Day: August 10, 2021

Synthetic Route of 5466-43-3, 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 5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[00571] To a solution of 2,4-dichloro-5H,6H,7H-cyclopenta[d]pyrimidine (3 g, 15.87 mmol) in THF (15 mL) was added 6M aq NaOH solution (10 eq, 26.45 ml) and the reaction stirred at 50 C for 48 h. The reaction mixture was concentrated in vacuo to remove the organic solvent. The resulting aqueous solution was acidified to pH 4 with 5M aq HC1 solution and extracted with EtOAc (2 x 50 ml), dried over sodium sulfate and concentrated in vacuo to afford the title compound (2.09 g, 75%) as a pale orange powder. [00572] Method B: LC-MS m/z = 170.9 [M + H]+; RT = 0.68 min.

According to the analysis of related databases, 5466-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); 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.4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine, molecular formula is C4H5ClN4, molecular weight is 144.56, as common compound, the synthetic route is as follows.Product Details of 4316-98-7

EXAMPLE 101 6-Chloro-8-(2,4-dimethoxy-5-bromo-phenyl)-purine Prepared analogously to Example 14 from 4,5-diamino-6-chloropyrimidine and 2,4-dimethoxy-5-bromo-benzoic acid. M.p.: 260-263 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-98-7, 6-Chloro-4,5-diaminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Dr. Karl Thomae GmbH; US4722929; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 6214-65-9, name is 5-Acetyluracil. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H6N2O3

A suspension of 5-acetyluracil (3.1 g, 20 mmol), and potassium carbonate (6.9 g, 50 mmol) in DMF (75 ml) was stirred for 20 min. Then benzyl bromide (6.0 ml, 50 mmol) was added. The resulting mixture was stirred for 8 h at room temperature. DMF was distilled under vacuum. The residue was purified by column (dichloromethane:methanol 40:1). The appropriate fraction was concentrated and crystallized from ethanol to afford 5.34 g of a white solid. Yield was 79.8%. Mp. 92-93 C. 1H-NMR (CDCl3): 8.23 (s, 1H), 7.29-7.49 (m, 10H), 5.17 (s, 2H), 5.01 (s, 2H), 2.62 (s, 3H). 13C-NMR (CDCl3): 194.5, 160.7, 151.0, 148.4, 136.2, 134.4, 129.2, 129.0, 128.9, 128.5, 128.2, 127.8, 112.2, 53.4, 44.9, 30.7. FAB-HRMS: [M+H]+ calcd. for C20H19N2O3 335.1396, found 335.1412.

With the rapid development of chemical substances, we look forward to future research findings about 6214-65-9.

Reference:
Patent; Nair, Vasu; Chi, Guochen; Uchil, Vinod R.; US2006/223834; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8, 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.3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, molecular weight is 94.1145, as common compound, the synthetic route is as follows.

[00125] In one example, Compound iii was prepared by reacting 4- (bis(hydroxyethyl)amino)benzaldehyde (234 mg, 1.12 mmol) with of -4-methylpyrimidine (112 mu,, 1.23 mmol) and of potassium tert-butoxide (376 mg, 3.35 mmol) in N,N-dimethyl formamide (10 mL) for 12 hours at 80 C. The resulting mixture was cooled to ambient temperature and filtered through celite and concentrated. Compound iii was isolated as the major component of a mixture by silica gel chromatography using an ethyl acetate/methanol/hexane solvent system. (E)-2,2′-{[4-(2-(pyrimidin-4- yl)vinyl)phenyl]azanediyl}diethanol (Compound iii): 1H NMR (MeOD, 600 MHz) delta 9.02 (d, J=1.2 Hz, 1H), 8.61 (d, J= 5.4 Hz, 1H), 7.88 (d, J= 15.6 Hz, 1H), 7.58 (d, J= 8.7 Hz, 2H), 7.53 (dd, J= 6.0, 1.2 Hz, 1H), 6.98 (d, J= 15.6 Hz, 1H), 6.88 (d, J= 8.7 Hz, 2H), 3.71 (t, J= 6.0 Hz, 4H), 3.57 (t, J= 6.0 Hz, 4H); 13C NMR (DMSO-d6, 150 MHz) delta 165.23, 159.17, 157.76, 149.72, 139.99, 130.84, 125.87, 121.64, 119.42, 113.66, 51.36, 50.08; HRMS clcd for C16H19N302+m/z (M+H)+ 286.1550, found 286.1546.

Statistics shows that 3438-46-8 is playing an increasingly important role. we look forward to future research findings about 4-Methylpyrimidine.

Reference:
Patent; TEXAS CHILDREN’S HOSPTIAL; ANNAPRAGADA, Ananth; TANIFUM, Eric A.; SRIVASTAVA, Mayank; (143 pag.)WO2016/57812; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 84905-80-6 , The common heterocyclic compound, 84905-80-6, name is 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H4ClN3, 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.

General procedure: To a solution of 1-chloroisoquinoline 1a (2g, 12.225 mmol) in ethanol was added 4-fluorobenzenethiol 2a (1.436 mL, 13.447 mmol). The reaction was stirred at roomtemperature for 16h. The mixture was concentrated in vacuo. The crude waspurified by silica gel column chromatography using ethyl acetate/hexane to yieldpure compound (686 mg, 22%);

The synthetic route of 84905-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ahn, Jin Hee; Ahn, Se Hwan; Bae, Eun Jung; Bae, Myung Ae; Choi, Byeong Wook; Hwang, Kyu-Seok; Kim, Seong Soon; Lee, Byung Hoi; Shin, Dae-Seop; Yang, Jung Yoon; Bioorganic and medicinal chemistry letters; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26305-13-5, 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 26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 5,6-dimethylpyrimidine-2,4(l f,3H)-dione (10.3 g, 0.07 mol, Step B) in phosphorus(V) oxychloride (150 mL) was added dimethylformamide (0.2 ml). The resulting mixture was refluxed overnight under argon and cooled down to ambient temperature. The resulting mixture was evaporated. Toluene (200 mL) was added to the residue. The resulting mixture was concentrated. Cold water with ice (400 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 150 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel, eluting with ethyl acetate/hexane mixture (1 :2-l : 1) to yield 9.5 g (73%) of the titled compound. H NMR (400 MHz, CDC13) delta ppm 2.35 (s, 3H) 2.55 (s, 3H).

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 26305-13-5, 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference:
Patent; ABBVIE INC.; DEKHTYAR, Tatyana; GOMTSYAN, Arthur; MOLLA, M-Akhteruzzaman; VASUDEVAN, Anil; NG, Teresa (Iok Chan); SHAFEEV, Mikhail; WO2013/123401; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1, 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 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 3 Synthesis of 2-(4,6-dimethoxypyrimidin-2-yloxy)benzaldehyde di-n-octylacetal (Compound No. 7) To a mixed solvent of 40 ml of n-octanol and 15 ml of benzene, 1 g of salicylaldehyde was added. The mixture was poured into an eggplant-type flask equipped with a SHEALAM cap, followed by purging with nitrogen. After the addition of 0.04 g of dichlorotris(triphenylphosphine)ruthenium, the mixture was reacted under heating at 100 C. for 20 hours. After the completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue thus obtained (0.9 g) was dissolved in 10 ml of DMF, followed by the addition of 0.5 g of 2-chloro-4,6-dimethoxypyrimidine and 0.2 g of potassium carbonate. The resulting mixture was reacted under heating at 110 C. for 3 hours. After the completion of the reaction, the reaction mixture was poured into 100 ml of water, followed by extraction three times, with 50 ml each of ethyl acetate. The organic layer was washed, dried and concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column and then eluated with a 7:3 mixed solvent of n-hexane and ethyl acetate to purify the same, whereby 0.7 g of the target compound, 2-(4,6-dimethoxypyrimidin-2-yloxy)benzaldehyde di-n-octylacetal, was obtained (yield 17%).

According to the analysis of related databases, 13223-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsui Toatsu Chemicals, Inc.; US5178662; (1993); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 146533-41-7 ,Some common heterocyclic compound, 146533-41-7, molecular formula is C10H5BrCl2N2, 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.

Add 10.0g of V-1 and 80ml of ethylene glycol dimethyl ether to a single-mouth bottle.6.9 g of ethylene glycol and 14.6 g of potassium t-butoxide were added, and the reaction was stirred under reflux for 15 hours.After the reaction is completed, it is cooled to room temperature.The filtrate was poured into 500 ml of 10% citric acid aqueous solution and stirred for 4 h, and suction filtered.The filter cake was placed in a blast to give 8.1 g of the intermediate.The above solid was added to 48 ml of methanol, and the mixture was refluxed until it was dissolved, and the heating was turned off.The temperature was lowered to room temperature, suction filtered, and the filter cake was dried to give a solid.

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. 146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Wang Liubo; Wang Zubing; Lin Ping; Wu Jing; Wang Huaping; Chai Yuzhu; Xu Dan; Zhu Chunxia; Tian Zhoushan; (8 pag.)CN108727279; (2018); A;,
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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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: 2,4-Dichloro-5-pyrimidinecarbonyl chloride

Example 18Synthesis of 5-Carboxyamide-2,4-DichloropyrimidineConcentrated ammonium hydroxide solution in H2O (assumed to be 8.5M; 14.1 mL; 120 mmol) was added over 15-20 minutes to a stirred solution of 2,4-dichloropyrimidine-5-carbonyl chloride (12.5 g; 60 mmol; Manchester Organics, Sutton Weaver, England) in CH2Cl2 (300 mL) at -15 to -20 C. (internal temperature) [n.b.: a precipitate is formed during the addition]. After complete addition, the mixture was filtered (the filter cake comprises desired product and an impurity-for purification see below). H2O (50 mL) was added to the filtrate, which was partitioned. The organic layer was dried (NaSO4), filtered and the solvent removed under vacuum to give the title compound (1.1 g) as a solid. The filter cake from above was triturated with hot (ca. 50 C.) EtOAc (300 mL) and the mixture filtered-this was repeated another 2 times. The combined filtrates from the trituration were concentrated under vacuum to give another 9.1 g of the title compound. The total yield from the reaction is 10.2 g (88%). Data identical to those of Example 17.

With the rapid development of chemical substances, we look forward to future research findings about 2972-52-3.

Reference:
Patent; Singh, Rajinder; Tso, Kin; Zhang, Jing; Duncton, Matthew; Alvarez, Salvador; Kolluri, Rao; Ramphal, John; Holland, Sacha; US2011/130415; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 139756-22-2 ,Some common heterocyclic compound, 139756-22-2, molecular formula is C17H19ClN4O4S, 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.

Using the procedure described in Example 1, the reaction solvent and proton scavenger were varied.

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. 139756-22-2, 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/67936; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia