Category: 928653-73-0

Adding a certain compound to certain chemical reactions, such as: 928653-73-0, 5-Bromo-2-chloro-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, COA of Formula: C5H2BrClIN, blongs to pyridine-derivatives compound. COA of Formula: C5H2BrClIN

1-(5-Bromo-2-chloropyridin-3-yl)-2-(2-chloro-3-fluoro-6-methoxyphenyl)propan-1 -olA solution of 5-bromo-2-chloro-3-iodopyridine (0.750 g, 2.36 mmol) in anhydrous THF (5.5 mL) was cooled to -50 C and dropwise charged with 2.0 M of isopropylmagnesium chloride in THF (1.41 mL, 2.83 mmol) over an 8 min period and the mixture was stirred at -50 C for an additional 30 min. After 30 min., the mixture was charged with 2-(2-chloro-3-fluoro- 6-methoxyphenyl)propanal (0.766 g, 3.53 mmol) and stirred at -40 C for 1 h then allowed to warm to 0 C and charged with brine (10 mL) and allowed to stir for 15 min. The reaction mixture was partitioned between EtOAc and H20 and separated. The aqueous was re- extracted with EtOAc (3x) and the combined organic fractions were dried over Na2S04, filtered and concentrated in vacuo resulting in 930 mg of a crude oil/solid mixture. The mixture was recrystallized from 20% EtOAc in hexanes resulting in 245 mg of a white solid (diastereomer A). The mother liquor was purified by chromatography on silica gel [Jones Flashmaster, 20 g cartridge, eluting with 12% EtOAc in hexanes] resulting in 31 1 mg of a white foam (mainly diastereomer B). These two diastereomers were combined for the subsequent oxidation step. Diastereomer A: 1H NMR (400 MHz, CDCI3): delta = 1.34 (d, J = 6.23 Hz, 3H), 3.62 (br. s., 1 H), 3.89 (br. s., 3H), 5.43 (br. s., 1 H), 6.70-6.80 (m, 1 H), 6.94-7.03 (m, 1 H), 8.1 1 (d, J = 1.5 Hz, 1 H), 8.30 (d, J = 1.5 Hz, 1 H). MS (ES+): m/z 407.73, 409.77, 41 1 .74 [MH+]. HPLC: tR = 3.12 min (nonpolar_5min, ZQ3). Diastereomer B: 1H NMR (400 MHz, CDCI3): delta = 1 .41 (d, J = 7.3 Hz, 3H), 3.93-3.97 (m, 3H), 3.97-4.05 (m, 1 H), 5.44 (br. s., 1 H), 5.55 (dd, J = 4.6, 6.6 Hz, 1 H), 6.83 (dd, J = 4.3, 9.1 Hz, 1 H), 7.03 (dd, J = 8.1 , 9.1 Hz, 1 H), 7.76 (d, J = 0.5 Hz, 1 H), 8.33 (d, J = 2.5 Hz, 1 H). MS (ES+): m/z 407.73, 409.76, 41 1.74 (100/68/17) [MH+]. HPLC: fR = 3.35 min (nonpolar_5min, ZQ3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 928653-73-0, 5-Bromo-2-chloro-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, SDS of cas: 928653-73-0, blongs to pyridine-derivatives compound. SDS of cas: 928653-73-0

To a reaction vessel (lO0mL) in a nitrogen environment containing 3 (5g, I 5.7mmol) were added trans-phenylvinylboronic acid 4 (2.7g, 1 8mmol), tetrakis triphenylphosphine (907mg, 0.8mmol), sodium carbonate (4.2g, 39mmol) in 1 ,4-dioxane(1 OOmL). The mixture was stirred at refiux for 24 hours until consumption of starting material followed by TLC. The product was cooled to room temperature; it was filtered on celite. The solution was dried on MgSO4, filtered and evaporated. The residue was purified by chromatography (c-hexane:ethyl acetate99: 1, then 98:2) to afford 5-bromo-2-chloro-3- ((E)-styryl)pyridine 5 (yield: 93%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; CENTRE REGIONAL DE LUTTE CONTRE LE CANCER FRANCOIS BACLESSE; UNIVERSITE DE CAEN BASSE-NORMANDIE; INSTITUT DE CANCEROLOGIE DE L’OUEST RENE GAUDUCHEAU; POULAIN, Laurent; VOISIN-CHIRET, Anne-Sophie; SOPKOVA-DE OLIVEIRA SANTOS, Jana; BUREAU, Ronan; BURZICKI, Gregory; DE GIORGI, Marcella; PERATO, Serge; FOGHA, Jade; RAULT, Sylvain; JUIN, Philippe; GAUTIER, Fabien; WO2015/132727; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 928653-73-0 ,Some common heterocyclic compound, 928653-73-0, molecular formula is C5H2BrClIN, 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 : Sodium hydride (2.0 equiv.) was added to dioxane (0.3 M). 2- ((tetrahydro-2H-pyran-2-yl)oxy)ethanol (2.0 equiv.) was added and the mixture was stirred for 30 min at rt. 5-bromo-2-chloro-3-iodopyridine (1.0 equiv.) was added to the mixture and the reaction was heated to 105 C for 1 hour. The cooled reaction mixture was quenched by the addition of saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered, and concentrated. The crude product was purified by flash chromatography over silica gel (heptanes with 10% ethyl acetate) to give 5-bromo-3-iodo-2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy )pyridine as a colorless oil in 78% yield. LCMS (m/z) (M+H) = 427.8/429.8, Rt = 1.12 min.

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. 928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; LOU, Yan; NISHIGUCHI, Gisele A; RAMURTHY, Savithri; RICO, Alice C.; RAUNIYAR, Vivek; SENDZIK, Martin; SUBRAMANIAN, Sharadha; SETTI, Lina Quattrocchio; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (307 pag.)WO2016/38582; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 928653-73-0 ,Some common heterocyclic compound, 928653-73-0, molecular formula is C5H2BrClIN, 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 : Sodium hydride (2.0 equiv.) was added to dioxane (0.3 M). 2- ((tetrahydro-2H-pyran-2-yl)oxy)ethanol (2.0 equiv.) was added and the mixture was stirred for 30 min at rt. 5-bromo-2-chloro-3-iodopyridine (1.0 equiv.) was added to the mixture and the reaction was heated to 105 C for 1 hour. The cooled reaction mixture was quenched by the addition of saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered, and concentrated. The crude product was purified by flash chromatography over silica gel (heptanes with 10% ethyl acetate) to give 5-bromo-3-iodo-2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy )pyridine as a colorless oil in 78% yield. LCMS (m/z) (M+H) = 427.8/429.8, Rt = 1.12 min.

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. 928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; LOU, Yan; NISHIGUCHI, Gisele A; RAMURTHY, Savithri; RICO, Alice C.; RAUNIYAR, Vivek; SENDZIK, Martin; SUBRAMANIAN, Sharadha; SETTI, Lina Quattrocchio; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (307 pag.)WO2016/38582; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 928653-73-0 ,Some common heterocyclic compound, 928653-73-0, molecular formula is C5H2BrClIN, 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 : Sodium hydride (2.0 equiv.) was added to dioxane (0.3 M). 2- ((tetrahydro-2H-pyran-2-yl)oxy)ethanol (2.0 equiv.) was added and the mixture was stirred for 30 min at rt. 5-bromo-2-chloro-3-iodopyridine (1.0 equiv.) was added to the mixture and the reaction was heated to 105 C for 1 hour. The cooled reaction mixture was quenched by the addition of saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered, and concentrated. The crude product was purified by flash chromatography over silica gel (heptanes with 10% ethyl acetate) to give 5-bromo-3-iodo-2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy )pyridine as a colorless oil in 78% yield. LCMS (m/z) (M+H) = 427.8/429.8, Rt = 1.12 min.

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. 928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; LOU, Yan; NISHIGUCHI, Gisele A; RAMURTHY, Savithri; RICO, Alice C.; RAUNIYAR, Vivek; SENDZIK, Martin; SUBRAMANIAN, Sharadha; SETTI, Lina Quattrocchio; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (307 pag.)WO2016/38582; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem