4-Iodopyridin-3-ol, blongs to pyridine-derivatives compound. Recommanded Product: 4-Iodopyridin-3-ol

Dry DMF (6.0 mL) was added to methyl 4-hydroxy-3-iodobenzoate (0.56 g, 2.0 mmol), ethynylboronic acid MIDA ester (0.47 g, 2.6 mmol), CuI (38 mg, 0.20mmol), PdCl2(Ph3P)2 (70 mg, 0.10 mmol) and Ph3P (52 mg, 0.20 mmol) under N2. 1,1,3,3-Tetramethylguanidine(TMG) (0.30 mL, 2.4 mmol) was added to the resulting solution under N2. The reactionmixture was stirred at 50 Cfor 22 h under N2. The resulting mixture was diluted with water to form aprecipitate, which was filtered, washed with water and dried at room temperature. The obtained solid was dissolved in acetone and purified by flash chromatography (SiO2, CH2Cl2 : MeOH = 10 : 1). The eluted material was washed with hot EtOH and dried to give 1A (493.6 mg, 75%) as a pale brown solid; Furo[2,3-c]-2-boronic acid (14): Prepared from 3-hydroxy-4-iodopyridine and ethynylboronic acidMIDA ester. The resulting mixture was diluted with water and extracted with AcOEt. The organic layers were dried over Na2SO4 and concentrated. The residue was purified by flash chromatography (SiO2,CH2Cl2 : MeOH = 10 : 1) to give 262.4 mg of 1 : 1 mixture of MIDA boronate and boronic acid as a pale yellow powder. The mixture was treated with hot EtOH to afford 14 (216.4 mg, 66%) as a pale yellowsolid; IR (cm-1) 3006, 1734, 1683, 1608, 1473, 1373, 1322, 1259, 1216, 1159, 1093, 1016; 1H-NMR(DMSO-d6) delta 7.50 (d, J = 1.0 Hz, 1H), 7.74 (dd, J = 1.0 Hz, 5.0 Hz, 1H), 8.37 (d, J = 5.0 Hz, 1H), 8.96(brs, 1H); HRMS calcd for C7H7NO3B [M+H] 164.0514, found 164.0514 (Delta 0.07).

The synthetic route of 188057-20-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem