Category: 163263-91-0

Synthetic Route of 163263-91-0, 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 163263-91-0 as follows.

To a solution of 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.96 mmol) and (+/-)-trans-methyl 3 -aminobicyclo[2 .2. 2]octane-2-carboxylate (871 mg, 4.75 mmol) in N,N-dimethylformamide (20 mL) was added potassium carbonate (0.81 g, 5.88mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (70 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry.The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a white solid (1.01 g, 64%).MS-ESI: (ESI, pos.ion) m/z: 402.2 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 7.98 (d, J = 8.7 Hz, 2H), 6.98 (d, J = 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90-1.84 (m, 1H), 1.78-1.56 (m, 8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,163263-91-0, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 163263-91-0 , The common heterocyclic compound, 163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, 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 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol) and (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.02 g, 5.88 mmol) in DMF (20 mL) was added potassium carbonate (0.81 g, 5.88 mmol), and the mixture was stirred at 50 C overnight. To the reaction mixture was added water (70 mL), and the resulting mixture was extracted with ethyl acetate (100 mL x 3). The combined organic layers were washed with saturated brine (150 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dry and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1-5/1) to give the title compound as a white solid (1.01 g, 64%).MS (ESI, pos. ion) m/z: 402.2 [M+H]?H NIVIR (400 MHz, CDC13) (ppm): 7.98 (d, J= 8.7 Hz, 2H), 6.98 (d, J= 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90 – 1.84 (m, 1H), 1.78 – 1.71 (m, 2H), 1.70 – 1.63 (m, 4H), 1.58 (d, J= 10.2 Hz, 2H).

The synthetic route of 163263-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (215 pag.)WO2018/127096; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 163263-91-0, 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.163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, molecular weight is 255.1, as common compound, the synthetic route is as follows.

In a sealed tube, suspension of 1a (60 mg, 0.235 mmol) in liq. ammonia (9 ml) and ethanol (1 ml) was heated to 110 C for 4-5 h. Reaction was monitored by TLC. Solvent was distilled off under vacuum to give crude product. Crude product was purified by silica gel column chromatography using methanol/chloroform as eluent to give 1b (12 mg, 23.57%). Mp 210-212 C; 1H NMR (DMSO-d6, 300 MHz): delta 3.82 (s, 3H, OCH3), 6.20 (s, 1H, Ar), 6.55 (broad s, 2H, NH2), 6.98 (broad s, 2H, NH2), 7.04 d, 2H, J = 8.7 Hz, Ar), 7.81 (d, 2H, J = 8.7 Hz, Ar); MS (ESI+) m/z 217 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 163263-91-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; B-Rao, Chandrika; Kulkarni-Almeida, Asha; Katkar, Kamlesh V.; Khanna, Smriti; Ghosh, Usha; Keche, Ashish; Shah, Pranay; Srivastava, Ankita; Korde, Vaidehi; Nemmani, Kumar V.S.; Deshmukh, Nitin J.; Dixit, Amol; Brahma, Manoja K.; Bahirat, Umakant; Doshi, Lalit; Sharma, Rajiv; Sivaramakrishnan; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2930 – 2939;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 163263-91-0, 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 163263-91-0 as follows.

To a solution of 2, 4-dichloro-6- (4-methoxyphenyl) pyrimidine (1.01 g, 3.92 mmol) and (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (1.02 g, 5.56 mmol) in N, N-dimethylformamide (20 mL) was added potassium carbonate (0.81 g, 5.88 mmol) . The mixture was stirred at 50 overnight. To the reaction mixture was added water (70 mL) , and the resulting mixture was extracted with ethyl acetate (100 mL × 3) . The combined organic layers were washed with saturated brine (100 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) =20/1-5/1) to give the title compound as a white solid (1.01 g, 64%) .MS-ESI: (ESI, pos. ion) m/z: 402.2 [M+H]+;1H NMR (400 MHz, CDCl3) delta (ppm) : 7.98 (d, J = 8.7 Hz, 2H) , 6.98 (d, J = 8.9 Hz, 2H) , 6.72 (s, 1H) , 5.46 (d, J = 6.3 Hz, 1H) , 4.32 (s, 1H) , 3.88 (s, 4H) , 3.74 (s, 3H) , 2.39 (d, J = 5.1 Hz, 1H) , 2.08 (s, 1H) , 1.90-1.84 (m, 1H) , 1.78-1.71 (m, 2H) , 1.70-1.63 (m, 4H) , 1.58 (d, J = 10.2 Hz, 2H) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,163263-91-0, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 163263-91-0, 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.163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, molecular weight is 255.1, as common compound, the synthetic route is as follows.

2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol)And (+/-)-trans-3-aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester (1.02 g, 5.88 mmol)Dissolved in DMF (20 mL), then added potassium carbonate (0.81 g, 5.88 mmol).The reaction solution was stirred at 50 C overnight, and water (70 mL) was added.After dilution, extract with ethyl acetate (100 mL × 3).The combined organic phases were washed with brine (150 mL)Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure to dryness.The residue was purified by EtOAc EtOAc EtOAc (EtOAc)The title compound is white solid(1.01 g, 64%).

Statistics shows that 163263-91-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 163263-91-0, 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, 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: C11H8Cl2N2O, blongs to pyrimidines compound. HPLC of Formula: C11H8Cl2N2O

1H-NMR (300 MHz, CDCl3): delta (ppm) 8.91 (d, J= 3.0 Hz, 1H), 8.76 (m, 4H), 8.39 (d, J = 9.0 Hz, 2H), 7.92 (m, 2H), 7.58-7.38 (t, J = 8.0 Hz, 2H), and 7.06(d, J = 9.0 Hz, 2H), 3.91 (s, 3H); 13C-NMR (75 MHz, DMSO-d6): delta (ppm) 165.2, 163.9, 163.6, 162.1, 155.6,154.4, 150.1, 149.4, 137.1, 136.8, 129.5, 129.2, 125.6, 124.6, 124.1, 122.4, 114.2, 111.1, and 55.4; and LRMS(ESI-MS) m/z = 341.13 [M + H]+In a dry round-bottomed flask, 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (677 mg, 2.65mmol, 1.0 eq) and Pd(Ph3)4 (460 mg, 0,39 mmol, 0.15 eq) are introduced under argon atmosphere. Dry toluene (20 mL) is added, and a cooling system is installed. The mixture is degassed for 10 min before the addition of 2-(tributylstannyl)pyridine (2.1 mL, 6.63 mmol, 2.5 eq) and heated at reflux (110 C)for 15 h. Then, 30 mL of water is added. The crude mixture is filtrated on a pad of celite and washed with ethyl acetate, followed by extraction. The combined organic phase is dried over MgSO4, filtered and concentrated to dryness. The product is purified by column chromatography (Al2O3-cyclohexane/AcOEt 50/50) to afford the expected product (749 mg, 83%).

The synthetic route of 163263-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Morel, Elodie; Beauvineau, Claire; Naud-Martin, Delphine; Landras-Guetta, Corinne; Verga, Daniela; Ghosh, Deepanjan; Achelle, Sylvain; Mahuteau-Betzer, Florence; Bombard, Sophie; Teulade-Fichou, Marie-Paule; Molecules; vol. 24; 3; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 163263-91-0, 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.163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, molecular weight is 255.1, as common compound, the synthetic route is as follows.

2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol)And (+/-)-trans-3-aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester (1.02 g, 5.88 mmol)Dissolved in DMF (20 mL), then added potassium carbonate (0.81 g, 5.88 mmol).The reaction solution was stirred at 50 C overnight, and water (70 mL) was added.After dilution, extract with ethyl acetate (100 mL ¡Á 3).The combined organic phases were washed with brine (150 mL)Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure to dryness.The residue was purified by EtOAc EtOAc EtOAc (EtOAc)The title compound is white solid(1.01 g, 64%).

Statistics shows that 163263-91-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia