Category: 7169-95-1

Synthetic Route of 7169-95-1 ,Some common heterocyclic compound, 7169-95-1, molecular formula is C7H6BrN3, 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.

EXAMPLE 5(S)-6-(2-hydroxy-2-methylpropyl)-6-isopropyl-3-((S)-l-(4-(2-methyl-[l,2,4]triazolo[l,5-a]pyridin-6-yl)phenyl)ethyl)-l,3-oxazinan-2-oneTo a solution of 6-bromo-2-methyl-[l,2,4]triazolo[l,5-a]pyridine (9.5 mg, 0.045 mmol) in DME (3 mL) was added Pd(PPh3)4 (5.2 mg, 0.0045 mmol) under N2. After being stirred at room temperature for 1 hour, the mixture was added a solution of (2^-6- (2-hydroxy-2-methylpropyl)-6-isopropyl-3-(f5>;l-(4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenyl)ethyl)-l,3-oxazinan-2-one (20 mg, 0.045 mmol) in ethanol (1.5 mL) and saturated NaHCO3 solution(l mL). The mixture was heated to reflux for 2 hours under N2. The reaction mixture was treated with ethyl acetate (10 mL) and water (10 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by preparative HPLC to give f5^-6-(2-hydroxy- 2-methylpropyl)-6-isopropyl-3-(5y)- 1 -(4-(2-methyl-[ 1 ,2,4]triazolo[ 1 ,5-a]pyridin-6-yl) phenyl)ethyl)-l,3-oxazinan-2-one (6.00 mg, 30%). LC-MS Method 2 tR = 0.99 min, m/z = 451. 1H NMR (CD3OD): 0.90 (d, 3H), 1.00 (d, 3H), 1.33 (d, 6H), 1.65 (d, 3H), 1.78 (d, IH), 1.93 (m, 2H), 2.17 (m, IH), 2.28 (m, IH), 2.58 (s, 3H), 2.84 (m, IH), 3.39 (m, IH), 5.73 (q, IH), 7.52 (d, 2H), 7.76 (m, 3H), 8.01 (d, IH), 8.99 (s, IH). (S)-6-(2-hydroxy-2-methylpropyl)-6-isopropyl-3-((S)-l-(4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)phenyl)ethyl)-l,3-oxazinan-2-one was prepared as described in WO 2009/134400 Example 17.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7169-95-1, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; WO2010/91067; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 7169-95-1 ,Some common heterocyclic compound, 7169-95-1, molecular formula is C7H6BrN3, 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 solution of 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90 C. for 5 h and then concentrated. The remaining residue was purified by column chromatography on silica gel to give compound S3.

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. 7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below.

To 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol)Anhydrous 1,4-dioxane (20 mL)Pd2(dba)3 (0.36g, 0.40mmol) was added to the suspension.BINAP (0.49g, 0.79mmol),Benzophenone imine (1.45g, 8.02mmol)And t-BuONa (0.77 g, 8.01 mmol).The reaction mixture was degassed and filled with nitrogen several times.Heat again to 105 C and stir overnight.After the reaction was completed, it was concentrated under reduced pressure.The residue was purified with EtOAc EtOAc EtOAc (EtOAc)The title compound was obtained as a brown liquid (0.34 g, yield 27%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, Adding some certain compound to certain chemical reactions, such as: 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C7H6BrN3, 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 7169-95-1.

To a suspension of 6-bromo-2-methyl-[l,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol) in anhydrous l,4-dioxane (20 mL) were added Pd2(dba)3 (0.36 g, 0.40 mmol), BINAP (0.49 g, 0.79 mmol), diphenylmethanimine (1.45 g, 8.02 mmol) and t-BuONa (0.77 g, 8.01 mmol). The mixture was degassed and refilled with N2 for several times and heated to 105 C and stirred overnight. The mixture was concentrated in vacuo and the residue was purified by silica chromatography (EtOAc/PE (v/v) = 1/2 to 1/1 to EtOAc 100%) to afford the title compound as brown liquid (0.34 g, yield 27%).MS (ESI, pos. ion) m/z: 313.0 [M+H]+;1H NMR (400 MHz, CDCl3) d (ppm): 7.97-7.92 (m, 1H), 7.76 (d, J = 7.5 Hz, 2H), 7.51 (t, J = 7.3 Hz, 1H), 7.47-7.37 (m, 3H), 7.36-7.28 (m, 3H), 7.14 (dd, J= 7.4, 1.7 Hz, 2H), 6.99 (dd, J = 9.3, 1.8 Hz, 1H), 2.53 (s, 3H).

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. 7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, Adding some certain compound to certain chemical reactions, such as: 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C7H6BrN3, 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 7169-95-1.

To a suspension of 6-bromo-2-methyl-[l,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol) in anhydrous l,4-dioxane (20 mL) were added Pd2(dba)3 (0.36 g, 0.40 mmol), BINAP (0.49 g, 0.79 mmol), diphenylmethanimine (1.45 g, 8.02 mmol) and t-BuONa (0.77 g, 8.01 mmol). The mixture was degassed and refilled with N2 for several times and heated to 105 C and stirred overnight. The mixture was concentrated in vacuo and the residue was purified by silica chromatography (EtOAc/PE (v/v) = 1/2 to 1/1 to EtOAc 100%) to afford the title compound as brown liquid (0.34 g, yield 27%).MS (ESI, pos. ion) m/z: 313.0 [M+H]+;1H NMR (400 MHz, CDCl3) d (ppm): 7.97-7.92 (m, 1H), 7.76 (d, J = 7.5 Hz, 2H), 7.51 (t, J = 7.3 Hz, 1H), 7.47-7.37 (m, 3H), 7.36-7.28 (m, 3H), 7.14 (dd, J= 7.4, 1.7 Hz, 2H), 6.99 (dd, J = 9.3, 1.8 Hz, 1H), 2.53 (s, 3H).

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. 7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem