Day: March 17, 2022

Reference of 14001-69-5 ,Some common heterocyclic compound, 14001-69-5, molecular formula is C5H5N3O3, 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 40Synthesis of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) delta9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).To 0.342 g (2.20 mmol) of the above nitro compound in MeOH (20 mL) was added 0.30 g of 10% Pd/C and the mixture was stirred under hydrogen (25 in/Hg) for 18 hrs. The reaction mixture was filtered through celite, and concentrated, to give 0.274 g (100% yield) of 5-amino-2-methoxypyrimidine as a colorless oil: 1H NMR (DMSO-d6) delta 8.05 (s, 2H), 3.94 (s, 3H); LCMS (APCI+) m/z: 126 (MH+, 100%).To 0.274 g (2.19 mmol) of the above amino compound in THF (3 mL) was added 1.25 mL of NaHMDS (2 M solution in THF) and the mixture was stirred for 10 min. A solution of 0.31 g (0.78 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole in THF (5 mL) was added and the resulting mixture was stirred for 90 min. The reaction mixture was neutralized with acetic acid, diluted with water, and extracted with EtOAc. The organic layer was washed with water and aq. NH3, dried, and concentrated. Recrystallization from EtOH/CH2Cl2 gave 0.098 g (26% yield) of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amine: mp 255-258 C.; 1H NMR (DMSO-d6) 810.07 (s, 1H), 8.88-8.74 (m, 2H), 8.15-7.42 (m, 3H), 6.97 (d, J=8.0 Hz, 1H), 3.98 (s, 3H), 3.93 (s, 3H), 3.82-3.72 (m, 8H); Anal. Calcd. for C21H21F2N6O3: C, 52.0; H, 4.4; N, 26.0. Found: C, 52.1; H, 4.5; N, 26.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14001-69-5, its application will become more common.

Reference:
Patent; Pathway Therapeutics Limited; US2011/9405; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 634468-96-5, 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.634468-96-5, name is tert-Butyl 4-(pyrimidin-5-yl)piperazine-1-carboxylate, molecular formula is C13H20N4O2, molecular weight is 264.3235, as common compound, the synthetic route is as follows.

A mixture of 3.5 g of the compound obtained in the preceding step in 20 ml of dioxane is admixed at AT with 50 ml of a 2N solution of HCl in ether, which is left with stirring at AT for 1 hour and concentrated under vacuum. This gives a yellow solid which is used as it is.

Statistics shows that 634468-96-5 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 4-(pyrimidin-5-yl)piperazine-1-carboxylate.

Reference:
Patent; sanofi-aventis; US2005/176722; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 17326-27-1, 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde, 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, Formula: C10H7ClN2O2, blongs to pyrimidines compound. Formula: C10H7ClN2O2

To a stirred solution of G2 (1.0 mmol) in THF (2.0 mL) was added Et3N (2.0 mmol). The mixture was cooled to 0 C. After 5 min, an amine (1.0 mmol) was added dropwise and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with CH2Cl2 (10 mL) and washed with brine (10 mL). The organic layer was dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography to give G3. 1H NMR (400 MHz, CDCl3) delta 2.44 (s, 3H), 6.89 (t, J=6.8 Hz, 1H), 7.11 (t, J=7.2 Hz, 1H), 7.34 (t, J=7.6 Hz, 2H), 7.62 (d, J=6.4 Hz, 1H), 7.76 (d, J=8.0 Hz, 2H), 8.80 (d, J=6.8 Hz, 1H), 10.27 (s, 1H), 11.67 (brs, 1H); 13C NMR (100 MHz, CDCl3) delta 18.1, 94.6, 113.6, 121.8, 124.2, 125.9, 128.7, 133.6, 138.1, 138.9, 152.5, 153.8, 160.2, 190.2.

The synthetic route of 17326-27-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brodin, Priscille; Christophe, Thierry; No, Zaesung; Kim, Jaeseung; Genovesio, Auguste; Fenistein, Denis Philippe Cedric; Jeon, Heekyoung; Ewann, Fanny Anne; Kang, Sunhee; Lee, Saeyeon; Seo, Min Jung; Park, Eunjung; Contreras Dominguez, Monica; Nam, Ji Youn; Kim, Eun Hye; US2011/178077; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia