Tag: M.W:100-200

Synthetic Route of 932-52-5, 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 932-52-5 as follows.

8-(2,6-Difluorophenyl)-4-(4-fluoro-2-methlphenyl)-2-(N-aminouracil-5-yl)-8H-pyrido[2,3-d]pyrimidin-7-one The title compound of Example 48 [8-(2,6-difluorophenyl)-4-(4-fluoro-2-methylphenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one] (100 mg, 0.000225 mol) and 5-aminouracil (70 mg, 0.00055 mol) were taken up in dry DMSO (1.5 ML) and, with stirring under Ar, warmed to 65 for 6.5 h.Reaction was cooled to 23, then diluted with EtOAc; solution was washed with H2O; the aq phase was extracted with EtOAc; combined organic layers were dried (Na2SO4) then evaporated to an amber glass.This glass was crystallized from a small amount of MeOH, which crystals when dried afforded 15 mg (14%) of the title compound as a light yellow crystalline solid. (m.p.>300) LC MS (m/e)=493(MH+). Rt=1.82 min.

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:
Patent; Adams, Jerry L.; Boehm, Jeffrey C.; Hall, Ralph; Jin, Qi; Kasparec, Jiri; Silva, Domingos J.; Taggart, John J.; US2004/116697; (2004); 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. 372118-67-7, name is Pyrimidin-2-ylmethanamine hydrochloride, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a solution of 2-((6,8-dichloro-3-(methoxycarbonyl)naphthalen-1 – yl)(methyl)annino)acetic acid (60 mg, 0.18 mmol) in DMF (1 ml_) is added CDI (40 mg, 0.25 mmol), and the mixture is heated at 50 C for 30 min. Then pyrimidin-2- ylmethanamine hydrochloride (36 mg, 0.25 mmol) and DIPEA (34 mg, 0.26 mmol) are added, and the reaction mixture is stirred at 50 C for 3 days (LC-MS control). The mixture is allowed to cool to rt, diluted with water (5 mL) and brine (6 mL), and extracted with EtOAc (4x). The organic extracts are combined, dried over Na2SO4, filtered and evaporated. The residue is purified by flash chromatography on silica (eluent – EtOAc:hexane or DCM:MeOH) to give the title compound in 72% yield as a yellow oil.

The synthetic route of 372118-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; ABEL, Ulrich; HANSEN, Angela; WOLTER, Falko Ernst; KRUEGER, Bjoern; KAUSS, Valerjans; ROZHKOVS, Jevgenijs; PISKUNOVA, Irena; ZVAGULIS, Artis; TRIFANOVA, Dina; GRUNSTEINE, Ginta; TURE, Anastasija; WO2013/30358; (2013); A1;,
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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 933702-55-7, name is 2-Chloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloropyrimidine-5-carbaldehyde

To a suspension of bromo(2,6-difluoro-3,5-dimethoxybenzyl)triphenyl- 5-phosphane (Example 513, step (d) (4.9g, 9.29 mmol) in anhydrous THF (lOmL) was added 60% NaH (0.5g, 12.67 mmol) portionwise at 0 C under argon atmosphere. The resultant reaction mixture was stirred at room temperature for 12h. A solution of 2-chloropyrimidine-5-carbaldehyde (1.2g, 8.45 mmol) in anhydrous THF (5mL) was added dropwise for 15min. and stirring was continued for overnight at room temperature. The reaction mixture was quenched with ice water and ethyl acetate. The aqueous layer was separated and extracted with ethyl acetate (3x50mL). The combined organic phase was washed with brine, dried over Na2S04, filtered and concentrated under vacuum. The residue was purified by trituration with ether to afford desired title compound (0.45g, 17.3%) LCMS: m/z = 313.2 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 933702-55-7.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sundeep; SATOH, Takashi; SELVARAJ, Anand; (128 pag.)WO2016/164703; (2016); A1;,
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Reference of 1004-40-6 ,Some common heterocyclic compound, 1004-40-6, molecular formula is C4H5N3OS, 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.

To a solution of 1-(bromomethyl)-4-tert-butylbenzene (2.00 ml, 9.00 mmol) in 10 mL of EtOH was added a solution of 6-amino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (2.00 g, 12.0 mmol) in EtOH (35.0 ml, 9.00 mmol), water (4.00 ml, 9.00 mmol), and 3.45 M aqueous NaOH solution (4.00 ml, 13.0 mmol). The whole was heated at 50 C. After 16 h, LCMS showed mainly the product. The reaction was cooled down to rt and concentrated. Water was added until all solids had precipitated out of the solution. The solids were filtered off with an aid of water. White solid was obtained and was purified further by performing a column chromatography using 70:30 DCM:(90:10:1 DCM:MeOH:NH4OH). The product, 2-(4-tert-butylbenzylthio)-6-aminopyrimidin-4(3H)-one was obtained as a white solid (1.8 g, 69% yield). LCMS (ESI) Calcd for C15H19N3OS: [M]+ = 289. Found [M+H]+ = 290. The carbon shift data supported the structure of 6-amino-2-(4-tert-butylbenzylthio)pyrimidin-4(1H)-one. However, line-broadening in the 1D proton and carbon data suggested the double-bond is probably moving between the two nitrogens. Thus, 6-amino-2-(4-tert-butylbenzylthio)pyrimidin-4(1H)-one and 2-(4-tert-butylbenzylthio)-6-aminopyrimidin-4(3H)-one were in equilibrium in DMSO-d6. Proton and carbon chemical shift assignments for 2-(4-tert-butylbenzylthio)-6-aminopyrimidin-4(3H)-one in DMSO-d6 were shown below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-40-6, its application will become more common.

Reference:
Article; Nguyen, Hanh Nho; Bregman, Howie; Buchanan, John L.; Du, Bingfan; Feric, Elma; Huang, Liyue; Li, Xingwen; Ligutti, Joseph; Liu, Dong; Malmberg, Annika B.; Matson, David J.; McDermott, Jeff S.; Patel, Vinod F.; Wilenkin, Ben; Zou, Anruo; McDonough, Stefan I.; Dimauro, Erin F.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 1055 – 1060;,
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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 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 4318-56-3

20.8 g of dichloromethane, 3.21 g of 6-chloro-3-methyluracil, 4.51 g of 2-cyanobenzyl bromide, and 5.16 g of DIPEA were successively added to the reaction flask with stirring, and the temperature was raised to reflux temperature. (40-45 C), HPLC sampling was run until 3-methyl-6-chlorouracil disappeared. After completion of the reaction, the reaction system was cooled to 20 ~ 25 C, dichloromethane was distilled off under reduced pressure, stirred with water after 1h was filtered, the filter cake was rinsed with water after adding ethanol, in the temperature 20 ~ 25 C, stirred for 1h After filtration, the filter cake is washed with ethanol andfinally dried under reduced pressure at a temperature of 60 to 70 C to obtain 5.28 g of a white crystalline solid 2-(6-chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)benzonitrile [hereinafter abbreviated as an intermediate], the yield was 95.8%.

With the rapid development of chemical substances, we look forward to future research findings about 4318-56-3.

Reference:
Patent; Changzhou Sunshine Pharmaceutical Co., Ltd.; Hu Guoyi; Hu Jinping; Gao Yongqing; Wang Yongcheng; Xi Xiaojin; (7 pag.)CN107954978; (2018); A;,
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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. 7752-82-1, name is 5-Bromopyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromopyrimidin-2-amine

Example 50; (5-Bromo-pyrimidin-2-yl)-bis-carbamic acid tert-butyl ester:; A suspension of 5-bromo- pyrimidin-2-ylamine (10.2 g, 58.6 mmol), di-tert-butyldicarbonate (28.1 g, 129 mmol), and pyridine (100 mL) was heated to 70 C overnight while stirring under an atmosphere of nitrogen. Solvent removed under vacuum, then residue was partitioned between diethyl ether and 5 % potassium dihydrogenphosphate. Organic washed with saturated ammonium chloride then dried over magnesium sulfate. Partial evaporation of ether under vacuum produced a white solid which then was collected by filtration. M+1=374/376.

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, 7752-82-1, 5-Bromopyrimidin-2-amine.

Reference:
Patent; AMGEN INC.; WO2005/70932; (2005); A2;,
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Pyrimidine – Wikipedia

Synthetic Route of 180869-38-9, 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.180869-38-9, name is 4-(Dimethoxymethyl)-N-methylpyrimidin-2-amine, molecular formula is C8H13N3O2, molecular weight is 183.21, as common compound, the synthetic route is as follows.

Aqueous 4 M HCI (2 ml) was added to a solution of 4-(dimethoxymethyl)-A/- methylpyrimidin-2-amine (0.060 g, 0.33 mmol) in THF (1 ml). The resulting mixture was heated to 40 C overnight and then cooled to room temperature. The reaction mixture containing the hydrochloride salt of the aldehyde was used directly in the next step without isolation.

The chemical industry reduces the impact on the environment during synthesis 180869-38-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE UNIVERSITY OF MELBOURNE; WILLIAMS, Spencer; SHAH, Sayali; HAKKI, Zalihe; STEWART, Alastair; (154 pag.)WO2018/201192; (2018); A1;,
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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. 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 63200-54-4

Step 1: preparation of tert-butyl 3-(((2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino)methyl)azetidine-1-carboxylate (0266) (0267) 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine (360 mg, 1.92 mmol) and tert-butyl 3-(aminomethyl)azetidine-1-carboxylate (374 mg, 2.01 mmol) were dissolved in methanol (20 mL), followed by the addition of N,N-diisopropylethylamine (667 muL, 3.83 mmol) under stirring at room temperature. The reaction solution was refluxed for 3 hours, and then concentrated, re-dissolved in dichloromethane (50 mL), washed with water (30 mL) and concentrated to give a white solid (350 mg). Yield: 51.2%. MS (ESI, m/z): [M+H]+: 338.2.

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, 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine.

Reference:
Patent; Beijing Hanmi Pharmaceutical Co., Ltd.; LIU, Jinming; CHA, Mi Young; LI, Gong; LI, Zhanmei; QIU, Hongjuan; KIM, Maengsup; (104 pag.)EP3048105; (2016); A1;,
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Electric Literature of 1004-40-6, 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 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of aminouracil (1 mmol), isatin (1 mmol), and carbonyl compound (1 mmol) in DES (1 ml) was stirred on magnetic stirrer at 70oC for nearly 35-55 min. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured on crushed ice.The DES remained in water and solid product was separated by filtration. The DES was recovered from the filtrate by evaporation. The recovered DES was reused three-four times with comparable yields.

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 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine.

Reference:
Article; Khandelwal, Sarita; Rajawat, Anshu; Tailor, Yogesh Kumar; Kumar, Mahendra; Combinatorial Chemistry and High Throughput Screening; vol. 17; 9; (2014); p. 763 – 769;,
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Pyrimidine – Wikipedia

Synthetic Route of 57473-32-2, Adding some certain compound to certain chemical reactions, such as: 57473-32-2, name is 5,7-Dichloroimidazo[1,2-a]pyrimidine,molecular formula is C6H3Cl2N3, 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 57473-32-2.

General procedure: Example 8. General Procedure H A mixture of the desired chloroimidazopyrimidines i-H (1 equiv), desired aminomethyl heterocycle or benzylamine ii-H (1.2 equiv), and triethylamine (NEt3) (1.5-3.5 equiv) in 1,4-dioxane (~0.1 M) was stirred at 70 C until the reaction was complete by LC-MS and/or TLC analysis. The crude reaction mixture was directly purified by silica gel chromatography (typical eluents included, for example, a mixture of hexanes and EtOAc, or a mixture of CH2Cl2 and MeOH, or an 80:18:2 mixture of CH2Cl2/CH3OH/concentrated NH4OH) to afford the desired product iii-H. The product structures prepared according to General Procedure H were confirmed by 1H NMR and/or by mass analysis.

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. 57473-32-2, 5,7-Dichloroimidazo[1,2-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; UNITED STATES DEPARTMENT OF HEALTH AND HUMAN SERVICES; SLAUGENHAUPT, Susan, A.; JOHNSON, Graham; PAQUETTE, William, D.; ZHANG, Wei; MARUGAN, Juan; (306 pag.)WO2016/115434; (2016); A1;,
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