The origin of a common compound about 38696-21-8

The synthetic route of 38696-21-8 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-N,N-dimethylpyrimidin-2-amine

To a solution of 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole (150 mg, 0.57 mmol) in anhydrous 1,4-dioxane (5 mL) and DMF (1 mL) was added N,N-dimethylformiminium chloride (145 mg, 1.13 mmol). The reaction mixture was stirred at room temperature for 20 minutes to give a thick solution. The reaction mixture was then treated with 2 N aqueous potassium carbonate (393 mg, 2.85 mmol), 5-bromo-N,N-dimethylpyrimidin-2-amine (115 mg, 0.57 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (50 mg, 0.068 mmol) and degassed with nitrogen for 2 minutes. The reaction mixture was heated to 90 C. for 30 minutes. After cooling to room temperature, the solvents were removed in vacuo and the residue was purified by column chromatography on silica gel (EtOAc/petroleum ether=1:5 to 1:1) to afford 6-chloro-5-[2-(dimethylamino)pyrimidin-5-yl]-1H-indole-3-carbaldehyde (100 mg, 58.3% yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 12.25 (s, 1H), 9.92 (s, 1H), 8.40 (s, 2H), 8.36 (s, 1H), 8.01 (s, 1H), 7.69 (s, 1H), 3.15 (s, 6H).

The synthetic route of 38696-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 38696-21-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38696-21-8, 5-Bromo-N,N-dimethylpyrimidin-2-amine, and friends who are interested can also refer to it.

Application of 38696-21-8, 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. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine. A new synthetic method of this compound is introduced below.

A mixture of 0.5 g (2.48 mmol) 5-bromo-N,N-dimethyl-pyrimidin-2-amine, 0.8 g (3.24 mmol) bis(pinacolato)diborone, 0.6 g (6.38 mmol) KOAc, 0.2 g (0.25 mmol) (0358) Pd(dppf)CI2 * DCM and dioxane is heated to 100C for 4.5 h. After cooling to RT, the reaction mixture is filtered through a pad of Celite and evorated, water is added and the mixture is extracted with EtOAc. The organic phases are pooled, dried and evaporated The crude product is purified by FC. (0359) Yield: 0.6 g (96%), ESI-MS: m/z = 250 (M+H)+, Rt(HPLC): 0.22 min (HPLC-A)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38696-21-8, 5-Bromo-N,N-dimethylpyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; GODBOUT, Cedrickx; HEHN, Joerg, P.; PETERS, Stefan; (74 pag.)WO2017/194453; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 5-Bromo-N,N-dimethylpyrimidin-2-amine

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 38696-21-8, 5-Bromo-N,N-dimethylpyrimidin-2-amine.

Electric Literature of 38696-21-8, 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. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine, molecular formula is C6H8BrN3, 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.

A mixture of 5-bromo-N,N-dimethylpyrimidin-2-amine (0.966 g, 4.78 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (1.46 g, 5.74 mmol), PdCl2dppf(DCM) (0.114 g, 0.14 mmol) and KOAc (1.407 g, 14.34 mmol) were placed under Ar in a 20 mL microwave flask. Anhydrous 1,2-dimethoxyethane (16 mL) was added and the flask was irradiated at 150 oC for 15 minutes. The reaction was filtered through celite, concentrated and slurried in EtOAc. The reaction was filtered through celite again and the organics were concentrated and purified by column chromatography 0 to 30 % EtOAC in Hexanes. The material was isolated as a light teal solid (0.718 g, 60 % yield). 1H NMR (400 MHz, CDCl3) delta 8.59 (s, 2H), 3.21 (s, 6H), 1.31 (s, 12H).13C NMR (100 MHz, CDCl3) delta 164.1, 83.7, 77.4, 37.2, 25.2, 24.9. HRMS (EI+) m/z calculated for C12H12BN3O2 [M+H]+: 250.1721, found: 250.17189.

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 38696-21-8, 5-Bromo-N,N-dimethylpyrimidin-2-amine.

Reference:
Patent; EMORY UNIVERSITY; SHI, Qi; KAISER, Thomas; DIRADDO, John; SNYDER, James P.; LIOTTA, Dennis C.; DENTMON, Zackery; (67 pag.)WO2017/197151; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 5-Bromo-N,N-dimethylpyrimidin-2-amine

With the rapid development of chemical substances, we look forward to future research findings about 38696-21-8.

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. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine, molecular formula is C6H8BrN3, 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. Recommanded Product: 5-Bromo-N,N-dimethylpyrimidin-2-amine

A mixture of 5-bromo-N,N-dimethylpyrimidin-2-amine (99 mg, 0,489 mmol), 1- (3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100 C with microwave heating for 15 min. The solvent was removed by concentration and the crude product was purified by HPLC separation to give the title compound as the formate salt (76 mg, 38.5%). 1HNMR (CH3OD, 400MHz) delta: 8.59 (s, 2H), 8.35 (br, 1H), 7.42-7.16 (m, 7H), 6.98-6.94 (m, 1H), 4.53-4.46 (m, 3H), 4.18-4.09 (m, 2H), 3.64-3.56 (m, 2H), 3.48-3.39 (m, 2H), 3.26-3.17 (m, 8H). LCMS (m/z): 405.2 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 38696-21-8.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia