Category: 72093-13-1

Adding a certain compound to certain chemical reactions, such as: 72093-13-1, 6-Chloro-2,3-dimethylpyridine, 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, 72093-13-1, blongs to pyridine-derivatives compound. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

A mixture of 6-chloro-2,3-dimethylpyridine (400 mg), N-(czs-4-aminocyclohexyl)-3-chloro- 4-fluorobenzamide obtained in step A of example 1 (841 mg), and BuOH (0.8 mL) was heated in a microwave synthesizer at 180 0C for 20 min and 230 0C for 50 min. The mixture was diluted with CHCl3 and added to aqueous saturated NaHCO3. The aqueous layer was extracted with CHCl3 three times. The combined organic layer was dried over MgSO4, filtrated, concentrated under reduced pressure, and purified by medium-pressure liquid chromatography (NH-silica gel, 20% to 99% EtOAc EPO in hexane and silica gel, 3% to 5% MeOH in CHCl3) to give 3-chloro-N-{c/s-4-[(5,6- dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide. To a solution of the above material in EtOAG (3 mL) was added 4 M hydrogen chloride in EtOAc (0.18 mL). The mixture was stirred at ambient temperature for 4 h and concentrated under reduced pressure. The residue was suspended in Et2O and the suspension was stirred at ambient temperature. The precipitate was collected by filtration, washed with Et2O, and dried at 80 0C under reduced pressure to give 3-chloro-N-{c-4- [(5,6-dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide hydrochloride (112 mg) as a colorless powder.1H NMR (300 MHz, CDCl3, delta): 1.70-2.01 (m, 8H), 2.19 (s, 3H), 2.53 (s, 3H), 3.74-3.84 (m, IH), 4.04-4.20 (m, IH), 6.56 (d, J= 9.0 Hz, IH), 6.63 (d, J= 8.9 Hz, IH), 7.18 (t, J= 8.6 Hz, IH), 7.59 (d, J= 8.9 Hz, IH), 7.67-7.74 (m, IH), 7.94 (dd, J= 7.1, 2.3 Hz, IH), 8.71 (d, J= 8.6 Hz, IH), 14.74 (brs, IH); ESI MS m/z 376 [M (free)++l, 100%].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72093-13-1, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS, INC.; WO2006/35967; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72093-13-1, 6-Chloro-2,3-dimethylpyridine, 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, 72093-13-1, blongs to pyridine-derivatives compound. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

A mixture of 6-chloro-2,3-dimethylpyridine (400 mg), N-(czs-4-aminocyclohexyl)-3-chloro- 4-fluorobenzamide obtained in step A of example 1 (841 mg), and BuOH (0.8 mL) was heated in a microwave synthesizer at 180 0C for 20 min and 230 0C for 50 min. The mixture was diluted with CHCl3 and added to aqueous saturated NaHCO3. The aqueous layer was extracted with CHCl3 three times. The combined organic layer was dried over MgSO4, filtrated, concentrated under reduced pressure, and purified by medium-pressure liquid chromatography (NH-silica gel, 20% to 99% EtOAc EPO in hexane and silica gel, 3% to 5% MeOH in CHCl3) to give 3-chloro-N-{c/s-4-[(5,6- dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide. To a solution of the above material in EtOAG (3 mL) was added 4 M hydrogen chloride in EtOAc (0.18 mL). The mixture was stirred at ambient temperature for 4 h and concentrated under reduced pressure. The residue was suspended in Et2O and the suspension was stirred at ambient temperature. The precipitate was collected by filtration, washed with Et2O, and dried at 80 0C under reduced pressure to give 3-chloro-N-{c-4- [(5,6-dimethylpyridin-2-yl)amino]cyclohexyl}-4-fluorobenzamide hydrochloride (112 mg) as a colorless powder.1H NMR (300 MHz, CDCl3, delta): 1.70-2.01 (m, 8H), 2.19 (s, 3H), 2.53 (s, 3H), 3.74-3.84 (m, IH), 4.04-4.20 (m, IH), 6.56 (d, J= 9.0 Hz, IH), 6.63 (d, J= 8.9 Hz, IH), 7.18 (t, J= 8.6 Hz, IH), 7.59 (d, J= 8.9 Hz, IH), 7.67-7.74 (m, IH), 7.94 (dd, J= 7.1, 2.3 Hz, IH), 8.71 (d, J= 8.6 Hz, IH), 14.74 (brs, IH); ESI MS m/z 376 [M (free)++l, 100%].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72093-13-1, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS, INC.; WO2006/35967; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 72093-13-1, name is 6-Chloro-2,3-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

To a mixture of l-Boc-4-hydroxypiperidine (CAS: 109384-19-2, 200 mg, 0.99 mmol) in DMF (3.847 mL), were added NaH (60% dispersion in mineral oil, 79.5 mg, 1.99 mmol) and l5-crown-5 (198.4 mE, 1.19 mmol). Then 6-chloro-2,3-dimethylpyridine (154.78 mg, 1.09 mmol) was added and the mixture was stirred at 80 C for 16 h. Then additional NaH (60% dispersion in mineral oil, 39.75 mg, 0.99 mmol) was added and the mixture was stirred at 80 C for 20 h. Then water was added at 0 C and the mixture was extracted with DCM. The organic layer was separated, dried, filtered and the solvents concentrated in vacuo. The crude was purified by flash column chromatography (silica, EtOAc in heptane 0/100 to 70/30). The desired fractions were collected and the solvents concentrated in vacuo to give intermediate 120 (134.1 mg, 44%) as a colourless oil

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Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (245 pag.)WO2019/243530; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem