Category: 82454-61-3

Synthetic Route of 82454-61-3, Adding some certain compound to certain chemical reactions, such as: 82454-61-3, name is 5-Ethynylpyridin-2-amine,molecular formula is C7H6N2, 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 82454-61-3.

To a stirring suspension of 310 mg (0.719 mmol) of 3-azido-N-(5-tert-butyl-3- methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide in 2 mL of EtOH and 2 mL of water was added dropwise 4M NaOH until the mixture became homogeneous. A solution of 142 mg (0.719 mmol) of sodium ascorbate in 0.5 mL of water was added, followed by 100 mg (0.719 mmol) 2-amino-4-ethynyl pyridine in 1 mL of EtOH. Finally 0.72 mL of 0.1 M CuS04 was added, and the resulting mixture was stirred vigorously for 14 h. The mixture was then diluted with 40 mL of water and HOAc was added until a precipitate formed and the pH was about 6. The precipitate was filtered and washed with water and hexanes. The solids were chromatographed (0-5percent MeOH/0.5percent NH40H in CH2C12) to provide 321 mg (0.584 mmol ; 81percent) of the title compound. ESI MS nilz 548 [C27H3lN704S-H]-.

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. 82454-61-3, 5-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/90333; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 82454-61-3 ,Some common heterocyclic compound, 82454-61-3, molecular formula is C7H6N2, 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.

Copper (I) iodide (4.22 mg, 0.022 mmol) was added to a stirred mixture of 1-6 (1 g, 2.22 mmol), 5-ethynyl-2-pyridinamine (523.68 mg, 4.43 mmol), TEA (924.23 jiL, 6.65 mmol), PdC12(PPh3)2 (31.11 mg, 0.044 mmol) and PPh3 (11.63 mg, 0.044 mmol) in DMF (10 mL). The mixture was purged with N2 for 5 mm and then it was stirred at 90°C for 5 h. The residue was diluted with water and extracted with EtOAc. The organic layer was separated, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; MeOH/DCM 0/100 to 05/95). The desired fractions were collected and concentrated in vacuo to yield P-3 (923 mg, 92percent).

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. 82454-61-3, 5-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; VAN GOOL, Michiel, Luc, Maria; BORMANS, Guy, Maurits, R; VERBEEK, Joost; (42 pag.)WO2017/103182; (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.82454-61-3, name is 5-Ethynylpyridin-2-amine, molecular formula is C7H6N2, molecular weight is 118.14, as common compound, the synthetic route is as follows.Recommanded Product: 82454-61-3

A solution of 7 (36.0 g), copper(I) iodide (334 mg), bis-(triphenylphosphine)-palladium(II)-dichloride (557 mg), triphenylphosphine (414 mg) and triethylamine (25.5 mE) in MeTHF (145 mE) was treated at 70-75°C. within 2 to 3 hours with a MeTHF solution of 1.1 equiv. of 5-ethynylpyridin-2- ylamine (9) (prepared according to Example 11) and the resulting suspension was subsequently stirred at 70-75°C. for additional 5-10 hours. The mixture was cooled to 30° C. and treated with water (150 mE) and 25percent aqueous ammonium hydroxide solution (30 mE). The biphasic mixture was stirred for 30 minutes and the layers were then allowed to separate for 20 minutes. The aqueous layer was removed and the MeTHF layer was washed twice with a mixture of water (150 mE) and 25percent aqueous ammonium hydroxide solution (30 The MeTHF layer was subsequently washed with water (3x 150 mE). The organic layer was polish filtered, and the filtrate was treated with n-tributylphosphine (1.00 mE). MeTHF was then distilled off and completely replaced by isopropanol (500 mE in total) at atmospheric pressure. The resulting suspension (ca. 250 mE) was heated to reflux and stirred at reflux for 2 hours then cooled to room temperature overnight. The product was filtered and washed with two portions of isopropanol (50 mE). The wet crystals were dried at 50° C. and <30 mbar until constant weight affording 29.45 g (84percent yield based on 7) of compound A as red crystals with a purity of 99.7percent (HPEC, area-percent). At the same time, in my other blogs, there are other synthetic methods of this type of compound,82454-61-3, 5-Ethynylpyridin-2-amine, and friends who are interested can also refer to it. Reference:
Patent; Hoffmann-La Roche Inc; Bachmann, Stephan; Bailey, Daniel; Brice, Jodie; Cedilote, Miall; Dong, Zhiming; Hildbrand, Stefan; Miller, Doreen; Spurr, Paul; Srivastava, Amit; Wichmann, Juergen; Woltering, Thomas; Yang, Jason; Zhang, Pingsheng; US2013/85278; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 82454-61-3, 5-Ethynylpyridin-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, Application In Synthesis of 5-Ethynylpyridin-2-amine, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Ethynylpyridin-2-amine

Copper(I) iodide (6.279 mg, 0.033 mmol) was added to a stirred mixture of intermediate 1-8 (913 mg, 3.297 mmol), 5-ethynyl-2-pyridinamine (779 mg, 6.594 mmol), Et3N (1.4 mL, 9.891 mmol), PdCl2(PPh3)2 (46 mg, 0.0659 mmol) and PPh3 (17.295 mg, 0.0659 mmol) in DMF (7.659 mL). The mixture was purged with nitrogen for 5 min and then it was stirred at 90 ¡ãC for 16h. The mixture was diluted with water and extracted with EtOAc. The organic layer was separated, dried (Na2S04), filtered and the solvents concentrated in vacuo. The crude product was purified by flash column chromatography (silica; MeOH in DCM 0/100 to 6/94). The desired fractions were collected and the solvents concentrated in vacuo. The residue was precipitated with DIPE and filtered to yield intermediate compound 1-24 (581 mg, 66percent) as a yellow solid

The synthetic route of 82454-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; VAN GOOL, Michiel, Luc, Maria; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana, Isabel; ALONSO-DE DIEGO, Sergio-Alvar; DELGADO-GONZALEZ, Oscar; (79 pag.)WO2016/16381; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem