Category: 69696-37-3

Application of 69696-37-3 , The common heterocyclic compound, 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine, molecular formula is C6H7BrN2, 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 60 -((3-carbamoyl-7-(2,4-dimethylpyrimidin-5-yl)-8-fluoroquinolin-4-yl)amino)-5- cyclopentylbenzoic acid a) methyl 3-((3-carbamoyl-7-(2,4-dimethylpyrimidin-5-yl)-8-fluoro 5-cyclopentylbenzoate. A mixture of methyl 3-((7-bromo-3-carbamoyl-8- fluoroquinolin-4-yl)amino)-5-cyclopentylbenzoate (220 mg, 0.452 mmol), bis(pinacolato)diboron (132 mg, 0.520 mmol), potassium acetate (155 mg, 1 .583 mmol), [1 , 1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (18.47 mg, 0.023 mmol) and 1 ,4-dioxane (3 mL) was purged with nitrogen for 15 minutes, then heated at 1 10 C for 30 minutes in a microwave reactor. 5-Bromo-2,4-dimethylpyrimidine (67.7 mg, 0.362 mmol), cesium carbonate (368 mg, 1.131 mmol), [1 , 1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (18.47 mg, 0.023 mmol) and water (1 mL) were added. The mixture was purged again with nitrogen for 15 minutes, then heated in a microwave reactor at 1 10 C for 30 min. After cooling, the mixture was filtered and then partitioned between ethyl acetate and brine. The combined organics were dried (Na2S04), filtered, and concentrated to a brown residue. This residue was purified on silica gel (0-10% 2- propanol/ethyl acetate, then 10-30% 2-propanol/ethyl acetate) to afford a yellow solid. The solid was further purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to afford the title compound (135 mg, 58%) as a yellow solid. LCMS (ES+) m/e 514 [M+H]+.

The synthetic route of 69696-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3, 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 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

b) methyl 3-((7-(2,4-dimethylpyrimidin-5-yl)-3-sulfamoylquinolin-4-yl)amino)-5- isopropoxybenzoate. A mixture of methyl 3-((7-bromo-3-sulfamoylquinolin-4- yl)amino)-5-isopropoxybenzoate (250 mg, 0.506 mmol) bis(pinacolato)diboron (141 mg, 0.556 mmol), potassium acetate (174 mg, 1.770 mmol) [1 , 1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and 1 ,4-dioxane (3 mL) was purged with nitrogen for 15 minutes, and then heated at 1 10 C for 30 minutes in a microwave reactor. 5- bromo-2,4-dimethylpyrimidine (0.036 mL, 0.321 mmol), cesium carbonate (330 mg, 1 .01 1 mmol), [1 ,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and water (1 mL) were added to the mixture and this again purged with nitrogen for 15 minutes. The mixture was heated in a microwave reactor at 1 10 C for 30 min, then cooled and filtered. The filtrate was purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to give the title compound (120 mg, 80% pure, 36%) as a brown solid. LCMS (ES+) m/e 522 [M+H]+.

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 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
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.69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.Recommanded Product: 5-Bromo-2,4-dimethylpyrimidine

Intermediate B1 (0351) A mixture of B1.4 (12 g, 64 mmol), bis(pinacolato)diboron (22.8 g, 89.6 mmol, 1.4 eq), KOAc (18.8 g, 192 mmol, 3.0 eq), and Pd(dppf)Cl2 (2.34 g, 3.2 mmol) in 200 mL of anhydrous dioxane was heated at 90 C. and stirred for 4 h under N2. The solvent was removed under reduced pressure, the residue was diluted with 300 mL mixed slovent (PE:EA=4:1), filtered and concentrated. The crude product was purified by flash column chromatography (PE:EA=2:1 to 1:1) to give the title compound (10 g, 66%) as a yellow oil. LC-MS: [M+H]+=235.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69696-37-3, 5-Bromo-2,4-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Novartis AG; CHAN, Ho Man; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (134 pag.)US2016/176882; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

A mixture of B1.4 (12 g, 64 mmol), bis(pinacolato)diboron (22.8 g, 89.6 mmol, 1.4 eq), KOAc (18.8 g, 192 mmol, 3.0 eq), and Pd(dppt)C12 (2.34 g, 3.2 mmol) in 200 mL of anhydrous dioxane was heated at 90 C and stirred for 4 h under N2. The solvent was removed under reduced pressure, the residue was diluted with 300mL mixed slovent (PE:EA = 4:1), filtered and concentrated. The crude product was purified by flash column chromatography (PE:EA = 2:1 to 1:1) to give the title compound (10 g, 66%) as a yellow oil. LC-MS: [M+H] = 235.1.

The synthetic route of 69696-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (148 pag.)WO2017/221100; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69696-37-3 ,Some common heterocyclic compound, 69696-37-3, molecular formula is C6H7BrN2, 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.

A mixture of B16.5 (12 g, 64 mmol), bis(pinacolato)diboron (22.8 g, 89.6 mmol, 1.4 eq), KOAc (18.8 g, 192 mmol, 3.0 eq), and Pd(dppf)Cl2 (2.34 g, 3.2 mmol) in 200 mL of anhydrous dioxane was heated at 90 C and stirred for 4 h under N2. The solvent was removed under reduced pressure, the residue was diluted with 300 mL mixed solvent (PE:EtOAc = 4:1), filtered and concentrated. The crude product was purified by flash column chromatography (PE:EtOAc = 2:1 to 1:1) to give the title compound (10 g, 66%) as a yellow oil. LC-MS: [MH]+ = 235.

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. 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue; ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (193 pag.)WO2017/221092; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3 , The common heterocyclic compound, 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine, molecular formula is C6H7BrN2, 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.

To a solution of tetrahydropyran-4- amine (1.35 g, 13.4 mmol) in toluene (5 ml) was added 5-bromo-2,4- dimethyl-pyrimidine (500 mg, 2.67 mmol), BINAP (333 mg, 0.53 mmol), Cs2C03 (1.74 g, 5.35 mmol) and Pd(OAc)2 (60 mg, 0.27 mmol) at rt under N2. The mixture was heated at 120 C for 3 h under a N2 atmosphere. H20 (10 ml) was added and the mixture was extracted with EtOAc (3 x 10 ml). The combined organic layers were washed with brine (5 ml), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by FCC (0 – 50 % MeOH in EtOAc) to give the title compound as a brown solid (Y = (1619) 90 %). H NMR (400 MHz, methanol-^) d ppm 7.98 (s, 1H), 4.02 – 3.99 (m, 2H), 3.62 – 3.54 (m, 3H), 2.51 (s, 3H), 2.39 (s, 3H), 2.05 – 1.92 (m, 2H), 1.66 – 1.56 (m, 2H).

The synthetic route of 69696-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3, 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 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

g) methyl 3-((3-carbamoyl-7-(2,4-dimethylpyrimidin-5-yl)quinolin-4-yl)amino)-5- isopropoxybenzoate. A mixture of methyl 3-((7-bromo-3-carbamoylquinolin-4- yl)amino)-5-isopropoxybenzoate (300 mg, 0.655 mmol) bis(pinacolato)diboron (183 mg, 0.720 mmol), potassium acetate (225 mg, 2.291 mmol), [1 , 1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (26.7 mg, 0.033 mmol) and 1 ,4-dioxane (3 ml.) was heated at 1 10 C for 45 minutes in a microwave reactor. Cesium carbonate (427 mg, 1 .309 mmol), 5- bromo-2,4-dimethylpyrimidine (0.045 ml_, 0.393 mmol), [1 ,1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (26.7 mg, 0.033 mmol), and water (1 ml.) were added and the mixture heated again in a microwave reactor at 1 10 C for 1 hour. LCMS indicated formation of the desired product. The mixture was filtered and purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to afford the title compound (150 mg, 47%). LCMS (ES+) m/e 486 [M+H]+.

According to the analysis of related databases, 69696-37-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia