Pyrimidines

588-36-3, 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 588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To the solution of 4-amino-5-hydroxymethyl-2-(methylthio)pyrimidine (1-1; 1.0 g, 5.84 mmol) in CHC13 (100 mL) was added Mn02(2.5 g, 29.2 mmol, 5 equiv). The suspension was stirred at rt overnight. The mixture was filtered through celite and washed with CHC13. The combined filtrate was concentrated to give the titled compound (1-2). ?H-NMR (500 MHz, CDCI3) 8 9.78 (s, 1H), 8.42 (s, 1H), 8.20 (broad, 1H), 5.74 (broad, 1H)), 2.55 (3,3H).

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 588-36-3, 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2005/100356; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

588-36-3, Adding a certain compound to certain chemical reactions, such as: 588-36-3, 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine, 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, 588-36-3, blongs to pyrimidines compound.

(3) To a suspension of the compound (2.52 g) obtained in (2) above in chloroform (70 ml) is added manganese dioxide powder (7.56 g), which is three-fold amount compared to the starting material, and the mixture is stirred vigorously at room temperature overnight. The insoluble substances are removed by filtration, and the filtrate is concentrated in vacuo to obtain a colorless solid, which is extremely insoluble in an organic solvent. The resultant solid is recrystallized from a mixed solution of chloroform and methanol, triturated with a mixed solvent of chloroform-diisopropyl ether-hexane, washed with diisopropyl ether and hexane to give 2-methylthio-5-formyl-4-aminopyrimidine (1.75 g) as colorless powder. M.p. 186-187 C, MS (m/z): 170 (MH+). IR(nujol): 3406, 3289, 3177, 1667, 1631, 1616, 1585, 1529, 1387, 1180, 781 cm-1 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,588-36-3, its application will become more common.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1364950; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

109-12-6, 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: To a solution of theappropriate amine (31-44, 10 mmol) and triethylamine (10 mmol) in anhydrous chloroform was added dropwisechloroacetylcloride (30, 12 mmol) at0-5 C and the mixture was stirred for 12 h at the same temperature under N2.Then the solvent was removed under vacuum, and the residue dissolved in ethylacetate was once washed with water. The organic phase was stirred with 10%activated charcoal for 30 min and filtered through a neutral alumina bed.Finally, the solvent was distilled under vacuum. It is worth mentioning thatall the products obtained decompose rapidly, therefore they were used immediatelyin the next reaction.

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. 109-12-6, Pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Velazquez-Lopez, Jose Miguel; Hernandez-Campos, Alicia; Yepez-Mulia, Lilian; Tellez-Valencia, Alfredo; Flores-Carrillo, Paulina; Nieto-Meneses, Rocio; Castillo, Rafael; Bioorganic and Medicinal Chemistry Letters; vol. 26; 17; (2016); p. 4377 – 4381;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

109-12-6 , The common heterocyclic compound, 109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, 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.

A 1 L flask was charged with 40 g (0.42 mol) of 2-aminopyrimidine and 840 mL of acetonitrile / 84 mL of DCM was added, and 78.6 g (0.44 mol) of NBS (N-bromosuccinimide) was added thereto at a temperature of 5 C for 4 times. The temperature was gradually raised to room temperature and stirred for 24 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure, 1000 mL of water and 1000 mL of DCM were added, and the mixture was stirred for 2 hours. The separated organic layer was washed with 500 mL of brine, dried over anhydrous Na2SO4, and concentrated. The concentrate was recrystallized under DCM / Hexane conditions to give 67.5 g (yield: 92.4%) of a compound as a white solid (Intermediate (19)).

According to the analysis of related databases, 109-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lapto Co., Ltd.; MOON, Seong-shik; SEOK, Moon-ki; GO, Byung-soo; KIM, Nam-ho; KWAK, Se-young; HAN, Gab-jong; OH, Eu-gene; (38 pag.)KR2017/103574; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

696-82-2 ,Some common heterocyclic compound, 696-82-2, molecular formula is C4HF3N2, 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.

(3) N-(4-((4-(4,6-Difluoropyrimidin-2-yl)piperazin-1-yl)methyl)-phenylmethyl)acetamide To a solution of 2,4,6-trifluoropyrimidine (1.4 g) and potassium carbonate (2.1 g) in acetonitrile (30 ml) was added a solution of N-(4-((piperazin-1-yl)methyl)phenylmethyl)acetamide (2.5 g) in acetonitrile (20 ml) over 5 min under ice-cooling. The mixture was stirred at the same temperature for 1.5 hr. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a white solid (3.2 g). The obtained white solid was purified by silica gel column chromatography (developing solvent; chloroform_methanol=50:1) to give a crude purification product (1.3 g) of N-(4-((4-(4,6-difluoropyrimidin-2-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide and a crude purification product (1.1 g) of N-(4-((4-(2,6-difluoropyrimidin-4-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide. The crude purification product of N-(4-((4-(4,6-difluoropyrimidin-2-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide was crystallized from ethyl acetate:diisopropyl ether to give the title compound (1.0 g) as white crystals, m.p.=128-129 C. 1H-NMR(CDCl3)delta: 2.03(3H, s), 2.46(4H, t, J=5.3 Hz), 3.52(2H, s), 3.79(4H, t, J=5.3 Hz), 4.43(2H, d, J=5.3 Hz), 5.66(1H, t, J=1.3 Hz), 5.75(1H, brs), 7.23-7.32(4H, m); IR(KBr): 3288, 2918, 1635, 1552 cm-1; MS(EI): 361(M+); Elemental analysis: Calculated: C; 59.82, H; 5.86, N; 19.38; Found: C; 59.83, H; 5.85, N; 19.44.

According to the analysis of related databases, 696-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Pharma Corporation; US6455528; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5 , The common heterocyclic compound, 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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.

Example 20; Procedure for the Preparation of Dasatinib Form A1A mixture of compound 1 (394.3 mg, 1 mmol), N-(2-hydroxyethyl)piperazine (390.6 mg, 3 mmol) and N-ethyldiisopropylamine (0.348 ml, 2 mmol) in DMF (1 ml) was stirred at 100 C. for 2.5 h. Isopropyl alcohol (10 ml) was slowly added through a condenser and mild reflux was maintained for 10 min. The suspension was cooled to room temperature. The product was filtered after 1 hour and washed with i-PrOH (3¡Á) and dried on the filter. Yield: 370 mg.Example 29Procedure for the Preparation of Dasatinib Form A1A mixture of compound 1 (1.5 mmol), N-(2-hydroxyethyl)piperazine (3 mmol) and N-ethyldiisopropylamine (3 mmol) in DMF was stirred at 100 C. for 4 h, i-propanol was added at this temperature. The suspension was slowly cooled to 0-5 C. The product was filtered off, washed by i-propanol and dried on the filter.

According to the analysis of related databases, 302964-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); 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. 7752-82-1

Part B: Preparation of 2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine. Sodium hydride (5.06 g, 60%, 127 mmol) was added in 2 portions to 2-amino-5-bromopyrimidine (10.0 g, 57 mmol) in dry THF (500 mL) at 0C. After stirring 30 min, di-t-butyl dicarbonate (27.6 g, 126 mmol) was added. The resulting mixture was refluxed 17 h, quenched carefully with water, and concentrated. The concentrated mixture was diluted with EtOAc and extracted with water. The combined aqueous layers were extracted with EtOAc. All of the organic layers were combined, dried over Na2SO4, filtered, and evaporated. The crude product was chromatographed on silica gel (10-15% EtOAc/hexanes) to yield the desired product (15.48 g, 72%). 1H-NMR(CDCl3)delta: 8.78 (s, 2H), 1.47 (s, 18H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-82-1, 5-Bromopyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP946508; (2009); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2244-11-3, 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 2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.8 5-[2-(4′-(Methylsulphonyl)biphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (14) 65% Yield, mp > 250 C 1H NMR delta 11.44 (s, 2H, NH), 7.91-8.10 (m, 8H), 7.31 (s, 1H, OH), 3.94 (s, 2H), 3.26 (s, 3H). Anal. % (C19H16N2O7S) calculated: C 54.80, H 3.87, N 6.73; found C 54.50, H 3.57, N 6.86.

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 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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 108-52-1, name is 4-Methylpyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. 108-52-1

[0242] To a solution of 4-methylpyrimidine-2-ylamine (10.9 g, lOO mmol) in chloroform (400 mL) was added N-bromosuccinimide (17.8 g, 100 mmol). The solution was stirred in the dark for 15 hours, at which time it was added to CH2Cl2 (140O mL), washed with IN NaOH (3×200 mL) and NaCl(sat.) (100 mL), dried over Na2SO4, filtered and concentrated, yielding 5-bromo-4-methylpyrimidine-2-ylamine (18.8 g, 99percent). LCMS (m/z): 188.0/190.0 (MH+). 1H NMR (CDCl3): delta 8.22 (s, IH), 5.02 (bs, 2H), 2.44 (s, 3H).

Statistics shows that 108-52-1 is playing an increasingly important role. we look forward to future research findings about 4-Methylpyrimidin-2-amine.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); 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. 2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate. This compound has unique chemical properties. The synthetic route is as follows. 2244-11-3

EXAMPLE 54 3,4-Dihydro-4-(4-methoxyphenyl)-3-oxoquinoxaline 2-carboxyureide To a solution of N-(4-methoxyphenyl)benzene-1,2-diamine (9.0 g) in ethanol (150 ml) was added a solution of alloxan monohydrate (6.7 g) in water (150 ml) and the mixture was stirred for 30 minutes. The precipitate was filtered off and recrystallized from glacial acetic acid giving the title compound mp 236-238 C. Analysis: 60.5%C; 4.4%H; 16.8%N; Requires: 60.4%C; 4.1%H; 16.6%N.

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, 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate.

Reference:
Patent; Fisons Limited; US4296114; (1981); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia