Category: 75073-11-9

Adding a certain compound to certain chemical reactions, such as: 75073-11-9, 5-Iodo-6-methylpyridin-2-amine, 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, Recommanded Product: 75073-11-9, blongs to pyridine-derivatives compound. Recommanded Product: 75073-11-9

5-Iodo-6-methylpyridin-2-ylamine (2.00 g, 8.55 mmol), IH-[1, 2,4] triazole (590 mg, 8.55 mmol), CuI (80.0 mg, 430 mumol), K3PO4 (3.80 g, 18.0 mmol) and N,N-dimethylethane- 1,2-diamine (190 muL, 1.71 mmol) in DMF (20 mL) were heated in the microwave at 15O0C for 9 h. The reaction mixture was cooled to ambient temperature and diluted with H2O and EtOAc. The aqueous layer was extracted with EtOAc (6x) and the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. Purification by column chromatography (EtOAc-IH; 1:9) afforded the title compound: RT = 0.26 min; mlz (ES+) = 175.97 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75073-11-9, 5-Iodo-6-methylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; PROSIDION LIMITED; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; WO2010/4345; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 75073-11-9, 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.75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.

(B) 6-iodo-5-methylimidazo[1,2-a]pyridine (0308) To a solution of 5-iodo-6-methylpyridin-2-amine (7.5 g, 32 mmol) in ethanol (400 mL) was added 2-chloroacetaldehyde aqueous solution (18 mL, 40%), and the mixture was stirred at 80 C for 16 hr. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with water, neutralized with 30% aqueous sodium hydroxide solution, and extracted with dichloromethane (150 mL×3). The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained solid was washed with ethyl acetate to give the title compound (6.0 g). MS: [M+H]+ 259.1

Statistics shows that 75073-11-9 is playing an increasingly important role. we look forward to future research findings about 5-Iodo-6-methylpyridin-2-amine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KIMURA, Eiji; MIYANOHANA, Yuhei; OGINO, Masaki; TANAKA, Yuta; FUSHIMI, Makoto; OKAWA, Tomohiro; HANYA, Yuki; KOIKE, Tatsuki; (67 pag.)EP3239150; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 75073-11-9, 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.75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.

(B) 6-iodo-5-methylimidazo[1,2-a]pyridine (0308) To a solution of 5-iodo-6-methylpyridin-2-amine (7.5 g, 32 mmol) in ethanol (400 mL) was added 2-chloroacetaldehyde aqueous solution (18 mL, 40%), and the mixture was stirred at 80 C for 16 hr. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with water, neutralized with 30% aqueous sodium hydroxide solution, and extracted with dichloromethane (150 mL×3). The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained solid was washed with ethyl acetate to give the title compound (6.0 g). MS: [M+H]+ 259.1

Statistics shows that 75073-11-9 is playing an increasingly important role. we look forward to future research findings about 5-Iodo-6-methylpyridin-2-amine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KIMURA, Eiji; MIYANOHANA, Yuhei; OGINO, Masaki; TANAKA, Yuta; FUSHIMI, Makoto; OKAWA, Tomohiro; HANYA, Yuki; KOIKE, Tatsuki; (67 pag.)EP3239150; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75073-11-9 ,Some common heterocyclic compound, 75073-11-9, molecular formula is C6H7IN2, 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.

5-Iodo-6-methylpyridin-2-amine (361 mg, 1.54 mmol), DMF (6.17 mL), tribasic potassium phosphate (655 mg, 3.08 mmol), and N,iV-dimethylethylenediamine (27 mg, 0.31 mmol) were added to a microwave vial. The vial was then flushed and purged 3 times with argon before adding copper(I) iodide (1 mg, 0.077 mmol). The vial was again flushed and purged 3 times with argon and was then sonicated for 30 minutes. The vial was heated for 2 hours at 200C via microwave irradiation, cooled to room temperature, and then again heated for 16 hours at 200C via microwave irradiation. The reaction mixture was filtered and purified by reverse phase HPLC (5-30% acetonitrile/water with 0.1% TFA, linear gradient) to afford a mixture of 6-methylpyridin-2-amine TFA salt, 6-methyl-5-(2H-l,2,3-triazol-2-yl)pyridin-2- amine TFA salt and 6-methyl-5-(lH-l,2,3-triazol-l-yl)pyridin-2-amine TFA salt that was subsequently used without further purification. MS ESI calc’d. for CgHjoNs [M + H]+ 176, found 176.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75073-11-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank; WO2013/52394; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 75073-11-9, 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.75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.

3. Take 12.20 g of compound 10 and 14.60 g of p-acetamidobenzenesulfonyl chloride (compound 4), add it to 200 mL of pyridine, and stir at room temperature for 24 h. Under vacuum, remove the organic reagents to a volume of 50 mL. 200 mL of water was added and a precipitate formed. The precipitate was filtered, washed with 200 mL of water, and dried under vacuum to obtain 9.40 g (compound 11) of a white powder with a yield of about 42%.

Statistics shows that 75073-11-9 is playing an increasingly important role. we look forward to future research findings about 5-Iodo-6-methylpyridin-2-amine.

Reference:
Patent; China Agricultural University; Wang Zhanhui; Shen Jianzhong; Wen Kai; Li Chenglong; Yu Xuezhi; Zhang Suxia; Shi Weimin; Yu Wenbo; (19 pag.)CN110713457; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75073-11-9, 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. 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, 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 a mixture of 5-iodo-6-methylpyridin-2-amine (prepared as in WO 02/37927; 3.Og, 12.82mmol), anhydrous potassium carbonate (3.54g, 25.64mmol), sodium methanethiolate (1.8g, 25.64mmol) and cuprous iodide (245mg, 1.28mmol) in isopropanol (41ml), ethylene glycol (1.43ml, 25.64mmol) was added. The reaction was stirred at 80 0C under nitrogen for 24 hours. The reaction mixture was diluted with EtOAc and filtered. The filter washed with EtOAc. The filtrate was taken and washed with water. The mixture was filtered through a celite pad and the filter was washed with water and EtOAc. The organic layer was separated and washed in turn with water, saturated sodium chloride, dried with anhydrous sodium sulphate, filtered and evaporated. The residue was dissolved in ether and treated with excess hydrogen chloride in 1,4-dioxane. The precipitated solid was filtered, washed with ether and dried. The hydrochloride salt was dissolved in water and the pH of the solution was adjusted EPO to 12 with 40% sodium hydroxide solution. The aqueous layer was extracted with DCM (twice). The organic layers were combined, dried with anhydrous sodium sulphate, filtered and evaporated to give the title compound as a waxy solid (1.78g, 90%). NMR: 2.25 (s, 3H), 2.34 (s, 3H), 5.87 (s, 2H)S 6.27 (d, IH), 7.33 (d, IH); m/z 155.

According to the analysis of related databases, 75073-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, 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. Formula: C6H7IN2

EXAMPLE 255: 6-methyl-5- -(trifluoromethyl)-lH-indazol-4-yl)pyridin-2-amine [0802] To a mixture of 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)- lH-indazole (0.05 g, 0.160 mmol), 5-iodo-6-methylpyridin-2-amine (0.025 g, 0.107 mmol) and PdCl2(dppf) (0.012 g, 0.016 mmol) in dioxane (1.5 mL) was added 2N sodium carbonate (0.160 mL, 0.320 mmol). The reaction mixture was heated in a microwave reactor at 130C for 50 minutes. LCMS showed incomplete conversion of the starting material, so the reaction mixture was heated at 130C for an additional 50 minutes. LCMS again showed incomplete conversion. More catalyst was added, and the reaction mixture was again heated at 130C for 50 minutes. The reaction mixture was subsequently filtered through a micro filtration frit, which was rinsed with methanol. The solvents were removed in vacuo. The residue was taken up in DMSO and methanol (1 : 1) and was purified by preparative HPLC, eluting with 25% ACN (containing 0.035% TFA) in H20 (containing 0.05% TFA). The product-containing fractions were dried under vacuum to give a TFA salt of the title compound as a tan film (12 mg, 26%). 1H NMR (400 MHz, DMSO-d6) delta ppm 2.32 (s, 3 H), 6.94 (d, J=9.35 Hz, 1 H), 7.37 (s, 1 H), 7.97 (d, J=8.84 Hz, 1 H), 8.02 (s, 1 H), 8.14 (s, 1 H); ESI-MS m/z [M+H]+ calc’d for Ci4HnF3N4, 293.1; found 293.2

With the rapid development of chemical substances, we look forward to future research findings about 75073-11-9.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75073-11-9, 5-Iodo-6-methylpyridin-2-amine, 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, 75073-11-9, blongs to pyridine-derivatives compound. Quality Control of 5-Iodo-6-methylpyridin-2-amine

To a suspension of 2 g of 5-iodo-6-methylpyridine-2-amine in 15 mL of dimethoxyethane are added 1.3 mL of ethyl bromopyruvate. The reaction mixture is stirred at 20 C. for 16 hours and then concentrated to dryness, taken up in 15 mL of ethanol, refluxed for 2.5 hours and finally concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and saturated sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and concentrated to dryness under reduced pressure to give 2.77 g of ethyl 6-iodo-5-methyl(pyrid-2-yl)imidazo[1,2-a]pyridine-2-carboxylate in the form of a beige-coloured solid.1H NMR spectrum (DMSO-d6, delta in ppm): 1.33 (t, J=7.1 Hz, 3H), 2.84 (s, 3H), 4.33 (q, J=7.1 Hz, 2H), 7.34 (d, J=9.3 Hz, 1H), 7.66 (d, J=9.3 Hz, 1H), 8.48 (s, 1H).Mass spectrum (LC-MS-DAD-ELSD): m/z 331 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75073-11-9, its application will become more common.

Reference:
Patent; sanofi-aventis; US2010/317675; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, 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. Formula: C6H7IN2

EXAMPLE 255: 6-methyl-5- -(trifluoromethyl)-lH-indazol-4-yl)pyridin-2-amine [0802] To a mixture of 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)- lH-indazole (0.05 g, 0.160 mmol), 5-iodo-6-methylpyridin-2-amine (0.025 g, 0.107 mmol) and PdCl2(dppf) (0.012 g, 0.016 mmol) in dioxane (1.5 mL) was added 2N sodium carbonate (0.160 mL, 0.320 mmol). The reaction mixture was heated in a microwave reactor at 130C for 50 minutes. LCMS showed incomplete conversion of the starting material, so the reaction mixture was heated at 130C for an additional 50 minutes. LCMS again showed incomplete conversion. More catalyst was added, and the reaction mixture was again heated at 130C for 50 minutes. The reaction mixture was subsequently filtered through a micro filtration frit, which was rinsed with methanol. The solvents were removed in vacuo. The residue was taken up in DMSO and methanol (1 : 1) and was purified by preparative HPLC, eluting with 25% ACN (containing 0.035% TFA) in H20 (containing 0.05% TFA). The product-containing fractions were dried under vacuum to give a TFA salt of the title compound as a tan film (12 mg, 26%). 1H NMR (400 MHz, DMSO-d6) delta ppm 2.32 (s, 3 H), 6.94 (d, J=9.35 Hz, 1 H), 7.37 (s, 1 H), 7.97 (d, J=8.84 Hz, 1 H), 8.02 (s, 1 H), 8.14 (s, 1 H); ESI-MS m/z [M+H]+ calc’d for Ci4HnF3N4, 293.1; found 293.2

With the rapid development of chemical substances, we look forward to future research findings about 75073-11-9.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75073-11-9, 5-Iodo-6-methylpyridin-2-amine, 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, 75073-11-9, blongs to pyridine-derivatives compound. Quality Control of 5-Iodo-6-methylpyridin-2-amine

To a suspension of 2 g of 5-iodo-6-methylpyridine-2-amine in 15 mL of dimethoxyethane are added 1.3 mL of ethyl bromopyruvate. The reaction mixture is stirred at 20 C. for 16 hours and then concentrated to dryness, taken up in 15 mL of ethanol, refluxed for 2.5 hours and finally concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and saturated sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and concentrated to dryness under reduced pressure to give 2.77 g of ethyl 6-iodo-5-methyl(pyrid-2-yl)imidazo[1,2-a]pyridine-2-carboxylate in the form of a beige-coloured solid.1H NMR spectrum (DMSO-d6, delta in ppm): 1.33 (t, J=7.1 Hz, 3H), 2.84 (s, 3H), 4.33 (q, J=7.1 Hz, 2H), 7.34 (d, J=9.3 Hz, 1H), 7.66 (d, J=9.3 Hz, 1H), 8.48 (s, 1H).Mass spectrum (LC-MS-DAD-ELSD): m/z 331 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75073-11-9, its application will become more common.

Reference:
Patent; sanofi-aventis; US2010/317675; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem