Category: 1683-75-6

Reference of 1683-75-6, 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. 1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl)-1H-benzo[d]imidazole derivatives (7 mmol, 1 eq.), which was commercially available or prepared according to the literature procedure [WO2016192630], amino aromatic chloride (1.1 eq.) in DMF (20 mL) was added Na2CO3 aq. (3 eq.). The mixture was bubbled with Ar for 15 mins and then Pd(dppf)Cl2 (0.1 eq.) was added. The mixture was heated to 80oC and stirred for 4-6 hours under Ar atmosphere, then cooled to room temperature and concentrated to remove the organic solvent after reaction completion. The residue was diluted with water (100 mL) and extracted with EA (150 mL×3). The organic layer was separated and washed with saturated brine, then dried with anhydrous Na2SO4. The organic phase was then concentrated and the residue was further purified with flash chromatography or preparative HPLC to afford the desired intermediate compounds 3a-3j, which were characterized by LC-MS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Zha, Chuantao; Deng, Wenjia; Fu, Yan; Tang, Shuai; Lan, Xiaojing; Ye, Yan; Su, Yi; Jiang, Lei; Chen, Yi; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 140 – 153;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1683-75-6, 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. 1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, 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.

The reaction bottle was added with mechanical stirring, and then SM4 (200.0g, 0.666mol) and SM6 (98.0g, 0.666mol) were added in sequence.Palladium acetate (7.4g, 0.033mol), tripotassium phosphate trihydrate (354.0g, 1.332mol), 1,4-dioxane (1.4L) and water (0.6L).Under nitrogen protection, the reaction liquid was heated to 100C, kept under heat and stirred for 4 hours, and the final control of the sampling was completed.The reaction solution was cooled to room temperature, the layers were separated, the organic phase was concentrated, and concentrated hydrochloric acid (250 mL) was added to the concentrated residue.Water (750 mL) and activated carbon (10.0 g) were stirred at room temperature for 1 hour.Filtration, the filtrate was reduced to 0 ~ 5 , then 20% aqueous sodium hydroxide solution (1.0 L) was added dropwise, stirred, filtered,After drying, 163.0 g of light yellow solid was obtained with a yield of 85.8% and a purity of 96.8%.

According to the analysis of related databases, 1683-75-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Liu Fuping; Zhang Jingtao; Wu Liyuan; (48 pag.)CN111138413; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, 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, HPLC of Formula: C4H3ClFN3, blongs to pyrimidines compound. HPLC of Formula: C4H3ClFN3

General procedure: To a mixture of (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl)-1H-benzo[d]imidazole derivatives (7 mmol, 1 eq.), which was commercially available or prepared according to the literature procedure [WO2016192630], amino aromatic chloride (1.1 eq.) in DMF (20 mL) was added Na2CO3 aq. (3 eq.). The mixture was bubbled with Ar for 15 mins and then Pd(dppf)Cl2 (0.1 eq.) was added. The mixture was heated to 80oC and stirred for 4-6 hours under Ar atmosphere, then cooled to room temperature and concentrated to remove the organic solvent after reaction completion. The residue was diluted with water (100 mL) and extracted with EA (150 mL×3). The organic layer was separated and washed with saturated brine, then dried with anhydrous Na2SO4. The organic phase was then concentrated and the residue was further purified with flash chromatography or preparative HPLC to afford the desired intermediate compounds 3a-3j, which were characterized by LC-MS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Zha, Chuantao; Deng, Wenjia; Fu, Yan; Tang, Shuai; Lan, Xiaojing; Ye, Yan; Su, Yi; Jiang, Lei; Chen, Yi; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 140 – 153;,
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.1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, molecular weight is 147.54, as common compound, the synthetic route is as follows.Formula: C4H3ClFN3

[00306] A mixture of 4-chloro-5-fluoropyrimidin-2-amine (3) (O. lg, 0.64 mmol) and 3,4- dichlorophenyl isocyanate (0.24g, 1.29 mmol) in dioxane (3 mL) was heated overnight at 90 C. The mixture was chromatographed in 0-60% ethyl acetate in hexanes to afford the title product (167). (75mg, 35%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CURTANA PHARMACEUTICALS, INC.; BEATON, Graham; MCHARDY, Stanton F.; LOPEZ JR., Ambrosio; CAMPOS, Bismarck; WANG, Hua-Yu Leo; (143 pag.)WO2019/169112; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-4-chloro-5-fluoropyrimidine

To a solution of 6-bromo-4-methoxy-lH-indole-3-carbaldehyde A.140 (0.65 g, 2.56 mmol) in DMF (13 mL) at room temperature was added Cs2CO3 (2.50 g, 7.67 mmol) followed by 4-chloro-5-fluoropyrimidin-2-amine A.53 (0.453 g, 3.07 mmol) and the mixture was stirred at 80 0C for 6 hours. The mixture was concentrated under reduced pressure and purified by silica gel column chromatography using 0% to 100% gradient of dichloromethane-methanol- NH4OH (89:9:1) in dichloromethane as eluent to give l-(2-amino-5-fiuoropyrimidin-4-yl)-6- bromo-4-methoxy-lH-indole-3-carbaldehyde A.141 (0.319 g, 34.2% yield) as a yellow solid: 1H NMR (500 MHz, DMSO-d6) 5 ppm 10.39 (1 H, s), 8.56 (1 H, d, J=3.7 Hz), 8.32 (1 H, d, J=2.7 Hz), 7.95 (1 H, s), 7.13 (2 H, s), 7.12 (1 H, d, J=1.4 Hz), 4.01 (3 H, s); Mass Spectrum(ESI) m/e = 365.0 [M+l ( 79Br] and 367.0 [M+l (81Br)].

With the rapid development of chemical substances, we look forward to future research findings about 1683-75-6.

Reference:
Patent; AMGEN INC.; WO2009/158011; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia