Day: June 22, 2021

Synthetic Route of 4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, 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.

6.34. Synthesis of (S)-2-Amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-pyrimidin-5-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid A microwave vial (20 ml) was charged with 2-formylphenylboronic acid (290 mg, 2.0 mmol), 5-bromo-pyrimidine (316 mg, 2.0 mmol) and 8 ml of acetonitrile. To this mixture was added 4 ml of aqueous sodium carbonate (1M), followed by 100 mg of dichlorobis-(triphenylphosphine)-palladium(II). The reaction vessel was sealed and heated at 150 C. for 5 minutes with microwave irradiation. After cooling, the reaction mixture was extracted with ethylacetate. The organic layer was evaporated to provide a crude material, which was purified by ISCO to give 220 mg of 2-pyrimidin-5-yl-benzaldehyde.

According to the analysis of related databases, 4595-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jin, Haihong; Shi, Zhi-Cai; Tunoori, Ashok; Wang, Ying; Zhang, Chengmin; Devasagayaraj, Arokiasamy; US2008/153852; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1193-24-4, Adding some certain compound to certain chemical reactions, such as: 1193-24-4, name is 4,6-Dihydroxypyrimidine,molecular formula is C4H4N2O2, 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 1193-24-4.

Example 7 (for comparison) 460 g of phosphorus oxychloride and 62 g of N,N-dimethylaniline were mixed and 116 g of 4,6-dihydroxypyrimidine (98% pure) were metered into the mixture with a screw at 100 C. in the course of 5 hours. Thereafter, the reaction mixture was subsequently stirred at 106 to 128 C. for 8 hours. It was diluted with 300 g of chlorobenzene and discharged onto 1.2 kg of ice. The organic phase was separated off, washed twice with 100 ml of water each time and then subjected to fractional distillation. 85.7 g of 4,6-dichloropyrimidine (=58% of theory) are thus obtained.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5719285; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-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: 862730-04-9, blongs to pyrimidines compound. SDS of cas: 862730-04-9

Synthesis of 3-(benzo[c][1,2,5]oxadiazol-6-yl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA44); A solution of Benzo[c][1,2,5]oxadiazole-5-boronic acid (18 mg, 0.11 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.10 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA44. ESI-MS (M+H)+ m/z calcd 296.1, found 296.1.

The synthetic route of 862730-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4212-49-1, 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. 4212-49-1, name is 5-Ethyluracil. A new synthetic method of this compound is introduced below.

N, N-DIISOPROPYLETHYLAMINE (195 mL, 0.86 mol) (Aldrich) was added slowly to a mixture of 5-ethyl uracil (52.3 g, 0.37 mol) (from Example LC, suprn) and phosphorous oxychloride (150 mL, 1.61 mol) (Aldrich) with external cooling in a cold water bath. The mixture was heated at reflux for 3.8 hours and cooled to room temperature. Mixture was then poured into ice (300 g). Ethyl acetate (100 mL) was added and mixture stirred at 20 C for 30 minutes with cooling in an ice-water bath. The resulting mixture was filtered through CELITEE and the filtrate extracted with ethyl acetate-hexanes (1: 1,3 X 300 mL). The combined organic layers was washed with water (250 mL), dried over sodium sulfate, filtered and concentrated to dryness. This residue was dissolved in ethyl acetate- hexanes (1 : 1) and filtered through TLC grade silica gel and eluting with the same solvent. The filtrate was concentrated to dryness to give 2,4-dichloro-5-ethyl-pyrimidine. (Yield 56.3 g, 85.2%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4212-49-1, 5-Ethyluracil, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/41821; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 43212-41-5, name is 2,4-Dichloro-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,4-Dichloro-6-methoxypyrimidine

This product is mixed with morpholine in THF and stirred at 20-25 to give 6-methoxy- 2-morpholino-4-chloropyrimidine.

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, 43212-41-5, 2,4-Dichloro-6-methoxypyrimidine.

Reference:
Patent; The Upjohn Company; US35053; (1995); E1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 696-07-1, 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 696-07-1 as follows.

Step 1 . Preparation of 1 -benzhydryl-5-iodo-pyrimidine-2,4-dione 5-lodouracil (0.10 g, 0.42 mmol) was suspended in dry MeCN (2.1 mL) and Nu, Omicron- bis(trimethylsilyl)acetamide (0.25 mL, 1 .05 mmol) was added under nitrogen atmosphere. When the reaction mixture turned clear, bromodiphenyl methane (0.15 g, 0.63 mmol) and a catalytic amount of l2 were added and the reaction mixture was heated at 84 C for 4 hrs. After cooling to room temperature, the mixture was concentrated under reduced pressure, diluted with EtOAc and washed with water. The aqueous phase was extracted with EtOAc (3 x 15 mL), the combined organic layers were washed with brine, dried over Na2SO4 and the solvent was removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 60:40) to afford the title compound (0.15 g, 87%) as white solid. 1H NMR (400 MHz, CDCI3): delta 7.02 (s, 1 H), 7.14-7.18 (m, 4H), 7.38-7.45 (m, 6H), 7.46 (s, 1 H), 8.58 (s, 1 H). MS (ESI) m/z: 405 [M-H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-07-1, its application will become more common.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5ClN2O

Preparation 18 2-(4-Chlorophenyl)-5-methoxypyrimidine 4-Chlorobenzeneboronic acid (7.25 g, 46.35 mmol) was added to a stirred solution of 2-chloro-5-methoxypyrimidine (6.70 g, 46.35 mmol) in 1,4-dioxane (66 mL) and water (33 mL). Potassium carbonate (6.41 g, 46.35 mmol) and tetrakis(triphenylphosphine) palladium(0) (2.68 g, 46.35 mmol) were added and the resulting mixture was stirred at 100° C. for 50 minutes. The mixture was partitioned between diethyl ether (350 mL) and aqueous sodium hydroxide solution (1M, 200 mL). The aqueous layer was re-extracted with diethyl ether (2*100 mL). The combined organic extracts were dried over sodium sulphate, filtered through a plug of silica and concentrated under reduced pressure to afford the title compound, after trituration with diethyl ether (100 mL), as a white solid in 39.6percent yield, 4.05 g. LRMS ES m/z 221 [MH]+

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, 22536-65-8, 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Pfizer Inc; US2008/280877; (2008); 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.120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde, molecular formula is C5H5N3O, molecular weight is 123.11, as common compound, the synthetic route is as follows.SDS of cas: 120747-84-4

A solution of aldehyde (50 g, 0.41 mol) [see, for example, WO 0232893] in MeOH (300 mL) was cooled to 0 C. and carefully treated with NaBH4 (20 g, 0.53 mol in 6 batches) over 20 minutes. The reaction was then allowed to warm to 20 C. and was stirred for 4 hours. The mixture was again cooled to 0 C., carefully quenched with saturated aqueous NH4Cl, and concentrated. Flash chromatography (5-10% 7N NH3-MeOH/CH2Cl2) provided the primary alcohol (31 g, 62%) as a light yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120747-84-4, 2-Aminopyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; US2005/187219; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51-20-7, 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. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, 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.

6.4 mL (26.2 mmol) of N,O-bis(trimethylsilyl)acetamide is added to a solution of 2 g (10.5 mmol) of 5-bromo-1H-pyrimidine-2,4-dione in 40 ml of acetonitrile. The reaction mixture is stirred until a clear solution is obtained, then 3.9 g (15.8 mmol) of benzhydryl bromide and 267 mg (1.1 mmol) of iodine are added. The reaction mixture is heated under reflux for 5 hours and then left at room temperature for 18 hours. The solvents are concentrated under vacuum and then the residue is taken up in 50 ml of ethyl acetate and 50 ml of water. The organic phase is washed once with water and then with a saturated aqueous solution of sodium chloride, dried over magnesium sulphate, filtered and concentrated under vacuum. The crude product is chromatographed on silica gel eluted with a heptane/ethyl acetate mixture, 70/30 and then 50/50. 2.5 g (67%) of 1-benzhydryl-5-bromo-1H-pyrimidine-2,4-dione is obtained in the form of a yellow solid.

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 51-20-7, 5-Bromouracil.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; Fournier, Jean-Francois; Clary, Laurence; Thoreau, Etienne; (164 pag.)US2018/50992; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-61-3, Pyrimidine-5-carboxylic acid, 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: C5H4N2O2, blongs to pyrimidines compound. HPLC of Formula: C5H4N2O2

Pyrimidine-5-carboxylic Acid (1eq), the amide was dissolved in dimethylformamide (DMF) and, morpholine (1.01 eq) and 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide (EDC, 1.1 eq ), 1-hydroxybenzotriazole (HOBT, 1.1 eq) was added dropwise, and triethylamine (TEA, 3 eq) sequentially. After stirring overnight at room temperature, then terminate the reaction with a small amount of water, extracted with EtOAc and water and a small amount of water in the organic layer was removed by using anhydrous MgSO4, and evaporated under reduced pressure to remove the solvent and dried in vacuo. Then, separated by column to give the title compound in 50percent yield.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INDUSTRY & ACADEMIC COOPERATION IN CHUNGNAM NATIONAL UNIVERSITY (IAC); KIM, EUN HEE; YOO, SUNG EUN; KANG, NAM SOOK; KOO, TAE SUNG; PARK, MIN YOUNG; KIM, YOUNG HOON; BAE, HYUN JU; KIM, JIN WOO; IN, TAE KYU; JOO, CHOUN KI; (25 pag.)KR101555033; (2015); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia