Category: 24415-66-5

Synthetic Route of 24415-66-5, 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.24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.

Example 56[0486]5-Methyl-N- {1- [4- (trifluoromethyl) phenyl] cyclopropyl} [1, 2, 4] triazolo [1, 5-a] pyrimidin-7-amine[0487][0488]Step 1: 5-Methyl-N- {1- [4- (trifluoromethyl) phenyl] cyclopropyl} [1, 2, 4] triazolo [1, 5-a] pyrimidin-7-amine[0489][0490]To a solution of commercially available 7-chloro-5-methyl- [1, 2, 4] -triazolo [1, 5-a] pyrimidine (25 mg, 0.148 mmol) and 1- [4- (trifluoromethyl) phenyl] cyclopropanamine hydrochloride (45.5 mg, 0.178 mmol) in anhydrous NMP (0.5 mL) in a 2-5 mL microwave vial was added dropwise via syringe DIEA (0.2 mL, 1.145 mmol) and the resulting solution heated via oil bath to 120 overnight. The reaction was allowed to cool and was quenched with 1 mL of sat’ d sodium bicarbonate soln. The solution was diluted with 5 mL ethyl acetate. The organic layer was separated, the aqueous was re-extracted with 2.5 mL of ethyl acetate and the organics then combined. The organics were washed with 1 mL water, dried over sodium sulfate, filtered and the filtrate concentrated to dryness. The residue was purified by reverse phase HPLC (10-90acetonitrile in water with 0.05TFA) to afford the product as a white fluffy solid. LC-MS (+ESI) m/z 334.1HNMR(500 MHz, CD3OD) delta: 8.56 (s, 1H) , 7.62 (d, J 8.6 Hz, 2H) , 7.44 (d, J 8.6 Hz, 2H) , 6.40 (s, 1H) , 5.17 (q, J 6.8 Hz, 1H) , 2.52 (s, 3 H) , 1.71-1.66 (m, 2H) , 1.64-1.61 (m, 2H) .

Statistics shows that 24415-66-5 is playing an increasingly important role. we look forward to future research findings about 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MORRIELLO, Gregori J.; CHANG, Lehua; FOSTER, Ashley; CHEN, Yili; DWYER, Michael; GUO, Zack Zhiqiang; WANG, Ming; XU, Shimin; BO, Yingjian; FU, Jianmin; (250 pag.)WO2017/277; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 24415-66-5, Adding some certain compound to certain chemical reactions, such as: 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine,molecular formula is C6H5ClN4, 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 24415-66-5.

The preparation method of the compound e14 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol1-(2-fluorobenzyl)-1H-indole was added to a 10 mL microwave reaction tube.Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e14.The compound e14 is a yellow solid with a yield of 82%.

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. 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 24415-66-5 , The common heterocyclic compound, 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, 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.

The preparation method of the compound e12 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol.1-(4-bromobenzyl)-1H-indole was added to a 10 mL microwave reaction tube.Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e12.The compound e12 is a yellow solid with a yield of 85%.

The synthetic route of 24415-66-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 24415-66-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 324 mg (about 1.5 mmol)1-(prop-2-yn-1-yl)-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 117 mg of pure product e23 as a green solid with a yield of 81%;

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 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 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

LDA (2 M in cyclohexane/ethylbenzene/THF; 32.04 mL, 64.09 mmol) was added dropwise to a stirred solution of intermediate 115 (19 g, 61.03 mmol) in THF (244 mL) at -78 C to -60 C under nitrogen atmosphere. The mixture was stirred at -60 C for 40 minutes. Then 7-chloro-5-methyl-[l,2,4]triazolo[l,5-a]pyrimidine (CAS: 24415-66-5; 10.29 g, 61.03 mmol) dissolved in the minimum amount of THF was added dropwise and the mixture was stirred at -60 C to -70 C for 1 h. The mixture was quenched with NH4CI (aq. sat. soltn.) and concentrated in vacuo. The residue was partitioned between EtOAc and water. The layers were separated and the aqueous layer was extracted with EtOAc (x 2). The combined organic layers were dried (MgS04), filtered and concentrated in vacuo yielding intermediate 116 (27 g, 99.7% yield) used as such in the subsequent reaction step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres Avelino; ALCAZAR-VACA, Manuel Jesus; (192 pag.)WO2018/154133; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 24415-66-5, Adding some certain compound to certain chemical reactions, such as: 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine,molecular formula is C6H5ClN4, 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 24415-66-5.

General procedure: A mixture of 4 (50 mg; 0.296 mmol), Na2CO3 (60.74 mg; 0.592 mmol), Pd(PPh3)4 (34.66 mg; 0.030 mmol) and boronic acid (1.5 equiv.) was heated at 130 C in dioxane/water (4/1, 3 mL) for 3h. The reaction was followed by TLC. After completion, the mixture was filtered by celite and concentrated under vacuum. The solid obtained was submitted to a column chromatography. The increase of polarity in solvent gradient was made from neat petroleum ether to mixture of AcOEt/petroleum ether (6:4).

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. 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Loubidi, Mohammed; Moutardier, Anais; Campos, Joana F.; Berteina-Raboin, Sabine; Tetrahedron Letters; vol. 59; 11; (2018); p. 1050 – 1054;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 24415-66-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 8: S-CCSR^RH-Methyl-S-CmethyKS-methyl-Il^^ltriazoloIl^-alphalpyrimidin-T- yl)amino)piperidin-l-yI)-3-oxopropanenitrile (56)To a solution of 7-chloro-5-methyl-[l,2,4]triazolo[l,5-a]pyrimidine (55) (0.145 g, 0.865 mmol) in dioxane (2 niL) was added 3-((3i?,4i?)-4-methyl-3-(methylamino)piperidin- 1 -yl)-3- oxopropanenitrile hydrochloride (21) (0.2 g, 0.86 mmol), potassium carbonate (0.119 g, 0.86 mmol), water (5 mL) and heated with stirring at 100 C for 4 h. The reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined washed with water (20 mL), brine (10 mL), dried and concentrated in vacuum. The crude residue obtained was purified by flash column chromatography (silica gel 12 g, eluting with 0-50% CMA 80 in chloroform) to afford (56) which was re-crystallized from ethyl acetate to furnish 3- ((3i?,4i?)-4-Methyl-3-(methyl(5-methyl-[l,2,4]triazolo[l,5-alpha]pyrimidin-7-yl)amino)piperidin-l-yl)- 3-oxopropanenitrile (56) (18 mg, 6.35%) as a white solid; mp 119.3 0C. 1HNMR (300 MHz, DMSO) delta 8.37 (2s, IH), 6.43 (2s, IH), 5.26 – 5.04 (m, IH), 4.22 – 4.02 (m, 2H), 3.93 – 3.72 (m, 2H), 3.67 – 3.40 (m, IH), 3.30 – 3.14 (m, IH), 3.11 (2s, 3H), 2.47 (2s, 3H), 2.40 – 2.27 (m, IH), 1.79 – 1.48 (m, 2H), 1.05 (2d, J= 7.2, 3H); MS (ES+) 328.2 (100%: M+1); HPLC [(Zorbax SBC3, 3.0 x 150 mm, 5 mum, with a ZGC SBC3, 2.1 x 12.5 mm guard cartridge, “A” Buffer=(98% of 0.1 M Ammonium Acetate in 2% acetonitrile) “B” Buffer=100% Acetonitrile, UV Absorbance; Rt – 26.69, (99.51 %); Analysis: Calcd for C16H21N7O ? 0.25 H2O: C, 57.90; H, 6.52; N, 29.54; Found: C, 57.95; H, 6.48; N, 29.29.

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 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 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Safety of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

Take about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol1-(4-fluorobenzyl)-1H-indole-5-carbonitrile and added to a 10 mL microwave reaction tube.Adding 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst, sealing and stirring to 100 C and reacting for about 6 h;Then, the reaction system was monitored by TLC. After the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e1.The compound e1 is a yellow solid, and the yield is about 86% by detection.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 24415-66-5 , The common heterocyclic compound, 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, 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.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and 240 mg (about 1.5 mmol) of 1-ethyl-2-methyl-1H-indole,14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 107 mg of pure product e6, which was a purple solid with a yield of 73%;

The synthetic route of 24415-66-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 414 mg (about 1.5 mmol) of 1-(4-(trifluoromethyl)benzyl)-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to afford about 139 mg of pure product e16 as a white solid, yield 68%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia