Category: 56686-16-9

Related Products of 56686-16-9, 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 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred anhydrous THF containing 5-bromo-2,4-dimethoxypyrimidine (0.29g, 1.3mmol) was added dropwise a 2.5M n-BuLi/hexane solution (0.6mL, 1.4mmol) at 195K under argon atmosphere. After 30min, 8a (0.52g, 1.3mmol) was added and the reaction mixture was stirred for 2h at this temperature. The reaction was allowed to warm to room temperature and quenched by addition of water. The product was extracted with diethyl ether. Then the combined organic layers were dried over MgSO4, filtered and concentrated. Column chromatography on SiO2 with petroleum ether and ethyl acetate (v/v=6/1) as the eluent afforded 0.35g of 1o as a colorless solid in 52% yield.

According to the analysis of related databases, 56686-16-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Dyes and Pigments; vol. 102; (2014); p. 159 – 168;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 56686-16-9

Step 46.7: Di-tert-butyl 1-(2,4-dimethoxypyrimidin-5-yl)hydrazine-1,2-dicarboxylate To a stirred solution of 5-bromo-2,4-dimethoxypyrimidine (400 g, 1.826 mol) in anhydrous 52 THF (3 L) under argon and cooled down to 0 C. was added dropwise TurboGrignard (1.821 L, 2.367 mol). The resulting mixture was stirred at 0 C. until exothermic ceased then, allowed to warm up and stir at RT for 30 min. A solution of di-tert-butyl azodicarboxylate in anhydrous THF (1 L) was added dropwise to the mixture and the reaction was stirred at RT for 1 hr. The reaction was slowly quenched with a saturated aq. NH4Cl solution (2 L), diluted with EtOAc (2 L) and water (2 L) and both phases separated. The aq. phase was extracted with EtOAc (3 L), combined organic layers were washed with brine (3 L), dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting yellow oil was dissolved in Hexane (3 L) and the suspension was stirred at 0 C. for 3 hr, filtrated off and dried to afford a first batch of white crystals. The mother liquor was concentrated under reduced pressure and purified to afford a second batch of white crystals. The two batches were combined to afford the title product (507 g, 1.369 mol, 75% yield) as white crystals. tR: 1.03 min (LC-MS 1); ESI-MS: 371 [M+H]+, ESI-MS: 369 [M-H]- (LC-MS 1).

The synthetic route of 56686-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; US2014/349990; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 56686-16-9

Step 46.7: Di-tert-butyl 1-(2,4-dimethoxypyrimidin-5-yl)hydrazine-1,2-dicarboxylate To a stirred solution of 5-bromo-2,4-dimethoxypyrimidine (400 g, 1.826 mol) in anhydrous 52 THF (3 L) under argon and cooled down to 0 C. was added dropwise TurboGrignard (1.821 L, 2.367 mol). The resulting mixture was stirred at 0 C. until exothermic ceased then, allowed to warm up and stir at RT for 30 min. A solution of di-tert-butyl azodicarboxylate in anhydrous THF (1 L) was added dropwise to the mixture and the reaction was stirred at RT for 1 hr. The reaction was slowly quenched with a saturated aq. NH4Cl solution (2 L), diluted with EtOAc (2 L) and water (2 L) and both phases separated. The aq. phase was extracted with EtOAc (3 L), combined organic layers were washed with brine (3 L), dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting yellow oil was dissolved in Hexane (3 L) and the suspension was stirred at 0 C. for 3 hr, filtrated off and dried to afford a first batch of white crystals. The mother liquor was concentrated under reduced pressure and purified to afford a second batch of white crystals. The two batches were combined to afford the title product (507 g, 1.369 mol, 75% yield) as white crystals. tR: 1.03 min (LC-MS 1); ESI-MS: 371 [M+H]+, ESI-MS: 369 [M-H]- (LC-MS 1).

The synthetic route of 56686-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; US2014/349990; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 56686-16-9 ,Some common heterocyclic compound, 56686-16-9, molecular formula is C6H7BrN2O2, 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.

5-(2,4-Dimethoxypyrimidine)carboxaldehyde Prepared by the method of Example 62(b) from 5-bromo-2,4-dimethoxypyrimidine. MS (EI) 168 (M+). 1H NMR (CDCl3) 10.17 (1H, s), 8.78 (1H, s), 4.11 (3H, s), 4.09 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Patent; Baxter, Andrew; Brough, Stephen; Faull, Alan; Johnstone, Craig; McInally, Thomas; US2002/107252; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 56686-16-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 56686-16-9 as follows.

General procedure: To a stirred anhydrous THF containing 5-bromo-2,4-dimethoxypyrimidine (0.29g, 1.3mmol) was added dropwise a 2.5M n-BuLi/hexane solution (0.6mL, 1.4mmol) at 195K under argon atmosphere. After 30min, 8a (0.52g, 1.3mmol) was added and the reaction mixture was stirred for 2h at this temperature. The reaction was allowed to warm to room temperature and quenched by addition of water. The product was extracted with diethyl ether. Then the combined organic layers were dried over MgSO4, filtered and concentrated. Column chromatography on SiO2 with petroleum ether and ethyl acetate (v/v=6/1) as the eluent afforded 0.35g of 1o as a colorless solid in 52% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Dyes and Pigments; vol. 102; (2014); p. 159 – 168;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 56686-16-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 56686-16-9 as follows.

t-BuLi (Aldrich; 1.7 M soln in pentane, 1.1 mL) was added to a mixture of 8 (Aldrich; 200 mg, 0.9 mmol) and dry THF (2 mL) at -78 C under argon. The mixture was left at -78 C for 30 min and then compound 3 (190 mg, 0.8 mmol) was added. The mixture was allowed to warm to room temperature. The reaction was followed by TLC (CHCl3/acetone, 85/15, v/v) at 30 min intervals. After stirring for 3 h at room temperature, when 3 was no longer detected by TLC, Et2O (20 mL) was added. The mixture was washed with H2O (5 mL) and evaporated to dryness. The residue was dissolved in 1,4-dioxane (6 mL) and CH2Cl2 (2 mL). Cu(OAc)2 (40 mg), NH3 (aq) (0.3 mL) and H2O (1 mL) were added. The mixture was stirred at room temperature for 1 d. The organic layer was separated, washed with H2O (10 mL), dried (MgSO4) and concentrated to dryness. Column chromatography of the residue (CHCl3/acetone, 85/15, v/v) gave 9 (70 mg, 39%), 10 (89 mg, 71%), and 11 (50 mg, 17%). 9: A white solid (mp >180 C, dec). deltaH (CDCl3, 200 MHz) 1.43-1.56 (16H, m), 1.90 (4H, m), 2.35 (4H, m), 3.29 (4H, m), 3.56 and 4.34 (8H, AB quartet, 2JAB 11.4 Hz); deltaC (CDCl3, 50 MHz) 22.34, 22.58, 25.42, 26.16, 27.48, 28.49, 36.98, 64.28, 66.43, 72.57, 98.80, 136.38; numax (KBr) 2936, 2860, 1496, 1448, 1380, 1240, 1156, 1044, 920; HRMS (EI, 70 eV) m/z calcd for C24H36O6N2 (M+) 448.2573, found 448.2557. 11: A white solid (mp 151-152 C). deltaH (CDCl3, 200 MHz) 1.34-1.84 (8H, m), 2.1 (2H, m), 2.39 (2H, m), 3.12 (2H, m), 3.63 and 4.57 (4H, AB quartet, 2JAB 11.4), 4.00 (3H, s), 4.02 (3H, s), 10.09 (1H, s); deltaC (CDCl3, 50 MHz) 22.39, 22.67, 25.49, 27.42, 28.21, 28.84, 37.29, 54.21, 55.19, 64.36, 72.23, 98.77, 105.98, 136.72, 159.26, 165.04, 167.74; numax (KBr) 2948, 2936, 1716, 1688, 1556, 1536, 1480, 1464, 1356, 1252, 1244, 1108; HRMS (EI, 70 eV) m/z calcd for C18H25O5N3 (M+) 363.1794, found 363.1812. The NMR spectra of 10 were consistent with those described: H. Pelissier, J. Rodriguez and K.P.C. Volhardt, Chem. Eur. J. 5 (1999), p. 3549. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (27)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Article; Koszytkowska-Stawi?ska, Mariola; Mironiuk-Puchalska, Ewa; Sas, Wojciech; Tetrahedron Letters; vol. 52; 16; (2011); p. 1866 – 1870;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., SDS of cas: 56686-16-9

5-Bromo-2,4-dimethoxypyrimidine (0.29 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93mol/L n-BuLi/hexane solution (0.47 mL, 1.4 mmol ) at 195 K under an argon atmosphere. After 30 min, 6a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at 195 K and stirred for 1 h at 195 K. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated and evaporated. The crude product was purified by column chromatography on silica gel using the mixture of petroleum ether and ethyl acetate (v/v = 6/1) as the eluent to give 1o (0.35 g, 52%) as a colorless solid. Mp 367-368 K; Calcd for C23H18F6N2O3S (%): Calcd C, 53.49; H, 3.51; N, 5.42. Found C, 53.53; H, 3.54; N, 5.47; 1H NMR (400 MHz, CDCl3, ppm): delta 2.01 (s, 3 H, -CH3), 3.74 (s, 3H, -OCH3), 3.84 (s, 3H, -OCH3), 4.01 (s, 3H, -OCH3), 6.91 (d, 2H, J = 8.0 Hz, benzene-H), 7.06 (s, 1H, thiophene-H), 7.45 (d, 2H, J = 8.0 Hz, benzene-H), 8.33 (s, 1H, pyrimidine-H); 13C NMR(100 MHz, CDCl3, ppm): delta 14.08, 54.16, 55.21, 55.30, 104.13, 114.36, 121.38, 125.91, 126.16, 126.84, 138.58, 142.05, 159.04, 159.47, 166.05, 168.03; IR(KBr, n, cm-1): 507, 544, 650, 739, 758, 799, 822, 841, 891, 986, 1003, 1034, 1074, 1123, 1198, 1257, 1298, 1337, 1371, 1408, 1476, 1518, 1549, 1595, 1647, 2843, 2941, 2964, 3014, 3412, 3688; LRMS, ESI+ m/z 517.1 (MH+, [C23H19F6N2O3S]+ requires 517.1).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 56686-16-9, 5-Bromo-2,4-dimethoxypyrimidine.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Tetrahedron Letters; vol. 54; 7; (2013); p. 646 – 650;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56686-16-9 ,Some common heterocyclic compound, 56686-16-9, molecular formula is C6H7BrN2O2, 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.

5-Formyl-2,4-dimethoxypyrimidine A solution of 1.6M n-Buli in hexane (48 ml, 73.6 mmol) was added over 5 min. to a stirred suspension of 5-bromo-2,4-dimethoxypyrimidine (16 g; 72.9 mmol) in dry Et2 O (240 ml) at -70 C. under an atmosphere of dry N2. Dry ethyl formate (28 g: 377 mmol) was added and the orange solution stirred at -70 C. for 1 h then allowed to warm slowly to ambient temperature. Water (400 ml) was added and the aqueous layer separated and extracted with Et2 O (3*200 ml). The ether layer was combined with the extracts and dried over MgSO4, filtered and evaporated. The residue was purified by column chromatography by preloading in SiO2 and eluding with EtOAc-hexane (3:7, v/v). Product fractions were combined and evaporated to give fine white needles, yield 6.89 g, (56%). Mass spectrum m/z 169 (M+H)+ Analysis, found: C, 50:1;H,4.5;N,16.9%;C7 H8 N2 O3 requires C,50.00; H,4.79; N, 16.66%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Patent; University of Birmingham; US5356882; (1994); 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.56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, molecular formula is C6H7BrN2O2, molecular weight is 219.04, as common compound, the synthetic route is as follows.Computed Properties of C6H7BrN2O2

A) 5-Chloro-3-(2,4-dimethoxypyrimidin-5-yl)-3-hydroxy-1,3-dihydroindol-2-one A 1.6 M solution of n-butyllithium in hexane (10 ml, 16 mmol) was added dropwise to a solution of 5-bromo-2,4-dimethoxypyrimidine (3.29 g, 15 mmol) in THF (50 ml) at -78 C. After stirring at -78 C. for 0.5 h, a suspension of 5-chloroisatin (1.27 g, 7.0 mmol) in THF (50 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and then saturated ammonium chloride solution was added. The mixture was extracted three times with ethyl acetate, and the combined organic layers were washed with saturated brine. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by chromatography (silica gel, 50% ethyl acetate in dichloromethane) resulted in 0.97 g of the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56686-16-9, 5-Bromo-2,4-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Abbott GmbH & Co. KG; US2005/70718; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia