Category: 182275-70-3

Related Products of 182275-70-3 , The common heterocyclic compound, 182275-70-3, name is 2-Iodo-6-methoxypyridine, 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.

tei -Butyl 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2/-/)- carboxylate (Intermediate 7) (395 mg, 1.28 mmol) and Cs2C03 (1.03 g, 3.19 mmol) were added to a solution of 2-iodo-6-methoxypyridine (Intermediate 8) (300 mg, 1.28 mmol) in 1 ,4-dioxane (10 mL) and the resulting mixture was degassed under a nitrogen atmosphere for 20 min. (9,9-Dimethyl-9/-/-xanthene-4,5-diyl)bis(diphenylphosphane) (Xantphos, 36 mg, 0.06 mmol) and palladium(ll) acetate (29 mg, 0.13 mmol) were added and the resulting reaction mixture was stirred at 80 C for 18 h. The solvents were removed in-vacuo and residue was partitioned between H20 (80 mL) and EtOAc (60 mL). The aqueous layer was further extracted with EtOAc (60 mL) and the combined organic layers were dried (Na2S04) and the solvent was removed in-vacuo. The residue was purified by column chromatography (normal phase neutral activated alumina, 10 % to 12 % EtOAc in hexane) to give tert- butyl 6- methoxy-3′,6′-dihydro-2,4′-bipyridine-T(2’/-/)-carboxylate (310 mg, 84 %) as a gum. LCMS (System 3, Method D): m/z 291 (M+H)+ (ESI +ve), at 5.73 min, 202 nm.

The synthetic route of 182275-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles; TEOBALD, Barry; TEHAN, Ben; (77 pag.)WO2019/243851; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 182275-70-3, Adding some certain compound to certain chemical reactions, such as: 182275-70-3, name is 2-Iodo-6-methoxypyridine,molecular formula is C6H6INO, 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 182275-70-3.

(-)-P7C3-S243: (S)-N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-3-methoxyaniline: (S)-9-(3- amino-2-fluoropropyl)-3,6-dibromo-9H-carbazole (72.2 mg, 0.18 mmol), 2-iodo-6-methoxypyridine 45.4 mg, 0.19 mmcl), copper iodide (2.9 mg, 0.015 mmcl) and cesium carbonate (119.4 mg, 0.36 mmcl) were added to an oven dried vial, which was nitrogen purged for 10 minutes. DMSO (0.36and 2,2,6,6-tetramethyl-3,5-heptanedione (4 il, 0.019 mmcl) were then added. The reaction was heated at 40 C for three hours. The cooled mixture was diluted with EtOAc and washed thrice witha solution of 9:1 saturated NH4CI: NH4OH and then thrice with water and then brine. The organic layer was dried over Na2SO4, filtered and concentrated. The well dried solid was dissolved in methylene chloride and passed through a short silica plug, which removed the small amount of unreacted amine. The filtrate was condensed to give white solid, which was purified by automated flash chromatography system in 50-80 % methylene chloride/hexanes. Isolated yield = 61%, ee =96%. Recrystallization to enhance ee was carried out by heating a solution of 15.8 mg of purified product in 1.0 ml of isopropanol. Overall Yield = 59 %, ee = 98.5 %1H NMR (CDCI3, 400 MHz) :5 8.16 (d, J = 1.9 Hz, 2H), 7.56 (d, J = 1.9 Hz, 2H), 7.35 – (t, J = 7.8 Hz, 1H),7.30 (d, J = 8.7 Hz, 1H), 6.04 (dd, J = 32.7, 8.0 Hz, 2H), 5.29 -5.02 (dm, 1H), 4.65 -4.46 (m, 3H), 3.87- 3.74 (m, 1H), 3.70 (s,3H), 3.66 – 3.49 (m, 1H). ESI m/z: 506.7 ([Mi-1], C22H19Br2FN2O requires504.98

According to the analysis of related databases, 182275-70-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; UNIVERSITY OF IOWA RESEARCH FOUNDATION; MCKNIGHT, Steven L.; READY, Joseph M.; PIEPER, Andrew A.; WO2015/70234; (2015); A3;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 182275-70-3 , The common heterocyclic compound, 182275-70-3, name is 2-Iodo-6-methoxypyridine, 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.

The mixture of Preparation Ria (1.0 g, 6.51 mmol)), 2-iodo-6-methoxy-pyridine (2.35 g, 9.77 mmol, 1.5 eq.), copper(I)-iodide (125 mg, 0.65 mmol, 0.1 eq.), potassium-phosphatetribasic (2.76 g, 13 mmol, 2 eq.), (1R,2R)-(-)-1,2-diaminocyclohexane (74 mg, 0.65 mmol,0.1 eq.) in PDO (50 ml) was stirred under inert atmosphere for 4 hours at 100 C. The inorganics was filtered off and the filtrate was evaporated. The resulted residue was purified by flash chromatography (DCM).

The synthetic route of 182275-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); 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.182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 20.1 (+-)-3-[(6R,8aS-6-[(6-methoxypyridin-2-yl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile A mixture of 3-[(6R,8aS)-6-ethynylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile (300 mg, 1.18 mmol), 2-iodo-6-methoxypyridine (278 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (137 mg, 0.118 mmol), copper iodide (46 mg, 0.24 mmol), diisopropylethylamine (0.45 mL, 2.6 mmol) and DMF (40 mL) was stirred at RT overnight. 5% EDTA.Na2.2H2O(aq) (2 mL) was added and the reaction mixture was stirred at room for additional 30 min and then concentrated. Flash column chromatography gave the title compound (280 mg, 65%). 1H NMR (400 MHz, CDCl3): delta (ppm) 8.26 (d, 1H), 8.02 (d, 1H), 7.50 (t, 1H), 7.08 (d, 1H), 6.70 (d, 1H), 4.60 (t, 2H), 3.96(s, 1H), 3.52 (d, 1H), 3.38-3.26 (m, 2H), 3.02 (t, 1H), 2.38-2.18 (m, 3H), 2.14-2.04 (m, 1H), 2.00-1.90 (m, 1H), 1.72-1.60 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,182275-70-3, 2-Iodo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); 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.182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 20.1 (+-)-3-[(6R,8aS-6-[(6-methoxypyridin-2-yl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile A mixture of 3-[(6R,8aS)-6-ethynylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile (300 mg, 1.18 mmol), 2-iodo-6-methoxypyridine (278 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (137 mg, 0.118 mmol), copper iodide (46 mg, 0.24 mmol), diisopropylethylamine (0.45 mL, 2.6 mmol) and DMF (40 mL) was stirred at RT overnight. 5% EDTA.Na2.2H2O(aq) (2 mL) was added and the reaction mixture was stirred at room for additional 30 min and then concentrated. Flash column chromatography gave the title compound (280 mg, 65%). 1H NMR (400 MHz, CDCl3): delta (ppm) 8.26 (d, 1H), 8.02 (d, 1H), 7.50 (t, 1H), 7.08 (d, 1H), 6.70 (d, 1H), 4.60 (t, 2H), 3.96(s, 1H), 3.52 (d, 1H), 3.38-3.26 (m, 2H), 3.02 (t, 1H), 2.38-2.18 (m, 3H), 2.14-2.04 (m, 1H), 2.00-1.90 (m, 1H), 1.72-1.60 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,182275-70-3, 2-Iodo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); 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.182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 20.1 (+-)-3-[(6R,8aS-6-[(6-methoxypyridin-2-yl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile A mixture of 3-[(6R,8aS)-6-ethynylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile (300 mg, 1.18 mmol), 2-iodo-6-methoxypyridine (278 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (137 mg, 0.118 mmol), copper iodide (46 mg, 0.24 mmol), diisopropylethylamine (0.45 mL, 2.6 mmol) and DMF (40 mL) was stirred at RT overnight. 5% EDTA.Na2.2H2O(aq) (2 mL) was added and the reaction mixture was stirred at room for additional 30 min and then concentrated. Flash column chromatography gave the title compound (280 mg, 65%). 1H NMR (400 MHz, CDCl3): delta (ppm) 8.26 (d, 1H), 8.02 (d, 1H), 7.50 (t, 1H), 7.08 (d, 1H), 6.70 (d, 1H), 4.60 (t, 2H), 3.96(s, 1H), 3.52 (d, 1H), 3.38-3.26 (m, 2H), 3.02 (t, 1H), 2.38-2.18 (m, 3H), 2.14-2.04 (m, 1H), 2.00-1.90 (m, 1H), 1.72-1.60 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,182275-70-3, 2-Iodo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem