Category: 89167-34-0

Electric Literature of 89167-34-0, 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 89167-34-0 as follows.

A mixture of 4-chloro-3-iodopyridine (1.50 g, 6.30 mmol, prepared according to Tabanella, S. et al. Org. Biomol. Chem. 2003, 1, 4254-4261.), 2-fluoro-nitrophenol (Lancaster, 2.0 g, 12.7 mmol), DIPEA (5 mL), and NMP (10 mL) was heated at 150 C. After 12 h, more 2-fluoro-nitrophenol (0.50 g, 3.18 mmol) was added to the reaction mixture and heating was continued for 4 h. Most of the volatile components were removed under vacuum at 75 C., the residue treated with saturated aq. NaHCO3 solution (150 mL) and extracted with EtOAc (2×100 mL). The combined extracts were washed with brine, dried (MgSO4) and concentrated in vacuo to give the crude product. Purification by flash chromatography on silica gel, using 0-100% CH2Cl2/hexanes then 2% MeOH/CH2Cl2 gave the title compound (1.0 g, 43%) as a yellow solid. 1H NMR (DMSO-d6) delta 8.96 (s, 1H), 8.47 (d, 2H, J=5.5 Hz), 8.44 (dd, 1H, J=2.7, 9.2 Hz), 7.49 (dd, 1H, J=8.8, 8.2 Hz), 7.07 (d, 1H, J=5.5 Hz); MS (ESI+): m/z 361.05 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89167-34-0, its application will become more common.

Reference:
Patent; Borzilleri, Robert M.; Cornelius, Lyndon A.M.; Schmidt, Robert J.; Schroeder, Gretchen M.; Kim, Kyoung S.; US2005/245530; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89167-34-0, 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 89167-34-0 as follows.

A mixture of 4-chloro-3-iodopyridine (1.50 g, 6.30 mmol, prepared according to Tabanella, S. et al. Org. Biomol. Chem. 2003, 1, 4254-4261.), 2-fluoro-nitrophenol (Lancaster, 2.0 g, 12.7 mmol), DIPEA (5 mL), and NMP (10 mL) was heated at 150 C. After 12 h, more 2-fluoro-nitrophenol (0.50 g, 3.18 mmol) was added to the reaction mixture and heating was continued for 4 h. Most of the volatile components were removed under vacuum at 75 C., the residue treated with saturated aq. NaHCO3 solution (150 mL) and extracted with EtOAc (2×100 mL). The combined extracts were washed with brine, dried (MgSO4) and concentrated in vacuo to give the crude product. Purification by flash chromatography on silica gel, using 0-100% CH2Cl2/hexanes then 2% MeOH/CH2Cl2 gave the title compound (1.0 g, 43%) as a yellow solid. 1H NMR (DMSO-d6) delta 8.96 (s, 1H), 8.47 (d, 2H, J=5.5 Hz), 8.44 (dd, 1H, J=2.7, 9.2 Hz), 7.49 (dd, 1H, J=8.8, 8.2 Hz), 7.07 (d, 1H, J=5.5 Hz); MS (ESI+): m/z 361.05 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89167-34-0, its application will become more common.

Reference:
Patent; Borzilleri, Robert M.; Cornelius, Lyndon A.M.; Schmidt, Robert J.; Schroeder, Gretchen M.; Kim, Kyoung S.; US2005/245530; (2005); 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. 89167-34-0, name is 4-Chloro-3-iodopyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H3ClIN

Intermediate 20: 4-chloro-N-r2-fluoro-4-(tr)methylsilyl)phenv?pyridin-3-amine; To a solution of 4-chloro-3-iodopyridine (1.37 g, 5.73 mmo.) in dry toluene 25 mL, was added sequentially Pd(OAc)2 (122.5 mg, 0.55 mmol), rac-BINAP (0.34 g, 0.55 mmol), Cs2CO3 (8.9 g, 27.3 mmol), and 2-fluoro-4-(trimethylsilyl)aniline (1 g, 5.45 mmol). The mixture was degassed with nitrogen twice. The mixture was then refluxed at 130 0C under nitrogen for 3 days. The mixture was filtered and the filtrate was diluted with EtOAc, washed with H2O, brine, dried over anhydours Na2SO4. The organic phase76 was concentrated and the resulting residue was purified by flash column with 20% EtOAc-Hexane (0.3% Et3N in Hexane) to afford desired adduct (1.14 g, 70.1%). LC/MS [Method A: rt: 6.14 min; m/z: 295 (M+1)].

The synthetic route of 89167-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89167-34-0, 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. 89167-34-0, name is 4-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below.

Step 1. 4-(2-fluoro-4-nitrophenoxy)-3-iodopyridine (52)[00376] To a stirred solution of 47 (346 mg, 1.445 mmol) in diphenyl ether (6 ml) was added sodium carbonate (459 mg, 4.34 mmol) and 2-fluoro-4-nitrophenol (681 mg, 4.34 mmol). The reaction mixture was heated to 17O0C for four hours then cooled-down to room temperature. The reaction mixture was diluted with dichloromethane, filtered and concentrated. The crude residue was purified by flash column chromatography on silica gel (0% to 35% EtOAc in hexanes) to afford the title compound 52 (400 mg, 1.1 11 mmol, 77%) as a yellow solid. MS: 361.0 (M+ 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89167-34-0, 4-Chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; METHYLGENE, INC.; RAEPPEL, Stephane; SAAVEDRA, Oscar; CLARIDGE, Stephen; VAISBURG, Arkadii; GAUDETTE, Frederic; ISAKOVIC, Ljubomir; DEZIEL, Robert; WO2008/46216; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem