Pyrimidines

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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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. Quality Control of 2,4-Dichloro-6-phenylpyrimidine

In argon atmosphere, intermediate G (2.04g, 5.0 mmol), intermediate E (0.56g, 2.5 mmol), tris(dibenzilideneacetone)dipalladium (0.092g, 0.10 mmol), tri-t-butylphosphonium tetrafluoro borate (0.116g, 0.40 mmol), t-butoxy sodium (0.67g, 7.0 mmol) and dehydrated toluene (25 mL) were sequentially added. The resulting mixture was heated under reflux for 8 hours. After the reaction mixture was cooled to room temperature, the organic phase was separated, and the organic solvent was distilled off under reduced pressure. The residue obtained was purified by means of silica-gel chromatography to obtain H-3 (1.95g, yield: 81%). HPLC: Purity 99.9% FD-MS: calcd for C70H44N6=969, found m/z=969 (M+, 100)

With the rapid development of chemical substances, we look forward to future research findings about 26032-72-4.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; IKEDA, Kiyoshi; ITO, Mitsunori; EP2662368; (2013); 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.74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, molecular weight is 207.08, as common compound, the synthetic route is as follows.name: 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

6.1 (2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)-(tetrahydropyran-4-yl)-amine (III-6) 0.68 g (II) are placed in 6 ml dioxane, then first 1.72 ml diisopropylethylamine are added, followed by 0.6 g of 4-aminotetrahydropyran. The reaction mixture is heated to 130 C. until there is no further reaction then cooled and evaporated down. The product is treated with water in the ultrasound bath, then suction filtered and dried. 0.66 g (III-6) are obtained in the form of a solid. Analytical HPLC-MS (method C): RT=1.08 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/35143; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89793-12-4, Adding some certain compound to certain chemical reactions, such as: 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate,molecular formula is C7H7ClN2O2, 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 89793-12-4.

Ethyl 2-chloropyrimidine-5-carboxylate (7.0 Kgs), ethanol (60 Kgs), 2-Chloroaniline (9.5 Kgs, 2 eq) and acetic acid (3.7 Kgs, 1.6 eq) were charged to a reactor under inert atmosphere. The mixture was heated to reflux. After at least 5 hours the reaction was sampled for HPLC analysis (method TM-113.1016). When analysis indicated reaction completion, the mixture was cooled to 70 ± 5 °C and N,N-Diisopropylethylamine (DIPEA) was added. The reaction was then cooled to 20 ± 5°C and the mixture was stirred for an additional 2-6 hours. The resulting precipitate is filtered and washed with ethanol (2 x 6 Kgs) and heptane (24 Kgs). The cake is dried under reduced pressure at 50 ± 5 °C to a constant weight to produce 8.4 Kgs compound 1 1 (81 percent yield and 99.9percent purity.

According to the analysis of related databases, 89793-12-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; MOORE, Nathan; MIN, Chengyin; (47 pag.)WO2018/85652; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 26830-94-4, 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 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,6-dichloropyrimidine-4-carbonyl chloride (26.13 g, 123.6 mmol) in Et2O (500 mL) was added a mixture of 0.5M ammonia in dioxane (250 mL, 125 mmol) and iPr2NEt (22 mL, 126 mmol) dropwise over approximately 50 minutes. After stirring overnight the reaction was concentrated in vacuo to a residue and chromatographed over silica gel with 10-50% EtOAc in hexanes. The product fractions were evaporated in vacuo, and the resulting solid residue triturated with 10 mL 10% EtOAc/hexanes and filtered to give 2,6-dichloropyrimidine-4-carboxamide as an orange crystalline solid (9.743 g, 50.74 mmol, 41 % yield). LC/MS: m/z= 192.2[ +H]+, 1H NMR (400 MHz, DMSO-d6): 8.40 (1 H, br s), 8.16 (1 H, br s), 8.10 (1 H, s).

According to the analysis of related databases, 26830-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
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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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Pyrimidine – Wikipedia

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;,
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. 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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
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. 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

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia