Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 124236-37-9, Methyl 5-(trifluoromethyl)picolinate, 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, Quality Control of Methyl 5-(trifluoromethyl)picolinate, blongs to pyridine-derivatives compound. Quality Control of Methyl 5-(trifluoromethyl)picolinate

5-trifluoromethyl-2-pyridine carboxylic acid methyl ester (m) (1.03g, 5 . 0mmol) and meta-chloroperoxybenzoic acid (1.2g, 7 . 0mmol) dissolved in dichloromethane (15 ml) stirred at 60 C for 6 hours, to remove the solvent by silica gel column chromatography purification to obtain the product (n) (387 mg, 1 . 8mmol).

The synthetic route of 124236-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Jikai Medical Technology Co., Ltd.; Ge, Yu; (54 pag.)CN105218523; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1187322-51-5, 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.1187322-51-5, name is 6-Amino-5-iodonicotinonitrile, molecular formula is C6H4IN3, molecular weight is 245.02, as common compound, the synthetic route is as follows.

b) Synthesis of 6-amino-5-(4-fluorophenylethynyl)nicotinonitrile The iodine compound prepared above (300 mg), copper(I) iodide (20 mg) and caesium carbonate (1.7 g) are combined in a three-necked flask and dried at 100 C. in vacuo for 1 h. THF (50 ml), 1-ethyne-4-fluorobenzene (250 mg) and Pd(dppf)2Cl2*CH2Cl2 (78 mg) are subsequently added under nitrogen. The batch is stirred at 100 C., during which a black suspension forms. For work-up, the cooled reaction mixture is added to water and subsequently extracted with ethyl acetate. The organic phase is dried and evaporated. The residue is purified by chromatography, giving 220 mg of the title compound. HPLC [Rt] 3.31 min; [M+H]+238.

The chemical industry reduces the impact on the environment during synthesis 1187322-51-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Heinrich, Timo; Rohdich, Felix; Esdar, Christina; Krier, Mireille; Greiner, Hartmut; US2015/218155; (2015); 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. 800401-70-1, name is Ethyl 5-bromo-1H-pyrrolo-[2,3-c]-pyridine-2-carboxylate, molecular formula is C10H9BrN2O2, 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: C10H9BrN2O2

Sodium hydroxide solution (L. lmL, 2M, 2.23mmol) was added to a solution of 5-BROMO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid ethyl ester (Preparation 26, 500MG, 1. 86MMOL) in ethanol (20mL), and the reaction mixture heated under reflux for 1. 5h and then concentrated in vacuo. The residue was dissolved in water (15ML) and acidified with acetic acid resulting in formation of a brown precipitate. The solid was collected by filtration and dried to give the title compound as a brown SOLID. AH (d6 DMSO): 7.08 (1H, s), 7.97 (1H, s), 8.60 (1H, s); m/z (ES+) = 241 [M+ H] +.

With the rapid development of chemical substances, we look forward to future research findings about 800401-70-1.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62674-71-9, 2-Iodo-6-methylpyridine, 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, Safety of 2-Iodo-6-methylpyridine, blongs to pyridine-derivatives compound. Safety of 2-Iodo-6-methylpyridine

The title compound was prepared following the procedure reported above for the compound of Example 1 replacing Compound llOa for Compound la and 2-iodo-6-methylpyridine for 3-chlorobenzoyl chloride. After the usual work-up, the reaction crude was purified by automated flash chromatography (SP1® Biotage, 10 g SNAP column) eluting with PE – EtOAc gradient from 9:1 to 6:4 affording the title product as a dense colourless oil (77.8 percent). E/Z mixture 55:45 (1H-NMR).UPLC-MS [M+H]= 353.16, 353.231H NMR (400 MHz, CHLOROFORM-d) mix of isomers oe ppm 7.57 (br s, 2 H), 7.20 – 7.27 (m, 2 H), 7.10 (br d, 2 H), 5.69 (s, 1 H) and 5.62 (s, 1 H), 3.26 – 3.41 (m, 4 H), 2.82 (s, 2 H), 2.59 (br s, 6 H), 2.51 (s, 2 H) and 2.53 (br s,2 H), 2.23 – 2.34 (m, 4 H), 2.21 (m, 2 H) and 1.94 – 2.12 (m, 4 H), 1.62 – 1.81 (m, 4 H), 1.49 (m, 18 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62674-71-9, 2-Iodo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA SPA; RIVA, Carlo; GRAZIANI, Davide; LONGHI, Matteo; CALLEGARI, Elisa; FRIGERIO, Fabio; ANGELICO, Patrizia; (197 pag.)WO2019/2571; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 849068-61-7 ,Some common heterocyclic compound, 849068-61-7, molecular formula is C8H5BrN2O2, 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.

To a mixture of 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (20 g, 82.99 mmol) in MeOH (200 mL) was added SOCl2 (30ml) dropwise at room temperature. After addition, the resulting mixture was heated to 70 C and stirred overnight. TLC (EtOAc) showed the reaction was completed. The solvent was removed in vacuo and then aqueous NaHCO3 (20 mL) was added at which time a precipitate formed. The solid was filtered and dried to give methyl 5-bromo-1H-pyrrolo[2,3-b]pyridine-3- carboxylate (15.3g, 72.3%) as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,849068-61-7, its application will become more common.

Reference:
Patent; PFIZER INC.; THORARENSEN, Atli; BROWN, Matthew Frank; CASIMIRO-GARCIA, Agustin; CHE, Ye; FLANAGAN, Mark Edward; GILBERT, Adam Matthew; HAYWARD, Matthew Merrill; TELLIEZ, Jean-Baptiste; UNWALLA, Rayomand Jal; TRUJILLO, John I.; LIANG, Sidney Xi; (212 pag.)WO2016/178110; (2016); 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

Reference of 127406-55-7, 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. 127406-55-7, name is 4-Pyridin-3-yl-benzaldehyde, molecular formula is C12H9NO, 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.

[4-(6-Ethyl-thieno[2,3-d]pyrimidin-4-yl)-piperazin-1-yl]-(4-pyridin-3-yl-phenyl)-methanone The target acid was obtained (50 mg) by essentially following Step 1 of Example 437 using 4-pyridin-3-yl-benzaldehyde in place of 4-pyridin-4-yl-benzaldehyde. ES-MS: (M+H)+200

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 127406-55-7, 4-Pyridin-3-yl-benzaldehyde.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/153556; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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 compound B-141 (8.0 g, 49 mmol) in anhydrous tetrahydrofuran (80 mL) was added DIBAL-H (98 mL, 1 M in hexane) dropwise at -78 C. The mixture was stirred at -78 C for 2 hours until TLC showed the reaction was complete. The reaction was quenched with 50 mL of aqueous saturated ammonium chloride solution at 0 C and filtered, and the filtrate was concentrated in vacuo to give compound B-142 (5.7 g, crude) as a brown oil. The crude product was used for the next step without any further purification.

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 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 380380-64-3, 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.380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine, molecular formula is C7H6BrN5, molecular weight is 240.06, as common compound, the synthetic route is as follows.

Under nitrogen protection, to 35.3L of tetrahydrofuran was added 3-fluoro-4-bromophenylcarbamic acid benzyl ester 4.7Kg (14.5mol), stirred at 20 ~ 30 and added zinc powder 3.8Kg (58.1mol), 27.4 g (0.145 mol) of cobaltocene, stirred at 20 C. to 30 C. for 4 hours to 5 hours, filtered, and washed with 11.7 L of tetrahydrofuran to obtain a solution stored under nitrogen, which is a solution of terdazolamide intermediate III.The solution of teridazole amine phosphate intermediate III was stirred at 20 C to 30 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazole 3.83Kg (15.95mol) and sodium carbonate 3.1Kg were added (29.2mol), tris (dibenzylideneacetone) dipalladium 26.5g (0.029mol), heated to 65 C to 70 C and stirred for 5 hours to 6 hours.After cooling, filter through 2.5Kg of diatomaceous earth, add 10L of tetrahydrofuran and 15% saline in mass concentration to the mother liquor (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline). After 4L, organic Separate the phases to dry, concentrate in vacuum (temperature 35 C- 55 C , pressure -0.08MPa -0.1MPa) to dryness, draw 30L of ethyl acetate, heat to 70 C- 75 C and stir for 0.5 hours to 1 hour, cool to Stir at 0 to 10 C for 1 to 2 hours, centrifuge, rinse three times with 3L of ethyl acetate, vacuum dry (vacuum degree -0.01MPa to -0.1MPa, temperature 45 C to 55 C) for 16 hours to obtain an off-white solid Tedizolid phosphate intermediate II 4.36kg, total yield 74.4%. HPLC purity 98.74%.

Statistics shows that 380380-64-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1034467-27-0, 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.1034467-27-0, name is 2-Fluoro-4-iodo-5-(methoxymethoxy)pyridine, molecular formula is C7H7FINO2, molecular weight is 283.04, as common compound, the synthetic route is as follows.

Preparation 476-Fluoro-4-iodo-pyridin-3 -olAdd HCl (3 M in water, 31 mL, 93.0 mmol) to a solution of 2-fluoro-4-iodo-5- methoxymethoxy-pyridine (3.9 g, 13.8 mmol) in THF (20 mL). Stir the mixture at 60 0C for 3 h and cool down the mixture. Adjust the pH to 7 with slow addition of a saturated aqueous sodium bicarbonate solution. Extract the solution with ethyl acetate three times. Wash the organic layer with aqueous saturated sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to afford the title compound (3.2 g, 97 %) as a yellow solid. MS (ES) m/z 240 [M+ 1]+.

The chemical industry reduces the impact on the environment during synthesis 1034467-27-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem