The important role of 4-Iodopyridin-3-ol

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

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