Day: June 8, 2021

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. category: pyrimidines

General procedure: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

With the rapid development of chemical substances, we look forward to future research findings about 1004-38-2.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: 2,4-Dichloro-5-fluoropyrimidine

[0639] Synthesis of 2-chloro-5-fluoropyrimidine: [0640] To a stirred solution of 2, 4-dichloro-5-fluoropyrimidine (1 g, 5.98 mmol) in THF (10 mL) under argon atmosphere was added zinc (1.13 g, 17.96 mmol) at room temperature, heated to 70 C; then added acetic acid (0.36 mL, 5.98 mmol) and stirred for 6 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 10% EtOAc/ Hexanes to afford 2-chloro-5-fluoropyrimidine (280 mg, 35%) as colorless liquid. [0641] 1H-NMR (CDCls, 400 MHz): delta 8.52 (s, 2H); LC-MS: 90.01%; 133.1 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 1.29 min. 0.05% TFA (aq.): ACN; 0.8 mL/min); TLC: 10% EtOAc/ Hexanes (R/. 0.5).

With the rapid development of chemical substances, we look forward to future research findings about 2927-71-1.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, HPLC of Formula: C5H5ClN2O, blongs to pyrimidines compound. HPLC of Formula: C5H5ClN2O

10761] Under nitrogen atmosphere, the compound Cl (500 mg, 3.46 mmol was dissolved in DME (10 mE). 2-chloro- 3-(trifluoromethyl)phenyl boronic acid (1.164 g, 5.19 mmol), 2 mol/L aqueous solution of sodium carbonate (5.19 mE, 10.38 mmol) and PdC12 (dppf)(282 mg, 0.346 mmol) were added to the solution. The mixture was stirred at 90° C. for 1 hour. After cooled to room temperature, water was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed by brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by colunm chromatography (chloroform-methanol) to afford the compound C2 (600 mg, yield 60percent).10762] MS (mlz): 289 [(M+H)]

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; TANAKA, Satoru; OGAWA, Tomoyuki; OGATA, Yuki; FUJITA, Masahide; (89 pag.)US2016/318916; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 3764-01-0

Under nitrogen atmosphere, 2,4,6-trichloropyrimidine (40.0g, 0.218mol) and phenylboronic acid (26.6g, 0.218mol) completely dissolved in 250mL of tetrahydrofuran, was added 2M aqueous potassium carbonate solution (125mL) and tetrakis(triphenylphosphine)palladium (7.6g, 6.5mmol) then heated and stirred for 5 hours. The temperature was lowered to room temperature, the aqueous layer is removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and treated with a column with 1:3 ratio of tetrahydrofuran and hexane to prepare the compound 6-A (40g, yield: 82%).

With the rapid development of chemical substances, we look forward to future research findings about 3764-01-0.

Reference:
Patent; LG Chem, Ltd.; Xu, Dongxu; Li, Dongxun; Li, Xiangbin; Zhang, Junqi; Jin, Xingzhao; (67 pag.)CN105579445; (2016); 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.319442-19-8, name is Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyrimidine-2-carboxylate, molecular formula is C9H8N2O3S, molecular weight is 224.24, as common compound, the synthetic route is as follows.SDS of cas: 319442-19-8

General procedure: A mixture of compound 6a (240 mg, 4.00 mmol) and 3-methoxybenzylamine (138 mg, 1.00 mmol) in DMF (3 mL) washeated at 90 C for 5 h. The reaction mixture was concentratedunder reduced pressure. The residue was diluted with ethyl acetate,washed with brine, dried over anhydrous Na2SO4 and concentratedunder reduced pressure. The crude product was purified bypreparative HPLC and crystallized from ethanol-diethyl ether togive 7a as a beige powder (88.5 mg, 42%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,319442-19-8, Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Nara, Hiroshi; Sato, Kenjiro; Naito, Takako; Mototani, Hideyuki; Oki, Hideyuki; Yamamoto, Yoshio; Kuno, Haruhiko; Santou, Takashi; Kanzaki, Naoyuki; Terauchi, Jun; Uchikawa, Osamu; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5487 – 5505;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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: C5H5ClN2, blongs to pyrimidines compound. HPLC of Formula: C5H5ClN2

[0178] To a stirred solution of 4-chloro-6-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) was added diisopropylethylamine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol). The reaction mixture was heated to 150 C and stirred for 3 h. After consumption of the starting materials (monitored by TLC), the mixture was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% (0381) MeOH:DCM to afford tert-butyl (l-(6-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.75 g, 77%) as an off-white solid. 1H-NMR (DMSO-< 5, 400 MHz): delta 8.34 (s, 1H), 6.69 (s, 1H), 4.28-4.24 (m, 2H), 3.54-3.52 (m, 1H), 3.00-2.93 (m, 2H), 2.23 (s, 3H), 1.77-1.75 (m, 2H), 1.38 (s, 9H), 1.30-1.22 (m, 3H); LC-MS: 293.3 (M+1); (column; X-Bridge C-18 (50 3.0 mm, 3.5 mupiiota); RT 3.32 min. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% (0382) EtOAc:hexanes (Rf. 0.2). The synthetic route of 3435-25-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/138689; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 33097-13-1, 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.33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H3Cl2N3S, molecular weight is 220.08, as common compound, the synthetic route is as follows.

[0301] Step 1 : To a suspension of 4,6-dichloro-2-(methylthio)pyrimidine-5-carbonitrile (538 mg, 2.44 mmol) in DMF (4 mL) was added 6-aminoquinoline (388 mg, 2.69 mmol). After stirring at room temperature for 20 min, the mixture was diluted with water, the resulting precipitate was collected by filtration to give 4-chloro-2-(methythio)-6-(quinolin-6- yl)pyrimidin-5-carbonitrile (800 mg).

The chemical industry reduces the impact on the environment during synthesis 33097-13-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; XU, Qing; HUANG, Wolin; JIA, Zhaozhong J.; SONG, Yonghong; WO2012/61415; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, 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, SDS of cas: 444731-75-3, blongs to pyrimidines compound. SDS of cas: 444731-75-3

A 250-mL 3-necked flask equipped with a magnetic stir bar, thermometer, reflux condenser, and nitrogen inlet/outlet was charged with ethanol (60 ml_, 10 volumes), the product of Intermediate Example 4 (6.00 g, 20.85 mmol, 1.0 equiv) and 5-amino-2-rnethylbenzenesulfonamide (4.00 g, 21.48 mmol, 1.03 equiv) with stirring. The reaction mixture was heated to 70 0C. After stirring the reaction mixture at 68 – 72 0C for 3 hrs, 4M HCI in dioxane (0.11 mL, 0.44 mmol, 0.02 equiv) was charged over ca. 2 min. The reaction mixture was stirred at 68 – 72 0C until < 1.5% by area of the starting product of Intermediate Example 4 was remaining by HPLC analysis (Typically, this reaction is complete in > 8 hrs). The reaction mixture was cooled to 20 0C over ca. 30 min and stirred at 20 – 22 0C for 40 min. The product was then isolated by filtration and the filter cake washed with ethanol (20 mL, 3.3 volumes). The wet cake was dried under vacuum at 45 – 50 0C. The monohydrochloride salt of 5-({4- [(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]-pyrimidin-2-yl}amino)-2- methylbenzenesulfonamide (9.52 g, 96.4%) was isolated as a white solid. 1H NMR (400 MHz, d6DMSO+NaHCO3) delta 9.50 (br s, 1 H), 8.55 (br s, 1 H), 7.81 (d, J = 6.2 Hz, 1 H), 7.75 (d, J = 8.7 Hz, 1 H), 7.69 (m, 1 H), 7.43 (s, 1 H), 7.23 (s, 2H), 7.15 (d, J = 8.4 Hz, 1 H), 6.86 (m, 1 H), 5.74 (d, J = 6.1 Hz, 1 H), 4.04 (s, 3H), 3.48 (s, 3H), 2.61 (s, 3H), 2.48 (s, 3H). MS (ES+, m/z) 438 (M+H).

The synthetic route of 444731-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/64753; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5413-85-4 ,Some common heterocyclic compound, 5413-85-4, molecular formula is C4H3Cl2N3, 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.

Preparation of intermediate compound (50)a. To a stirred solution of 5-amino-4,6-dichloropyrimidine (48) (5 gm, 30.5 mmol) in DMSO (40ml) was added sodium sulfide (4.8 gm, 36.9 mmol) and stirred at room temperature for 12 h. The reaction mixture was diluted with water (40ml) and acidified with cone. HCl (1 ml). The solid obtained was collected by filtration washed with water and dried in vacuum to furnish 5-amino-6- chloropyrimidine-4-thiol (49) (4.09 gm, 83.13percent) as a brown solid, which was pure enough to be used for next step.

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. 5413-85-4, 5-Amino-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 160199-05-3, 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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

Starting material2,4-dichlorobenzo [4,5] thieno [3,2-d] pyrimidine(32 g, 125.6 mmol)4,4,5,5-tetramethyl-2- (naphthalen-2-yl) -1,3,2-dioxaborolane(35 g, 138 mmol), Pd (PPh3) 4 (5.80 g, 5.02 mmol), K2CO3 (52 g, 376.41 mmol), THF (440 ml), water (220 ml)And the mixture is heated under reflux at 80 C to 90 C.When the reaction is complete, dilute with distilled water at room temperature and extract with methylene chloride and water.The organic layer was dried over MgSO4 and concentrated. The resulting compound was purified by silicagel column and recrystallizationSub 2-61 (19.58 g, yield: 45%) was obtained

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,160199-05-3, its application will become more common.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Jeong Ho-yeong; Ryu Jae-deok; Jeon Jin-bae; Cho Min-ji; (47 pag.)KR2019/1967; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia