Day: June 16, 2021

Application of 7226-23-5, 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. 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

A solution of diisopropylamine (344 muL, 2.45 mmol) in dry tetrahydrofuran (2.9 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (981 muL, 2.45 mmol). The reaction mixture was stirred at -78 C. for 15 min and then treated dropwise with a solution of (4-morpholin-4-yl-phenyl)-acetic acid methyl ester (549.9 mg, 2.34 mmol) in dry tetrahydrofuran (2 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (1 mL). The resulting reaction mixture was allowed to stir at -78 C. for 30 min, at which time, a solution of iodomethylcyclopentane (540.0 mg, 2.57 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was then allowed to warm to 25 C. where it was stirred for 67 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The aqueous residue was diluted with ethyl acetate (200 mL). The organic phase was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-morpholin-4-yl-phenyl)-propionic acid methyl ester (381.4 mg, 51%) as a white solid: mp 68-70 C.; EI-HRMS m/e calcd for C19H27NO3 (M+) 317.1991, found 317.2001.

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 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one.

Reference:
Patent; Corbett, Wendy L.; Haynes, Nancy-Ellen; Sarabu, Ramakanth; US2002/2190; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, Formula: C4H4Cl2N4, blongs to pyrimidines compound. Formula: C4H4Cl2N4

In the reaction vessel, 4,6-dichloropyrimidine-2,5-diamine(500 mg, 2.79 mmol), 3-thienylboronic acid(0.821 g, 6.42 mmol), sodium carbonate(1.48 g, 14.0 mmol), and tetrakis (triphenylphosphine) palladium (0) (162 mg, 0.140 mmol) in toluene (28 mL) in ethanol (7 mL),And distilled water (7 mL) were added at room temperature, and the reaction solution was cooled to room temperature after stirring for 20 hours under heating reflux conditions under an argon atmosphere.Add distilled water (8 mL), stir, separate the aqueous layer with ethyl acetateIt extracted 3 times with (12 mL). After that, combine all organic layers,Saturated aqueous sodium chloride solution (12 mL) is added thereto, and the mixture is stirred for washing, and the separated organic layer is dried over anhydrous sodium sulfate.The filtrate after filtration was concentrated under reduced pressure. The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4,6-di (thiophen-3-yl) pyrimidine-2,5-diamine(0.737 g, 96% yield).

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
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. 7461-50-9, name is 2-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

2-Chloropyrimidin-4-ylamine (3.5 g, 27.0 mmol), 4-methoxypiperidine hydrochloride (4.09 g, 27.0 mmol) and Cs2C03 (26.4 g, 81.0 mmol) were suspended in DMF (60 mL) and heated at 120 C for 18 h. The reaction mixture was partitioned between water and EtOAc. The aqueous phase was washed with EtOAc (x 2) and the combined organic phases were washed with brine, dried (MgSO i), and concentrated in vacuo affording the title compound as a solid (2.5 g). The aqueous phase was concentrated in vacuo and the slurry was extracted with EtOAc. The volatiles were removed in vacuo and the resulting residue was purified by chromatography (Si-PCC, gradient 0- 100% EtOAc in cyclohexane) and then triturated with cyclohexane affording a second batch of the title compound (2.38 g, 87% combining the two batches). lH NMR (400 MHz, CDC13) delta: 7.94 (1H, d, J=5.60 Hz), 5.74 (1H, d, J=5.60 Hz), 4.53 (2H s), 4.33-4.24 (2H, m), 3.47-3.37 (4H, m), 3.33-3.24 (2H, m), 1.98-1.87 (2H, m), 1.60-1.47 (2H, m).

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, 7461-50-9, 2-Chloropyrimidin-4-amine.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1074-40-4, 4,6-Dichloro-2-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, COA of Formula: C5H4Cl2N2O, blongs to pyrimidines compound. COA of Formula: C5H4Cl2N2O

Step 3. To a solution of 4,6-dichloro-2-methoxy-pyrimidine (0.606 g, 3.38 mmol, Intermediate (4)] and 2-(2,2-difluoro-benzo[l,3]dioxol-5-yl)-ethylamine hydrochloride (0.884 g, 3.72 mmol, Intermediate (62)]) in EtOH (11 mL) is added sodium bicarbonate (0.85 g, 10.14 mmol) and heated to reflux for 4 hours. The reaction mixture is filtered and filtrate is concentrated, residue solid is washed with small amount of EtOH to yield (6-chloro-2-methoxy-pyrimidin-4-yl)-[2-(2.2-difluoro- benzori.31dioxol-5vn-ethyl]-amine [0.918 g, 79%, Intermediate (63)] as a solid. LC/MS: MS: 344 (M+H).

The synthetic route of 1074-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
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. 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3ClIN3

4-(3-Hydroxypropyl)benzeneboronic acid (2.51 1 g, 13.95 mmol) and 4-chloro-6-iodo-7H- pyrrolo[2,3-d]pyrimidine (3.44 g, 12.31 mmol) were dissolved in 1 -propanol (100 ml) at RT and an aq. solution of Na2CC>3(2 M) (13.54 ml, 27.1 mmol) was added. Argon was bubbled through the mixture for 5 min and PdCI2(PPh3)2(0.432 g, 0.615 mmol) was added. The RM was stirred at 105C for 22 h and then allowed to cool to RT overnight. The solvent was removed and the residue was sonicated in a mixture of water and THF (3:2). The mixture was filtered, the solids were washed with water and dried to afford the title compound as a solid (2.4 g). Method A: Rt = 0.86 min; [M+H]+= 288.2

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, 876343-10-1, 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; LORBER, Julien; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (178 pag.)WO2019/186343; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 626-48-2, 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 626-48-2, name is 6-Methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

a) 50.5 g (0.40 mol) of 6-methyluracil (Merck) are introduced in portions over the course of one hour with stirring at 0 to +5 C. into a solution of 200 ml of 100% nitric acid (fuming) and 50 g of phosphorus pentoxide. When the exothermic reaction is complete, the mixture is stirred at +5 C. for a further 5 hours. The reaction mixture is subsequently poured into 1 kg of ice-water. The resultant precipitate is filtered, washed with water and then dried to constant weight, giving 37 g (54%) of 5-nitro-6-methyluracil, pale-yellow powder, m.p. 281 C. with decomposition.

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 626-48-2, 6-Methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Witco Vinyl Additives GmbH; US6002004; (1999); 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.56621-90-0, name is 5-Amino-2-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.5477, as common compound, the synthetic route is as follows.HPLC of Formula: C4H4ClN3

[0092] 5-Amino-2-chloro pyrimidine (1-2) (2.7 g, 20.6 mmol), 2-chloro-5-methoxy benzoyl chloride (4.2 g, 20.6 mmol)and triethylamine (7 mL) are dissolved in dichloromethane (40 mL). The resultant mixture is stirred overnight at roomtemperature. After removing the solvent by evaporation, the residue is poured into ethyl acetate and water for extractionseparation. The combined organic phase is dried through anhydrous sodium sulfate, concentrated under vacuum, andpurified by silica gel column chromatography to give compound (1-3) (5.7 g, 82.6%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-90-0, 5-Amino-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; XIE, Fuwen; LAI, Hongxi; RONG, Frank; EP2615092; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10070-92-5, name is Pyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4N2O

Example 85 3-(1-oxo-5-(((1S,2S)-2-((pyrimidin-5-ylmethyl)amino)cyclohexyl)oxy)isoindolin-2-yl)piperidine-2,6-dione (I-103) To a solution of 3-(5-(((1S,2S)-2-aminocyclohexyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (I-15, 0.16 g, 0.184 mmol) in DMF (2 mL) was added pyrimidine-5-carbaldehyde (85-1, 0.02 mL, 0.26 mmol) and the resulting mixture was stirred at rt for 15 minutes. Sodium triacetoxyborohydride (58 mg, 0.28 mmol) was added and stirring was continued at rt for 24 h. Additional pyrimidine-5-carbaldehyde (85-1, 12 mg, 0.11 mmol) was added and the reaction mixture was stirred at rt for 15 min. Additional sodium triacetoxyborohydride (25 mg, 0.12 mmol) was added stirring was continued at rt for 1 h. Additional pyrimidine-5-carbaldehyde (85-1, 12 mg, 0.11 mmol) was added and the reaction mixture was stirred at rt for 15 minutes. Sodium triacetoxyborohydride (25 mg, 0.12 mmol) was the again added and stirring was continued at rt for 1 h. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate and extracted with 20% i-PrOH in DCM (*3). The combined organic phases were passed through a phase separating column and concentrated onto Celite. The crude material was purified by silica gel chromatography eluting with 0-100% EtOAc:EtOH (v/v=3:1, with 1% Et3N as a modifier) in heptane to afford I-103 (67 mg, 0.14 mmol, 79% yield) as a white solid. MS [M+H]+=450.3. 1H NMR (400 MHz, DMSO-d6) delta 10.96 (s, 1H), 9.04 (s, 1H), 8.74 (s, 2H), 7.61 (d, J=8.3 Hz, 1H), 7.20 (s, 1H), 7.08 (d, J 8.5 Hz, 1H), 5.07 (dd, J=13.3, 5.1 Hz, 1H), 4.43-4.18 (m, 3H), 3.92-3.76 (m, 1H), 3.14-3.03 (m, 1H), 2.91 (ddd, J=17.9, 13.5, 5.3 Hz, 1H), 2.64-2.55 (m, 1H), 2.44-2.31 (m, 1H), 2.29 (s, 1H), 2.13-1.93 (m, 3H), 1.73-1.59 (m, 2H), 1.42-1.13 (m, 4H).

The synthetic route of 10070-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; ADCOCK, Claire; BONAZZI, Simone; CERNIJENKO, Artiom; LAM, Philip; LINKENS, Kathryn Taylor; MALIK, Hasnain Ahmed; THOMSEN, Noel Marie-France; VISSER, Michael Scott; US2020/17461; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3 ,Some common heterocyclic compound, 335654-06-3, 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.

N-Bromosuccinimide (11374.5 g, 64.04 mol, 2.0 eq.) Was added portionwise to a solution of compound III (4907.0 g, 31.91 mol, 1.0 eq.) In acetonitrile Completed, at room temperature (25 ) for 17 hours, monitoring the reaction was complete.The reaction solution was slowly added to 100L of ice water, precipitated a large amount of solid, suction filtration, the filter cake washed with water (50L × 3), dried to obtain 7117.2g white white solid.Yield: 95.82%.1H-NMR (400 MHz, DMSO-d6) delta (ppm) 12.78 (brs, 1H); 8.85 (s, 1H); 7.89 (s, 1H)

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. 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Rong Liang; Li Jin; Li Hui; Jie Yuanping; Wu Xihan; Yang Minmin; (12 pag.)CN105949196; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39268-74-1, 5-Ethoxypyrimidin-2-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, 39268-74-1, blongs to pyrimidines compound. Product Details of 39268-74-1

Process 4: Under argon atmosphere, trimethylaluminum (2 mol/L hexane solution, 0.39 mL, 0.78 mmol) was added to 1,2-dichloroethane (5 mL) solution of 2-amino-5-ethoxypyrimidine (108 mg, 0.78 mmol) at room temperature and stirred for 70 minutes at room temperature. 1,2-dichloroethane solution (2 mL) of methyl (Z)-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-isobutylami de-2-hexenoate (158 mg, 0.39 mmol) was added dropwise thereto at room temperature and refluxed under heating for 3 hours. The reaction mixture was added an aqueous solution of ammonium chloride and chloroform, and filtered through a pad of celite. The organic layer in the filtrate was separated and the aqueous layer was extracted with chloroform. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residues were subjected to silica gel column chromatography (Flash12M manufactured by Biotage) (chloroform/methanol = 40 : 1) to give 2-{5-{[1-(5-ethoxypyrimidin-2-yl)-2-isopropyl-6-oxo-4-propy 1-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitril e (111 mg, 58%) as yellow oil. 1H-NMR(CDCl3, 400 MHz)delta: 0.97(3H, t, J = 7.4 Hz), 1.17(6H, d, J = 6.6 Hz), 1.49(3H, t, J=6.9Hz), 1.66-1.77(2H, m), 2.19-2.32(1H, m), 2.60-2.70(2H, m), 3.93(2H, s), 4.10(2H, q, J = 7.1 Hz), 7.45(1H, td, J = 7.7, 1.1 Hz), 7.60 – 7.67(2H, m), 7.73 – 7.80(3H, m), 8.49 (2H, s), 8.67(1H, d, J = 1.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39268-74-1, its application will become more common.

Reference:
Patent; Kowa Company Ltd.; MIURA, Toru; SATO, Seiichi; YAMADA, Hajime; TAGASHIRA, Junya; WATANABE, Toshiaki; SEKIMOTO, Ryohei; ISHIDA, Rie; AOKI, Hitomi; OHGIYA, Tadaaki; EP2687523; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia