Pyrimidines

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. 784150-41-0, name is 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C6H3BrClN3

A mixture of 6-bromo-4- chloro-7/-/-pyrrolo[2,3-c]pyrimidine (232 mg, 1 mmol), PhB(OH)2 (365 mg, 3 mmol), Cu(OAc)2 (363 mg, 2 mmol) and 1 , 10-phenanthroline (360 mg, 2 mmol) was stirred in DMF (20 mL) for 16 h before the reaction was diluted with saturated NH4CI(aq) (200 mL) and water (200 mL). The resulting mixture was extracted with EtOAc (3 x 50 mL), the combined organic phases were passed through a phase separator, concentrated in vacuo, and the residue was purified by flash chromatography (40 g GraceResolv silica, 0-60% EtOAc in cyclohexane) to give the title compound (170 mg, 55%) as colourless solid. LCMS (Method B): RT = 1.42 min, m/z = 308, 310, 312 [M+H]+.

The synthetic route of 784150-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26305-13-5, 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.26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine, molecular formula is C6H8N2O2, molecular weight is 140.14, as common compound, the synthetic route is as follows.

EXAMPLE 21 Preparation of 5-fluoro-5,6-dimethyl-6-hydroxy-5,6-dihydrouracil A suspension of 5,6-dimethyluracil (1.0g) and water (10 ml) was placed in a reaction vessel fitted with a magnetic stirrer, thermometer and gas outlet tube leading to a 10% KI trap. The suspension was heated and maintained at about 54-61C at which time F2 /N2 gas was bubbled into the suspension until fluorine was detected in the KI trap and the reaction mixture was a clear solution. The reaction mixture was allowed to cool to room temperature and 0.1 g of precipitate was collected by filtration analyzed by and identified by NMR to be 5-fluoro-5,6-dimethyl-6-hydroxy-5,6-dihydrouracil.

Statistics shows that 26305-13-5 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference:
Patent; PCR, Inc.; US3954758; (1976); A;,
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Pyrimidine – Wikipedia

Related Products of 3764-01-0 , The common heterocyclic compound, 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Synthesis Example 1 (Synthesis of Compound 1); Under a nitrogen atmosphere, trichloropyrimidine (10 g, 54.5 mmol), phenylboronic acid (13.3 g, 109 mmol), palladium acetate (0.3 g, 1.37 mmol), triphenylphosphine (0.72 g, 2.73 mmol), dimethoxyethane (150 mL) and an aqueous solution of 2M sodium carbonate (170 mL) were added together in sequential order, and heated to reflux for 8 hours. After the reaction solution was cooled down to the room temperature, an organic layer was removed and an organic solvent was distilled away under reduced pressure. The obtained residue was refined by silica-gel column chromatography, whereby an intermediate body 1-1 (9.2g, a yield of 63%) was obtained.

The synthetic route of 3764-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2415769; (2012); A1;,
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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 1546-78-7, name is 4-Hydroxy-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Hydroxy-6-(trifluoromethyl)pyrimidine

Add 6-(trifluoromethyl)pyrimidin-4-ol (1.5 g, 9.15 mmol) and oxalyl chloride (2.3 mL, 22.9 mmol) to EtOAc (15 mL), then add 5 drops of DMF. Heat the mixture to reflux for 2 hrs. After reaction, partition between EtOAc and brine, separate the organic layer; dry the organic layer over anhydrous Na2S04. Transfer the organic solution to a sealed tube, add a solution of NH3 in methanol (7M, lOmL), seal the tube, heat at 70C for 15 hrs. Cool to room temperature; concentrate under reduced pressure to get the crude product. Purification by chromatography (silica gel, EtOAc_PE=2:l) affords the target compound (920 mg, 61.3%).

With the rapid development of chemical substances, we look forward to future research findings about 1546-78-7.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 19573-83-2, 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. 19573-83-2, name is 2,5-Dichloro-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE II-5 STR42 Process (c) 25 g (0.2 mol) of 4-amino-thiophenol are dissolved in 150 ml of N-methyl-pyrrolidone. 12.3 g (0.22 mol) of powdered potassium hydroxide and subsequently 35.4 g (0.2 mol) of 2,5-dichloro-4,6-dimethyl-pyrimidine are added to the solution. This mixture is warmed at 120 C. for 5 hours and stirred into 1 liter of water after cooling. The crystals are filtered off under suction, washed with water and dried. 46.2 g (87% of theory) of 2-(4-amino-phenyl-mercapto)-5-chloro-4,6-dimethyl-pyrimidine with melting point of 160-161 C. are obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19573-83-2, 2,5-Dichloro-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Aktiengesellschaft; US4797146; (1989); A;,
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Pyrimidine – Wikipedia

Reference of 98141-42-5, 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.98141-42-5, name is 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C6H4Cl2N4, molecular weight is 203.03, as common compound, the synthetic route is as follows.

Experimental for the Preparation of 1-Substituted-4-phenoxy-6-aryl-1H-pyrazolo[3,4-d]pyrimidine (Scheme 5)To a solution of the dichloride (2.53 mmol) dissolved in DMSO (5 mL) was added by drops a solution of phenol (0.7 eq) and NaH (0.7 eq) that had stirred for 30 minutes. The reaction mixture was stirred for 5 hr at room temperature and then used as a DMSO solution for the next step. To the portion of the product used (0.25 mmol) was added with the desired aryl boronic acid (1.5 eq), Na2CO3 solution (2 eq), and Pd(PPh3)4 (catalytic amount). The reaction heated at 150 C. for 16 hrs. The crude reaction then filtered purified via preparatory HPLC using a Gilson instrument.

The chemical industry reduces the impact on the environment during synthesis 98141-42-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2010/15141; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 115617-41-9, 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 115617-41-9 as follows.

(2) Synthesis of dl-5-chloro-6-ethyl-4-(alpha-methyl-4-methylthiobenzylamino)pyrimidine (Compound No. 62) 2 g (3.3 mmol) of 4,5-dichloro-6-ethylpyrimidine which is a material compound (IIc), 1.9 g (11 mmol) of dl-alpha-methyl-4-methylthiobenzylamine which is a material compound (IIId), 2 ml of triethylamine and a catalytic amount of 4-(N,N-dimethylamino)pyridine were dissolved in 10 ml of N,N-dimethylformamide and the solution was heated under reflux for 8 hours. After the reaction, extraction with toluene and washing with water were conducted, followed by drying over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the resulting oily product was purified by silicagel column chromatography (Wako gel C-200, eluted with toluene:ethyl acetate = 4:1). The resultant was crystallized with hexane to give 1.8 g of the desired compound as colorless crystals (indicated in Table 19 as Compound No. 62).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115617-41-9, its application will become more common.

Reference:
Patent; UBE INDUSTRIES, LTD.; EP424125; (1991); A2;,
Pyrimidine | C4H4N2 – PubChem,
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Related Products of 1004-38-2, 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 1004-38-2, name is 2,4,6-Triaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 2,4-Diamino-6-(carboxaldehyde)pyrido[2,3-d]pyrimidine (III; Y=CHO) Phosphorus oxychloride (27.5 ml, 46.0 g, 300 mmol) was added over 15 minutes with stirring to N,N-dimethylformamide (11.0 g, 150 mmol), which was cooled with an ice bath. After stirring at room temperature for 1 hour, the reaction mixture was treated with bromoacetic acid (13.9 g, 100 mmol). The resulting solution, protected by a calcium chloride tube was heated at 92 C. for 10 hours and evaporated to dryness in vacuo. The colored oil (~30 g) was dissolved in water (1000 ml), and the solution was neutralized with 50% sodium hydroxide to pH 7. After addition of 2,4,6-triaminopyrimidine (5.00 g, 40.0 mmol), the solution was refluxed for 3 hours and filtered hot through a fluted filter. The filtrate was cooled and the solid that precipitated was collected by filtration and dried in vacuo over P2 O5: yield, 2.53 g (33%). Mass spectrum, m/e 189 (M+). HPLC [0.1M NH4 OAc (pH 3.6)–CH3 OH (9:1)] indicated that this product was 86% pure. A sample (200 mg) was dissolved in 0.1N HCl (15 ml) and diluted with acetone (225 ml) to precipitate impure III (Y=CHO): yield, 91 mg. The filtrate was evaporated to dryness under reduced pressure and the residue was dried in vacuo over P2 O5 to give Compound III (Y=CHO): yield, 128 mg; mp, gradual darkening and decomposition with white sublimate when taken to 360 C. lambdamax nm (epsilon*10-3): 0.1N HCl-258 (16.4), 317 (9.12), 326 sh (8.24); pH 7-263 (15.0), 316 (10.1), 345 (10.8); 0.1N NaOH-254 (13.2), 267 (13.5), 316 (8.56), 347 (10.0). 1 H-NMR (CF3 CO2 D, 6% w/v), 9.48 s, 9.75 s (5-CH, 7-CH), 10.21 s (6-CHO). Anal. Calcd for C8 H7 N5 O.HCL.1.3H2 O: C, 38.57; H, 4.30; N, 28.12. Found: C, 38.44; H, 4.15; N, 28.14.

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 1004-38-2, 2,4,6-Triaminopyrimidine.

Reference:
Patent; Southern Research Institute; US4526964; (1985); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 857641-46-4, 2-(4-Bromo-1H-pyrazol-1-yl)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, Recommanded Product: 2-(4-Bromo-1H-pyrazol-1-yl)pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-(4-Bromo-1H-pyrazol-1-yl)pyrimidine

A solution containing 2-(4-bromo-pyrazol-1-yl)-pyrimidine (300 mg, 1.34 mmol), 4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (280 mg, 1.34 mmol), PdCI2(dppf) (95 mg, 0.13 mmol) and potassium phosphate (800 mg, 4 mmol) in dioxane was heated at 80 C under argon for overnight. After removed the solvent, ethylacetate was added and the mixture was filtered, washed with water.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,857641-46-4, 2-(4-Bromo-1H-pyrazol-1-yl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2008/153858; (2008); A1;,
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 1006599-54-7, name is 5-(2-(Methylthio)ethoxy)pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-(2-(Methylthio)ethoxy)pyrimidin-2-amine

To a solution of 2-[(cyclopentylmethyl)(ethyl)amino]-5-(trifluoromethyl)benzaldehyde (3.34 g, 11.2 mmol) obtained in Step 3 and 5-[2-(methylthio)ethoxy]pyrimidin-2-amine (2.27 g, 12.3 mmol) obtained in Step 1 in toluene (80 mL) was added acetic acid (317 mg, 5.19 mmol), and the mixture was refluxed by heating for 4 hours with a Dean-Stark apparatus. The reaction mixture was left to cool to room temperature, and then added with sodium triacetoxyborohydride (4.73 g, 22.3 mmol) on an ice bath with stirring, and the mixture was stirred at room temperature for 60 hours. The reaction mixture was added with water, and extracted with chloroform, and then the organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1?10:1?4:1) to obtain N-({2-[(cyclopentylmethyl)(ethyl)amino]-5-(trifluoromethyl)phenyl}methyl)-5-[2-(methylthio)ethoxy]pyrimidin-2-amine (4.39 g, 84%) as a pale yellow oil.1H-NMR (CDCl3) delta: 1.03 (3H, t, J=7.1 Hz), 1.15-1.23 (2H, m), 1.43-1.66 (4H, m), 1.67-1.76 (2H, m), 2.00 (1H, m), 2.20 (3H, s), 2.85 (2H, t, J=6.8 Hz), 2.95 (2H, d, J=7.6 Hz), 3.04 (2H, q, J=7.1 Hz), 4.12 (2H, t, J=6.8 Hz), 4.69 (2H, d, J=5.6 Hz), 5.54 (1H, t, J=5.6 Hz), 7.21 (1H, d, J=8.3 Hz), 7.44 (1H, d, J=8.3 Hz), 7.62 (1H, s), 8.07 (2H, s).

With the rapid development of chemical substances, we look forward to future research findings about 1006599-54-7.

Reference:
Patent; KOWA COMPANY, LTD.; US2009/82352; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia