Category: 153034-94-7

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. 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline, molecular formula is C6H5FIN, 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. Safety of 2-Fluoro-4-iodo-5-picoline

Palladium acetate (0.04 mmol, 10 mg) was stirred with 1, 3-bis (diphenylphosphino) propane (18 mg, 0.04 mmol) in DMF (0.5 mL) for 10 minutes. A mixture of 2-fluoro-4-iodo-5-methyl pyridine (0.42 mmol, 100 mg), ethyl-1-piperidinecarboxylate (0.5 mmol, 0.08 mL) and cesium carbonate (275 mg, 2 equiv) in DMF (1.5 mL) was then added, stirred vigorously, and heated in the microwave to 160 C for 10 minutes. The resulting black mixture was poured onto a silica gel column and purified by flash chromatography (ethyl acetate/hexanes gradient) to afford 61 mg of the title compound as a yellow oil (54%). Rt = 6.70 minutes; MS FIA 267.1 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 153034-94-7.

Reference:
Patent; VERTEX PHARMACEUTICALS, INC.; WO2005/68468; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7 ,Some common heterocyclic compound, 153034-94-7, molecular formula is C6H5FIN, 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.

Step 1: N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine A solution of 2-fluoro-4-iodo-5-methylpyridine (85 g, 340 mmol) in 1-(2,4-dimethoxyphenyl)methanamine (270 mL, 1.68 mol) was allowed to stir at 110 C. overnight. The reaction mixture was allowed to cool to rt and diluted with EtOAc. A precipitate formed and was filtered and then washed with EtOAc. The solid was purified further by column chromatography to give N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (138 g, 50%).

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. 153034-94-7, 2-Fluoro-4-iodo-5-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7 , The common heterocyclic compound, 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline, molecular formula is C6H5FIN, 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.

Step 1: ethyl 4-(2-chlorophenyl)-1-(2-fluoro-5-methylpyridin-4-yl)-1H-pyrrole-3-carboxylate To a slurry of copper(I) iodide (0.14 g, 0.73 mmol) and potassium carbonate (3.03 g, 21.9 mmol) in 1,4-dioxane (15 mL) were added 2-fluoro-4-iodo-5-methylpyridine (5.03 g, 21.2 mmol), ethyl 4-(2-chlorophenyl)-1H-pyrrole-3-carboxylate (0.95 g, 3.8 mmol), and trans-N,N’-dimethylcyclohexane-1,2-diamine (0.23 mL, 1.46 mmol). The reaction mixture was allowed to stir in a sealed vial for 48 h at 105 C. and then allowed to cool to rt. The mixture was diluted with EtOAc and washed with brine. The organic solutions were combined, concentrated, and purified by column chromatography to give ethyl 4-(2-chlorophenyl)-1-(2-fluoro-5-methylpyridin-4-yl)-1H-pyrrole-3-carboxylate (1.2 g, 88%). LCMS (FA): m/z=359.3 (M+H).

The synthetic route of 153034-94-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Chau, Ryan W.; Cullis, Courtney A.; Duffey, Matthew O.; Gipson, Krista E.; Hu, Yongbo; Li, Gang; Sintchak, Michael D.; Vos, Tricia J.; US2013/165464; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7, 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 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 3; 5-Bromomethyl-2-fluoro-4-iodo-pyridine; In a flask, combine 2-fluoro-4-iodo-picoline (10.0 g, 42.19 mmol), N- bromosuccinimide (9.76 g, 54.85 mmol), 2, 2′-azobisisobutyronitrile (3.46 g, 21.10 mmol) and dry CCl4 (100 mL). Heat at 70 0C under nitrogen for 16 hours. Cool to room temperature. Dilute with dichloromethane and wash with water and saturated aqueous sodium chloride. Separate the layers and dry the organic layer over magnesium sulfate. Concentrate in vacuo to give crude product. Purify by column chromatography (1 % to 15 % ethyl acetate in hexane) to afford the title compound (8.27 g, 62 %). MS (EI) m/z 315M+.

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 153034-94-7, 2-Fluoro-4-iodo-5-picoline.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153034-94-7 , The common heterocyclic compound, 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline, molecular formula is C6H5FIN, 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.

Preparation 18; 4-Benzo[¡ê]thiophen-7-yl-2-fluoro-5-methyl-pyridine; In a flask, combine 2-fluoro-4-iodo-5-methyl-pyridine (355 mg, 1.5 mmol), 2- benzo[¡ê]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane (282 mg, 1.8 mmol), [l,r-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1: 1) (61 mg, 0.07 mmol), 2-(di-tert-butylphosphino)biphenyl (13 mg, 0.04 mmol), sodium carbonate (2 M, 1.5 mL, 3 mmol) and THF (10 mL). Heat the mixture at 100 0C for 3 hours in an oil bath. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry over sodium sulfate. Concentrate in vacuo to a dark residue. Purify by column chromatography (20 % ethyl acetate in hexane) to afford the title compound (300 mg, 82 %) as yellow oil. MS (ES) m/z 244 [M+ 1]+.

The synthetic route of 153034-94-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem