Category: 89640-55-1

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. 89640-55-1, name is 3-Iodo-4-methoxypyridine, molecular formula is C6H6INO, 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. category: pyridine-derivatives

General procedure: A mixture of the required iodide (1.0 mmol), Cu2O (0.10 g, 0.10 mmol), Cs2CO3 (0.65 g, 2.0 mmol), the required azole (2.0 mmol), and DMSO (0.5 mL) was stirred for 24 h at 110C. After cooling to room temperature, the mixture was diluted with AcOEt (10 mL) and filtered over Celite. Washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

With the rapid development of chemical substances, we look forward to future research findings about 89640-55-1.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
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.89640-55-1, name is 3-Iodo-4-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.HPLC of Formula: C6H6INO

Preparation 94 To a suspension of 3-iodo-4-methoxypyridine (0.62g), 3-nitrophenylboronic acid (0.57g) and tetrakis(triphenylphosphine)palladium(0) (152mg) in dimetoxyethane (10ml) was added aqueous sodium carbonate (2M, 3.43ml) and the mixture was stirred at 60C for 6 hours. The mixture was diluted with ethyl acetate and washed with aqueous sodium hydroxide (1N) and brine. The separated organic layer was dried over magnesium sulfate and evaporated. The residue was purified with silica gel (25g) column chromatography and eluted with 40-80% ethyl acetate in n-hexane to give 3-(4-methoxypyridin-3-yl)nitrobenzene (84mg). APCI-mass;m/z231(M+H+) 1H-NMR(DMSO-d6): delta;3.90(3H,s), 7.24(1H,d,J=5.8Hz), 7.75(1H,t,J=8.0Hz), 8.00 (1H,d,J=8.0Hz), 8.24(1H,dt,J=8.2Hz,1.1Hz), 8.35(1H,t,J=1.0Hz), 8.48(1H,s), 8.53(1H, d,J=7.6Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89640-55-1, 3-Iodo-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; EP1264820; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89640-55-1, 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. 89640-55-1, name is 3-Iodo-4-methoxypyridine, molecular formula is C6H6INO, 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.

To the reaction mixture containing Intermediate IB (31.8 mg, 0.1 mmol) was added 3-iodo-4-methoxypyridine (125.5 mg, 0.534 mmol), sodium carbonate (68.1 mg, 0.643 mmol) and EtOH:DME:H20 (1.2:2.5: 1.0 ratio) (1.5 mL). The reaction mixture was purged with argon, then treated with tetrakis(triphenylphosphine)palladium (0) (23 mg, 0.020 mmol). The reaction mixture was purged with argon again, securely capped, and placed in a 105C oil bath for 2 h 45 min. The reaction mixture was cooled to room temperature, then diluted with DMF (4 mL). The resulting solution was filtered through a 0.45 uM frit attached to a single-use Waters C-18 sep-pak light cartridge (part No.WAT023501), and then purified by preparative HPLC (Condition A) using aPhenomenex Luna Axia 30 x 100 mm S10 column from 20% Solvent B to 85% Solvent B over 12 min, ret. T = 4.84 min to afford the title compound (12 mg, 31%) as a white solid. ¾ NMR (500 MHz, DMSO-d6) delta ppm 3.91-3.97 (m, 3 H), 4.04 (d, J=7.93 Hz, 2 H), 7.35 (d, J=3.36 Hz, 1 H), 7.49-7.58 (m, 1 H), 7.79-7.86 (m, 2 H), 8.40-8.47 (m, 1 H), 8.59-8.68 (m, 3 H), 8.78-8.85 (m, 2 H). LC/MS (Condition B): ret. T = 2.0min, (M+H)+ 382.04. Analytical HPLC: (Condition A): >97%, ret. T = 16.13 min, (Condition B):>97%, ret. T = 18.28 min, (Condition C): >98%, ret. T = 5.96 min, (Condition D): >98%, ret. T = 6.61 min.

According to the analysis of related databases, 89640-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89640-55-1, 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 89640-55-1, name is 3-Iodo-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the required iodide (1.0 mmol), Cu2O (0.10 g, 0.10 mmol), Cs2CO3 (0.65 g, 2.0 mmol), the required azole (2.0 mmol), and DMSO (0.5 mL) was stirred for 24 h at 110C. After cooling to room temperature, the mixture was diluted with AcOEt (10 mL) and filtered over Celite. Washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

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 89640-55-1, 3-Iodo-4-methoxypyridine.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89640-55-1 ,Some common heterocyclic compound, 89640-55-1, molecular formula is C6H6INO, 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 2: tert-Butyl (1-(4-((4-methoxypyridin-3-yl)ethynyl)phenyl)cyclobutyl)carbamate: To a solution of 3-iodo-4-methoxypyridine (500 mg, 2.127 mmol) in anhydrous triethylamine (9ml) was added bis(tert-butylphosphine)palladium(0) (65 mg, 0.128 mmol) and copper(l) iodide (12.2 mg, 0.064 mmol). The reaction mixture was degassed with N2 for 10 min before being cooled to 0C. A degassed solution of tert-butyl 1-(4- ethynylphenyl)cyclobutylcarbamate (635 mg, 2.34 mmol) in TEA (2 ml) was added dropwise to the cooled reaction mixture. The reaction was allowed to warm to RT and stirred for 18 h. The reaction mixture was concentrated in vacuo and the residue diluted with DC (20 ml) and water ( 0 ml). The phases were separated and the organic layer dried (Na2S04), filtered and concentrated affording a brown oil that was purified by silica gel chromatography (gradient 0 to 50% ethyl acetate in hexanes) yielding the title compound as a brown gum (140 mg, 17%). 1H NMR (500 MHz, CDCI3): delta 8.54 (br s, 1 H), 8.38 (br s, 1 H), 7.46 (d, 2H), 7.34 (d, 2H), 6.77 (d, 1 H), 5.10 (s, 1 H), 3.90 (s, 3H), 2.4-2.5 (m, 4H), 2.0-2.1 (m, 1 H), 1.75-1.86 (m, 1 H), 1.1-1.4 (br s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89640-55-1, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark, Peter; O’DOWD, Colin, Roderick; ROUNTREE, James, Samuel, Shane; TREVITT, Graham, Peter; HARRISON, Timothy; MCFARLAND, Mary, Melissa; WO2011/55115; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem