Pyrimidines

Reference of 941685-26-3 ,Some common heterocyclic compound, 941685-26-3, molecular formula is C12H18ClN3OSi, 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 intermediate 2 (3 g, 10.6 mmol), 1-butanol (30 mL)3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -1- (triisopropylsilyl) -1H-pyrrole (4.5 g, 12.7 mmol),Water (30 mL) and potassium carbonate (3.7 g, 26.5 mmol) was stirred at 100 & lt; 0 & gt; C.Then, tetrakis (triphenylphosphine) palladium (0) (0.7 g, 0.53 mmol) was added to the solution,The mixture was stirred at 100 & lt; 0 & gt; C overnight.After cooling to room temperature,The mixture was filtered through a bed of celite,Extraction under reduced pressure,Purification by silica gel column gave Intermediate 8 (2 g, 60%),As a yellow oil;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,941685-26-3, its application will become more common.

Reference:
Patent; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Yin Jianming; Lv Yubin; Li Bangliang; (18 pag.)CN106905322; (2017); A;,
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Synthetic Route of 20090-58-8 ,Some common heterocyclic compound, 20090-58-8, molecular formula is C5H6ClN3, 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.

4-chloro-5-methylpyrimidin-2-amine (100 mg, 0.697 mmol), 1- (methylsulfonyl)piperazine (458 mg, 2,79 mmol) and potassium carbonate (289 mg, 2.090 mmol) were suspended in DMA (2322 m.) and heated to 105 C for 16 h. After cooling to rt, the reaction mixture was decanted into EtOAc and H20. The aqueous phase was extracted with EtOAc (2x). The combined organic layers were washed with 10% Li Cl solution, dried over MgSOr and concentrated to a amber oil which was dried under vacuum to afford the titled compound (134 mg, 71%). 1H NMR (400 MHz, DMSO-d6) d 7.74 (s, 1H), 6.02 (s, 2H), 3.44 – 3.35 (m, 4H), 3.25 – 3.17 (m, 4H), 2.91 (s, 3H), 2.03 (s, 3H); LC/MS | M H i 272.1; LC RT 0 48 min (Column: BEH C18 2 1 x 50mm; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: acetonitrile with 0.05% TFA; Temperature: 50 C; Gradient: 2-98% B over 1.7 min; Flow: 0.8 mL/min).

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. 20090-58-8, 4-Chloro-5-methylpyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TARBY, Christine M.; NORRIS, Derek J.; LO, Julian C.; AHUJA, Vijay T.; SEITZ, Steven P.; GAVAI, Ashvinikumar V.; TOKARSKI, John S.; RAJASAGI, Mohini; WICHROSKI, Michael; BROEKEMA, Matthias; (155 pag.)WO2019/213340; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 90905-33-2, 2-Methylpyrimidine-5-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, name: 2-Methylpyrimidine-5-carbaldehyde, blongs to pyrimidines compound. name: 2-Methylpyrimidine-5-carbaldehyde

Step-2: 2-Methyl-pyrimidine-5-carbaldehvde oxime:To a mixture of 2-methyl-5-formyl-pyrimidine (180 gm) and hydroxylamine hydrochloride (128 gm) in 50percent v/v aqueous methanol (3600 ml) was added sodium carbonate (94 gm). The reaction mixture was stirred at 30°C for 0.5 h. The resulting suspension was cooled and filtered at -10°C to provide single isomer of title compound in 1 13.5 gm quantity (56percent) as a solid.H’NMR: (DMSO-de) delta 1 1.64 (s, 1H), 8.83 (s, 2H), 8.14 (s, 1H), 2.60 (s, 3H).Further processing of the filtrate such as evaporation and salt removal, provided a mixture of isomers in 51 gm quantity which can be used for the next reaction.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90905-33-2, 2-Methylpyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; WOCKHARDT LIMITED; TRIVEDI, Bharat; DESHPANDE, Prasad; TADIPARTHI, Ravikumar; GUPTA, Sunil; DIWAKAR, Santosh; PAWAR, Shivaji; PATIL, Vijay; DEKHANE, Deepak; PATEL, Mahesh; BHAVSAR, Satish; MISHRA, Amit; SOLANKI, Manish; JAFRI, Mohammad; BHAGWAT, Sachin; WO2012/76989; (2012); A1;,
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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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H4Cl2N2

(1) The compound produced by the method of the Reference Example 15 (6.2g, 38mmol) was dissolved in THF (100ml), followed by addition of 2,4-difluorophenylboronic acid (7.2g, 45.6mmol), tetrakis(triphenylphosphine)palladium (2.3g, 2mmol), potassium carbonate (12.6g, 91.3mmol) and water (30ml), and the mixture was refluxed under heating for 4 hours. 2,4-Difluorophenylboronic acid (2.4g, 15mmol) and tetrakistriphenylphosphine palladium (0.8g, 0.7mmol) were additionally added, and the mixture was refluxed under heating for 2 hours. The reaction mixture was concentrated, and water was added to the residue, followed by extraction with chloroform. The extract was washed with water, dried and concentrated by evaporationg the solvent. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 5:1) to obtain 4-chloro-6-(2,4-difluorophenyl)-5-methylpyrimidine (4.6g, oil). 1H-NMR(CDCl3) delta 2.30(3H, s), 6.90-7.10(2H, m), 7.43-7.52(1H, m), 8.89(1H, s)

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, 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1333029; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 26452-81-3, 4-Chloro-6-methoxypyrimidine, 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, 26452-81-3, blongs to pyrimidines compound. name: 4-Chloro-6-methoxypyrimidine

B) 6-methoxypyrimidine-4-carbonitrile To a solution of 4-chloro-6-methoxypyrimidine (10.6 g) in acetonitrile (150 mL) was added 1,4-diazabicyclo[2.2.2]octane (8.18 g), and the mixture was stirred at room temperature for 10 min. Tetraethylammonium cyanide (11.5 g) was added to the obtained reaction mixture, and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6.00 g) as a pale-yellow oil. 1H NMR (300 MHz, DMSO-d6) delta 4.00 (3H, s), 7.75 (1H, s), 8.96 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26452-81-3, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
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Reference of 39906-04-2, Adding some certain compound to certain chemical reactions, such as: 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine,molecular formula is C5H5Cl2N3, 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 39906-04-2.

A microwave vial was charged with 5-amino-4,6-dichloro-2-methyl-pyrimidine (4) (700 mg, 3.91 mmol), 4-methoxybenzylamine (510 ml, 3.91 mmol), and K2CO3 (810 mg,5.86 mmol) in anhydrous DMF (10 mL). The vessel was sealed and irradiated at 150 C for 1 h. After cooling, dichloromethane was added (20 mL) and the crude reaction mixture was washed with saturated aqueous NH4Cl (15 mL). The organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by flash chromatography (dichloromethane:methanol 20:1) to yield 696 mg (64%) of 11 as a yellow solid. Mp 155-157 C. MS (ES, positive mode):m/z 279 (M+H)+ with a Cl isotopic pattern. 1H NMR (DMSO-d6, 300 MHz) delta: 2.52 (s, 3H, CH3-2), 2.68 (s, 3H, CH3-8), 3.71(s, 3H, OCH3), 5.39 (s, 2H, CH2), 6.89 (d, 2H, J=8.6 Hz, Ar), 7.17 (d,2H, J=8.5 Hz, Ar).

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. 39906-04-2, 4,6-Dichloro-2-methylpyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Canela, Mara-Dolores; Liekens, Sandra; Camarasa, Mara-Jos; Priego, Eva Mara; Prez-Prez, Mara-Jess; European Journal of Medicinal Chemistry; vol. 87; (2014); p. 421 – 428;,
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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.3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.Product Details of 3977-29-5

1,12-Diisocyanatododecane (4.5 g) and methylisocytosine (or 2-amino-4-hydroxy-6-methyl-pyrimidine, 0.37 g) were suspended in a 10 mL flask. The mixture was stirred overnight at 90° C. under an argon atmosphere. After cooling to room temperature, 2 mL of hexane was added to the suspension, while stirring was continued. The suspension was poured into 40 mL of hexane. The precipitated product was filtered, washed with several portions of hexane and dried in vacuum. A white powder was obtained. 1H NMR (300 MHz, CDCl3): delta 13.1 (1H), 11.8 (1H), 10.1 (1H), 5.8 (1H), 3.3 (4H), 2.1 (3H), 1.6 (4H), 1.4 (16H). FT-IR (neat): nu (cm-1) 2918, 2267, 1698, 1665, 1577, 1523, 1223.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3977-29-5, 2-Amino-6-methylpyrimidin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SupraPolix B.V.; US2008/260795; (2008); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, 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, name: 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. name: 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione

In toluene was added with stirring 506.77 g of methyl-6-chloro-uracil 96.36 g, 2-cyanobenzylbromide 129.36 g, triethylamine 45.54 g, the reaction was stirred for about 80 C, cooled to room temperature, purified water was added with stirring analysis crystal suction filtration and dried to afford the product 146.62 g, mp: 164.6-166.5 C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; Jilin Pharmaceutical College; Chang Sheng; Ma Jingjie; Zheng Xianjing; Dong Linlin; Yin Shuzhu; (10 pag.)CN108912093; (2018); A;,
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Related Products of 932-52-5 ,Some common heterocyclic compound, 932-52-5, molecular formula is C4H5N3O2, 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.

The Schiff base ligand (H2L) was prepared by refluxing an equimolar amount (1:1M ratio) of 5-aminouracil (10g, 0.01mol) with 2-benzoyl pyridine (14.41g, 0.01mol) in ethanol, after 3h a few drops of concentrated sulfuric acid were added to the reaction mixture. The precipitated product was filtered and washed several times with ethanol and dried in a vacuum desiccator over anhydrous CaCl2 for one day, the reactions were monitored by TLC. The measured melting point of product is 207C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,932-52-5, its application will become more common.

Reference:
Article; Abdel-Monem, Yasser K.; Abouel-Enein, Saeyda A.; El-Seady, Safa M.; Journal of Molecular Structure; vol. 1152; (2018); p. 115 – 127;,
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Electric Literature of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of (R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 39, the configuration of the stereocenter is arbitrarily assigned; 110 mg}, 2-chloro-5-trifluoromethyl-pyrimidine (76 mg), K2CO3 (100 mg), and dimethyl sulfoxide (1.5 mL) is stirred at 110 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are washed with brine, dried (Na2SO4), and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 30:70?10:90) to give the title compound. LC (method 5): tR=1.32 min; Mass spectrum (ESI+): m/z=510 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; US2013/18030; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
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