Category: 113975-22-7

Electric Literature of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

Di-i-propylamine (260.9 mg, 364.4 muL, 2.578 mmol) was dissolved in dryTHF (1.900 mL) and cooled to -700C. n-BuLi (986.4 muL of 2.5 M, 2.466 mmol) was added slowly dropwise, and the resultant mixture was stirred at 00C for -2 minutes and recooled to -700C. A solution of 2-fluoro-3-iodo-pyridine (500 mg, 2.242 mmol) in dry THF (1.400 mL) was added slowly dropwise and the resultant was stirred at -700C for -2.5 hours. 2,2,2-trifluoroacetaldehyde was added via cannula (bp. is – 200C) and the resultant mixture was stirred at -700C for ~1.5 hours. The reaction was quenched at -700C by the rapid addition of water (~2mL) and the resulting mixture was partitioned with EtOAc. The aqueous phase was extracted with EtOAc (3 x 2OmL) and the combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure to give a mobile light brown oil (581.7mg). The resulting mixture was purified by column chromatography (5% EtOAc in DCM, -10OmL silica, loaded in DCM) to give a slightly yellow gum that solidified under high-vacuum to give a light yellow solid (225.2mg, 31% Yield).

According to the analysis of related databases, 113975-22-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/73300; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

NaO’Bu, 150C [00209] A microwave reaction vessel was charged with 2-fluoro-3-iodopyridine(purchased from Maybridge) (0.565 g, 2.53 mmol), morpholine (purchased from Aldrich) (0.221 ml, 2.53 mmol), Pd2(dba)3(purchased from Strem) (0.154 g, 0.152 mmol), 2- dicyclohexylphosphino-2′,6′-dimethoxy-l, -biphenyl (purchased from Strem) (0.135 g, 0.304 mmol), and sodium t-butoxide (0.8 g, 7.6 mmol). The reaction mixture was stirred and heated in a Discover model microwave reactor (CEM, Matthews, NC) at 150C for 20 min (125 watts, Powermax feature on, ramp time 5 min). Solvent was evaporated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column, eluting with a gradient of 1% to 5% MeOH in CH2CI2, to provide 4-(2-fhioropyridin-3- yl)morpholine (0.311 g, 67.5% yield).

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 113975-22-7, 2-Fluoro-3-iodopyridine.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; HORNE, Daniel B.; HU, Essa; KALLER, Matthew R.; MONENSCHEIN, Holger; NGUYEN, Thomas T.; REICHELT, Andreas; RZASA, Robert M.; WO2011/143495; (2011); A1;,
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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of diisopropylamine (345 mL, 249 g, 2.46 mol) in anhydrous THF (5 L) at -8 to -10 C. under a blanket of N2 was added n-BuLi (880 mL, 158 g, 2.46 mol) dropwise via cannula. The mixture was stirred at -10 C. for 30 min, cooled to -78 C. and treated with a solution of 2-fluoro-3-iodopyridine (500 g, 2.24 mol) in dry THF (2 L) dropwise. After the addition, the reaction mixture was warmed to -60 C. and this temperature was maintained for 2 h. The mixture was then cooled to -78 C., treated with ethyl formate (183 g, 2.47 mol) dropwise, followed by sodium methoxide (149 g, 2.75 mol) in MeOH (1.5 L) and warmed to ambient temperature. The reaction mixture was quenched with ice water and extracted with EtOAc. The layers were separated and the organic phase was washed with water and brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford 4-iodo-2-methoxynicotinaldehyde (380 g, 64%) as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/114033; (2008); A1;,
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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.COA of Formula: C5H3FIN

Hydrazine hydrate (12.50 mL, 256 mmol) was added dropwise to a solution of 2-fluoro-3-iodopyridine (preparation 26a, 5.72 g, 25.7 mmol) in ethanol (43 mL) and the resulting mixture was stirred at room temperature for 24 hours and then at 35 C for a further 24 hours. The solvent was then evaporated in vacuo and water was added. The white solid that formed was filtered, washed with water and dried to yield the title compound (2.78 g, 46%) as a white solid which was used without further purification. LRMS (m/z): 236 (M+1)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113975-22-7, 2-Fluoro-3-iodopyridine, 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, HPLC of Formula: C5H3FIN, blongs to pyridine-derivatives compound. HPLC of Formula: C5H3FIN

General procedure: 1-(Indol-3-yl)-N-Boc-THIQ 4a (100 mg, 0.287 mmol, 1.0 equiv.), iron(III)-chloride (4.7 mg, 28.7 mumol, 0.1 equiv.), and K3PO4 (122 mg, 0.574 mmol, 2.0 equiv.) were placed in a 2 mL glass vial, and aryliodide (0.431 mmol, 1.5 equiv.) and DMEDA (5.6 muL, 57.4 mumol, 0.20 equiv.) were added followed by dry toluene (300 muL). The reaction mixture was purged with argon for 30 seconds, the vial sealed and heated to 135 C and stirred at this temperature for 24 hours. The black slurry was cooled down to rt, diluted with DCM and filtered through a plug of celite. The solvent of the filtrate was evaporated and the crude product directly subjected to column chromatography using gradient elution with PE_EtOAc=100:0 0:40 (50 minutes) to afford the desired products 7a-e,g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Article; Ghobrial, Michael; Mihovilovic, Marko D.; Schnuerch, Michael; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 2186 – 2199;,
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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.Recommanded Product: 2-Fluoro-3-iodopyridine

To a solution of 40% METHYLAMINE in water (60 mL) was added 2-fluoro-3-iodo- pyridine (2.0 g, 8.97 MMOL), and the reaction mixture was refluxed under argon for 4 h. The cooled reaction was diluted with ethyl acetate and water. The organic layer was washed with water, brine, and dried. The solvent was evaporated under reduced pressure to give 1.70 g (81.0%) of crude PRODUCT. H-NMR (ACETONE-D6) 8 8.06 (dd, J = 4.8, 1. 5 Hz, 1H), 7.89 (dd, J = 7. 2, 1. 8 Hz, 1H), 6.34 (m, 1 H), 5.60 (broad, s, 1H), 2.94 (d, J = 4.5 Hz, 3H); Rf = 0.68 (30% ethyl acetate-hexane).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

Example 5 – 2,2′-Difluoro-4,4′-diiodo-3,3′-bipyridine (5a) 2-Fluoro-3-iodopyridine (7.80 mmol, 1.74 g) was dissolved in 40 ml of anhydrous THF under nitrogen atmosphere and the solution was cooled in acetone/C02 bath. LDA (1.1 eq., 1.2 M in hexanes-THF, 8.58 mmol, 7.15 ml) was added dropwise. The reaction mixture became yellowish and after stirring for 0.5h it was analyzed by GC/MS. A clean BCHD reaction was confirmed, the mixture was stirred for additional 0.5h and CuCl2 (1.1 eq., 8.58 mmol, 1.15 g) was added in one portion. The yellow reaction mixture became dark blue, then brown red (within 1-2 h) and then light greenish after warm up to room temperature. The reaction mixture was treated with hexanes and water, the organic phase was removed, and the aqueous phase was extracted with hexanes (2 x -20 ml). The combined organic phases were dried over MgS04 and the solvent was removed by rotary evaporation to give greenish- brownish oil which partially solidified on standing. This crude product was purified by column chromatography (200 ml of silica gel, hexanes :CH2C12 mixtures (2: 1, 1 : 1 : and then 1 :2) as eluants). The solvents were removed from combined fractions and the product was obtained as off-white solid (1.04 g, 60.1%). UV-vis (CH2C12) max, nm226, 244, 268. HRMS (EI) calculated for Ci0H4F2I2N2 443.8432; found 443.8417. 1H NMR (CDC13, 400 MHz): delta 8.01 (d, J= 5.2 Hz, 2H), 7.82 (d, J= 5.2 Hz, 2H); 13C{1H} NMR (CDCI3, 100 MHz): delta 159.28 (d, J (C-F) = 242.8 Hz, quaternary C), 148.5 (d, J(C-F) = 15.62 Hz, CH), 132.1 (d, J(C-F) = 4.6 Hz, CH), 125.0 (dd, J (C-F) = 33.4 Hz, 4.1 Hz), 114.5 (d, J(C-F) = 1.7 Hz). Anal. Calc. for Ci0H4F2I2N2: C, 27.05; H, 0.91; N, 6.31. Found: C, 27.52; H, 0.84;

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 113975-22-7, 2-Fluoro-3-iodopyridine.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; GETMANENKO, Yulia A.; MARDER, Seth; HWANG, Do Kyung; KIPPELEN, Bernard; WO2013/23108; (2013); A1;; ; Patent; GEORGIA TECH RESEARCH CORPORATION; GETMANENKO, Yulia A.; MARDER, Seth; HWANG, Do Kyung; KIPPELEN, Bernard; WO2013/23106; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem