Pyrimidines

Reference of 101079-62-3, 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 101079-62-3, name is 6-Chloro-3-methylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

In a microwave vial 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)aniline (5.6 g) and 6-chloro-3-methylpyrimidin-4(3H)-one (3 g) are suspended in N,N-dimethylformamide (30 mL) and Na2CO3 (26 mL of a 2M aqueous solution). The mixture is purged for 5 minutes with argon. [1 ,1 ‘-Bis(diphenylphosphino)-ferrocene]- dichloropalladium dichloromethane complex (508 mg) is added, the vial is sealed and the mixture is stirred at 65C for 12 hours. After cooling to room temperature the mixture is Partitioned between water and ethyl acetate. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with brine and dried (MgSO4). The solvents are evaporated to give the title compound. Yield: 2.6 g; LC (method 1 1 ): tR = 0.71 min; Mass spectrum (ESI+): m/z = 230 [M+H]+.

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 101079-62-3, 6-Chloro-3-methylpyrimidin-4(3H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144097; (2013); A1;,
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Electric Literature of 1005-38-5, Adding some certain compound to certain chemical reactions, such as: 1005-38-5, name is 4-Amino-6-chloro-2-(methylthio)pyrimidine,molecular formula is C5H6ClN3S, 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 1005-38-5.

6-chloro-2-(methylthio)pyrimidin-4-amine (3.98g, 22.7mmol) is added to a solution of dimethylamine (2.0M in methanol, 2OmL). The mixture is heated to 8O0C for 18h. The reaction is allowed to cool, the precipitate is collected, washed with ethanol, (3.1g, 73%)

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. 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/22185; (2009); A2;,
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Reference of 105806-13-1 , The common heterocyclic compound, 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, 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.

Part C: A mixture of 4,6-dichloro-5-fluoro-2-methylpyrimidine (1.55 g, 8.56 mmol), ammonium hydroxide (35%, 10.0 mL, 257 mmol), and MeOH (1.00 mL) was heated, in a sealed tube, at 70 0C for 2h. The reaction mixture was cooled to RT, and a precipitate was formed. The reaction mixture was diluted with water (ca. 10 mL) and was stirred 30 min. The solids were collected by suction filtration, washed with water and air-dried to give 4-amino-6-chloro-5-fluoro-2-methylpyrimidine (845 mg, 61%) as a tan solid. LCMS (m/z): 162,164 (M+H)+

The synthetic route of 105806-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; WO2007/75852; (2007); A2;,
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Pyrimidine – Wikipedia

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. 871254-61-4, name is 2,4-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, 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. COA of Formula: C5H2Cl2N2O

To a stirred solution of 2,4-dichloropyrimidine-5-carbaldehyde (200 mg, 1.20 mmol) in DMF (4 mL) under an inert atmosphere was added N1-cyclopropyl-5-fluorobenzene-1,2-diamine Int-1 (320 mg, 1.80 mmol) and oxone (738 mg, 2.40 mmol) followed by water (0.4 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 30% EtOAc/hexane) to afford 1-cyclopropyl-2-(2,4-dichloropyrimidin-5-yl)-6-fluoro-1H-benzo[d]imidazole Ex. 35 (180 mg, 0.55 mmol, 46%) as brown solid. ?H NMR (400 MHz, CDC13): oe 8.80 (s, 1H),7.78-7.74 (m, 1H), 7.32 (dd, J=8.5, 2.4 Hz, 1H), 7.14-7.10(m, 1H), 3.55-3.36 (m, 1H), 1.12-1.07 (m, 2H), 0.79-0.68(m, 2H) EC-MS: mlz 324.9 [M+2H] at 2.53 RT (97.74% purity). HPEC: 95.01%.

With the rapid development of chemical substances, we look forward to future research findings about 871254-61-4.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
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Electric Literature of 62802-42-0, 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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

The title compound 3Ki) was made by dissolving tert-butyl pipera?ine-1-carboxylate (0.53 g, 2.9 mmol) and 2-chloro-5-fluoropyrimidine (0.42 g, 3.2 mmol) in propan-2-ol (3 mL) and DIEA (1.1 mL, 6.4 mmol). The mixture was sealed under nitrogen in a microwave vessel, heated to 120 0C for 0.5 h with microwave energy and then cooled to 25 0C. The solution was diluted with ethyl acetate (50 mL) and washed with 0.1 N HCI and saturated aqueous sodium bicarbonate (2 X 50 mL). The organic layer was dried over Na2SO4, then filtered through silica gel plug (5 mL) and concentrated to afford title product as a white solid (0.85g, 80%). HPLC Rt: 3.485 min. (98.5 %); 1H NMR (400 MHz, CDCI3), delta ppm: 1.49 (s, 9 H), 3.32 – 3.61 (m, 4 H), 3.64 – 3.95 (m, 4 H), 8.21 (s, 2 H); LRMS (ESI): mlz (M +H – t-Butyl): 227.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62802-42-0, 2-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/106423; (2006); A2;,
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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.115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.Recommanded Product: 115617-41-9

EXAMPLE 7 5-Chloro-6-ethyl-4-[cis-4-(isopropenyl)cyclohexylamino]pyrimidine (alternative synthesis) 1.6 g (0.009 mol) of 4,5-dichloro-6-ethylpyrimidine and 1.2 g (0.009 mol) of 4-isopropenylcyclohexylamine were stirred with 1.8 g (0.013 mol) of K2 CO3 in 10 ml of DMF at 80 C. for 6 hours. After cooling to room temperature, the mixture was placed in water and extracted with ether. The organic phase was washed with water, dried and filtered, and the filtrate was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3 in order to separate the cis/trans isomers. The cis-cyclohexylamino derivative is eluted first (1.4 g, yellow oil) followed by the trans-cyclohexylamino derivative (0.6 g, yellow oil).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115617-41-9, 4,5-Dichloro-6-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst-Schering AgrEvo GmbH; US5889012; (1999); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile, 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, 3177-24-0, blongs to pyrimidines compound. name: 2,4-Dichloropyrimidine-5-carbonitrile

[00607] General conditions for the preparation of 2-amino-4-chloropyrimidine-5-carbonitrile:[00608] To a solution of 2,4-dichloropyrimidine-5-carbonitrile (E-1) (2.0 g, 11.5 mmol) in 1,4-dioxane (20 mL) at 0 °C, ammonium hydroxide (28-30percent, 4.4 mL, 34.5 mmol) is added dropwise, and the resulting mixture is stirred while warming from 0 °C to RT for 2 h. Then, the mixture is partitioned between ethyl acetate (200 mL) and water (50 mL). The organic layer is washed with brine, dried over Na2SO4 and filtered. The filtrate is mixed with silica gel and then concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 0- 100percent ethyl acetate/hexanes to afford the product (E-2) (917 mg) and a mixture of (E-2) and (E-3). Additional (E-3) can be obtained from this mixture by a second column chromatographic purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3177-24-0, its application will become more common.

Reference:
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2015/168079; (2015); A1;,
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Reference of 14394-60-6 ,Some common heterocyclic compound, 14394-60-6, molecular formula is C5H6ClN3, 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) 6-methyl-2-(2,2,2-trifluoroethoxy)pyrimidin-4-amine To a stirred solution of 2-chloro-6-methylpyrimidin-4-amine (718 mg, 5.00 mmol, CAS 14394- 60-6) in THF (10 mL) was added NaH (240 mg, 60% in mineral oil, 6.0 mmol) at room temperature. After 30 minutes, 2,2,2-trifluoroethanol (500 mg, 5.00 mmol, CAS 75-89-8) was added and the mixture was heated to 75 C for 16 hours before being partitioned between water and EtOAc. The layers were separated and the organic phase was washed with brine, dried(Na2S04) and concentrated in vacuo to afford the title compound as white solid which was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14394-60-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GALLEY, Guido; NORCROSS, Roger; PATINY-ADAM, Angelique; PFLIEGER, Philippe; (68 pag.)WO2016/30306; (2016); A1;,
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Application of 90213-67-5, 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.90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, molecular weight is 202.04, as common compound, the synthetic route is as follows.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

The chemical industry reduces the impact on the environment during synthesis 90213-67-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
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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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Compound IV (10 g) was added to a reaction flask, which was dissolved in tetrahydrofuran (60 mL) and methanol (20 mL), and the mixture was cooled to 5 to 10 C, and sodium borohydride (0.91 g) was added. Stir at 5 C for 2 hours and slowly warm to 25 C. The reaction was quenched by the addition of a saturated ammonium chloride solution and the pH was adjusted to 7-8. 50 mL of ethyl acetate was added, allowed to stand, and the layers were separated. The organic layer and the aqueous layer were separated, and then aqueous layer was extracted with ethyl acetate (60mL). The ethyl acetate extracts and organic layers were combined and washed sequentially with water (40 mL) and brine (aq. The organic layer was dried over anhydrous sodium sulfate.Concentration gave Compound V (9.8 g) in a yield of 98%.

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, 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Nanjing Ouxin Pharmaceutical Co., Ltd.; Chen Benshun; Zhou Changyue; (10 pag.)CN108997324; (2018); A;,
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Pyrimidine – Wikipedia