Pyrimidines

Synthetic Route of 56844-40-7, 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. 56844-40-7, name is 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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.

Compound 3 (32.7 g, 142 mmol) was mixed with POCl3 (100 mL) and heated at 120 C for 3 h. Then the mixture was quenched into 5 M aq NaOH (1 L) and ice. The pH was adjusted to 7 using a saturated aq NaHCO3 solution. The formed precipitate was isolated by filtration and washed with water (3¡Á200 mL). Drying gave 31.0 g (124 mmol, 88%) of 4 as a brown solid, mp. 112-118 C. A fraction of this material was further purified: the dry material was applied to the top of a packed silica gel plug and eluted with CH2Cl2, mp. 114-118 C; Rf (CH2Cl2/MeOH, 98/2)=0.67; 1H NMR (400 MHz, DMSO-d6) delta: 8.95 (s, 1H), 7.89 (s, 1H); 13C NMR (100 MHz, DMSO-d6) delta: 168.9, 153.2, 152.5, 130.2, 122.9, 118.5; IR (neat, cm-1): 3082, 1508, 1411, 959, 832, 816, 760; HRMS (EI, 70 eV, m/z): 247.8813 (calcd C6H2Br79Cl35N2S, 247.8811, M+). The 1H NMR spectrum corresponds with Ref. 41. 13C NMR spectroscopic data and a reference melting point have not been identified.

According to the analysis of related databases, 56844-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Sundby, Eirik; Hoff, Bard Helge; Tetrahedron; vol. 68; 45; (2012); p. 9226 – 9233;,
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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. 2434-56-2, name is 4,6-Diaminopyrimidine, the common compound, a new synthetic route is introduced below. name: 4,6-Diaminopyrimidine

Compound 4,6-diaminopyrimidine 21a (70.0 mg, 0.6 mmol), 4-chloro-2-fluoropyridine (65.0 mg, 0.5 mmol) andN,N-Dimethylacetamide (5.0 mL) was added, and cesium carbonate (327.0 mg, 1 mmol) was added at room temperature, and stirred at 110 C for 3 hours.The mixture was quenched with 20 mL of water and the organic phase was separated. The aqueous phase was extracted with dichloromethane (15 mL¡Á2)Wash with saline (50 mL ¡Á 2). The organic phase is dried over anhydrous sodium sulfate, and the desiccant is removed by filtration, and the residue is evaporated to dryness.Purification by preparative silica gel plate (dichloromethane/methanol = 10:1) gave the desired product 4-(4-chloropyridin-2-yl)amino-6-aminoPyrimidine 21b (18.0 mg, 0.08 mmol, yellow solid). Yield: 16%.

The synthetic route of 2434-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Tianyinjianhua Pharmaceutical Technology Co., Ltd.; Kong Xianglong; Zhou Chao; Zheng Zhixiang; (105 pag.)CN109020957; (2018); A;,
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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. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine, molecular formula is C6H8BrN3, 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. Recommanded Product: 5-Bromo-N,N-dimethylpyrimidin-2-amine

A mixture of 5-bromo-N,N-dimethylpyrimidin-2-amine (99 mg, 0,489 mmol), 1- (3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100 C with microwave heating for 15 min. The solvent was removed by concentration and the crude product was purified by HPLC separation to give the title compound as the formate salt (76 mg, 38.5%). 1HNMR (CH3OD, 400MHz) delta: 8.59 (s, 2H), 8.35 (br, 1H), 7.42-7.16 (m, 7H), 6.98-6.94 (m, 1H), 4.53-4.46 (m, 3H), 4.18-4.09 (m, 2H), 3.64-3.56 (m, 2H), 3.48-3.39 (m, 2H), 3.26-3.17 (m, 8H). LCMS (m/z): 405.2 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 38696-21-8.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
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Related Products of 591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

0387-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (100 mg), pyrimidine-5-amine (38 mg), tris(dibenzylideneacetone)dipalladium(0) (37 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (47 mg), cesium carbonate (267 mg), and 1,4-dioxane (2 mL) was stirred at 80 C. for 6 hours. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the obtained solution was purified by silica gel column chromatography (methanol-ethyl acetate), thereby obtaining 6-chloro-N-(pyrimidin-5-yl)-1,5-naphthyridine-3-amine (32 mg). MS m/z (M+H): 258.

According to the analysis of related databases, 591-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
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Pyrimidine – Wikipedia

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. 74356-36-8, name is 2,4-Dimethyl-pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below., COA of Formula: C7H8N2O2

Reference Example 78 2,4-dimethylpyrimidine 2,4-Dimethyl-5-pyrimidinecarboxylic acid was heated at 160C for 4 hrs. The reaction mixture was distilled under atmospheric pressure to give the title compound (17 g, yield 49%). boiling point 152-153C. 1H-NMR(CDCl3)delta: 2.50 (3H, s), 2.70 (3H, s), 6.98 (1H, d, J= 5.1Hz), 8.49 (1H, d, J= 5.1Hz).

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, 74356-36-8, 2,4-Dimethyl-pyrimidine-5-carboxylic acid.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1364949; (2003); A1;,
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Pyrimidine – Wikipedia

Application of 7355-55-7, 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 7355-55-7 as follows.

A 50 cm3 round-bottomed flask containing a stirring bar was charged with 2- amino-3W-pyrrolo[2,3-d]pyrimidin-4(7A )-one (2.00 g, 13.33 mmol). The flask was fitted with a septum and placed under an Ar atmosphere. Freshly distilled pyridine (20.00 cm3) was added via syringe and the resulting suspension cooled on ice. The solution was allowed to equilibrate at this temperature (ca. 5 min) and then octanoyl chloride (6.80 cm3, 39.99 mmol) was added dropwise. The resulting suspension was heated at 85 C for 30 min. After cooling to room temperature 6.5% ethanolic ammonia (60 cm3) was added and the resulting suspension stirred at room temperature overnight. The precipitate of product was removed via vacuum filtration and washed with ethanol followed by diethyl ether to yield the desired product (2.56 g, 70%) pure as a yellow solid, m.p. > 300 C (decomposition). Procedure based on Akimoto et al. 1986 and Akimoto et al. 1988. deltaEta (400 MHz, DMSO-de): 0.86 (3H, t, J 5.1), 1.26 (8H, m), 1.58 (2H, app. quintet), 2.01 (1H, br s, NH), 2.43 (2H, t, J 5.1), 6.40 (1H, d, J 2.0), 7.01 (1H, d, J 2.0), 11.43 (1H, br s, NH), 11.67 (1H, br s, NH) HRMS (m/z ESI ) : Found : 275.1517 ([M-H]” C14H 19N4O2; Requires: 275.1508)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7355-55-7, its application will become more common.

Reference:
Patent; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH, NEAR DUBLIN; SOUTHERN, John, Michael; CONNON, Stephen, J.; (37 pag.)WO2016/50804; (2016); A1;,
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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.39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine, molecular formula is C7H3Cl2N3, molecular weight is 200.0248, as common compound, the synthetic route is as follows.Safety of 2,4-Dichloropyrido[3,2-d]pyrimidine

2,4,-dichloropyrido[3,2-d]pyrimidine (1068 mg, 5.34 mmol, 1 equiv.) was treated with dioxane (10 ml) followed by N,N-diisopropylethylamine (5.7 mL, 32.0 mmol, 6 equiv.), and then 2-amino-2-ethyl-hexanoic acid ethyl ester 85A (1000 mg, 5.34 mmol, 1 equiv., supplied by J&W Pharmlab, LLC). The mixture was stirred at 80 C. overnight. The reaction mixture partitioned between EtOAc (50 mL) and H2O (50 mL). The organics were separated, dried over MgSO4, and concentrated in vacuo to afford 85B that was then used directly. LCMS (m/z): 351.23 [M+H]+; tR=1.43 min. on LC/MS Method A

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
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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. 936643-80-0, name is 2-(Chloromethyl)pyrimidine hydrochloride, molecular formula is C5H6Cl2N2, 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. Product Details of 936643-80-0

A solution of 1 -(5-(4,4,5, 5-tetramethyl- 1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine (1 .0 g, 3.5 mmol), 2-(chloromethyl)pyrimidine hydrochloride (0.68 g, 4.1 mmol), and Cs2CO3 (2.8 g, 8.6 mmol) in DMF (6 mL) was stirred overnight at ambient temperature, and then at 50 C until LCMS indicated reaction completion. After cooling to ambient temperature, the reaction mixture was diluted with MTBE (20 mL), and extracted sequentially with 1:1 water: saturated NaHCO3(aq) (5 mL) and brine (3 x 5 mL). The organic extracts were dried over anhydrous Mg504, filtered, and concentrated in vacuo. The residue obtained was purified by silica chromatography (1-25% DCM-MeOH as the gradient eluent) to afford the title compound (500 mg, 38% yield). ?H NMR (400 IVIFIz, CDC13) 8.76-8.75 (d, 2H), 8.54-8.53 (d, 1H), 7.82-7.79 (dd, 1H), 7.22-7.20 (t, 1H), 6.59-6.57 (d, 1H), 3.88 (s, 2H), 3.71-3.68 (m, 4H), 2.70-2.68 (m, 4H), 1.31 (s, 12H).

With the rapid development of chemical substances, we look forward to future research findings about 936643-80-0.

Reference:
Patent; ARRAY BIOPHARMA, INC.; ANDREWS, Steven W.; BLAKE, James F.; CHICARELLI, Mark J.; GOLOS, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; (594 pag.)WO2017/11776; (2017); A1;,
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Pyrimidine – Wikipedia

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. 42965-55-9, name is 5,6-Diaminopyrimidine-2,4(1H,3H)-dione sulfate. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H8N4O6S

General procedure: 5,6-Diaminouracil sulphate (1.31 mmol, 1 eq.) was suspended in water (35 mL). The mixture wasmade alkaline using a methanolic solution of NaOH (0.65M, 3 eq.) and heated to 90 C for 15 min.A solution of diketone (1.96 mmol, 1.5 eq.) in a mixture of THF (40 mL) and water (15 mL) was addedand the mixture was stirred at 90 C for 45 min. The reaction mixture was acidified glacial acetic acid(15 mL) and heated at 90 C for another 20 h. The reaction mixture was subsequently concentrated toapproximately 1/3 of the volume, cooled in the freezer and the as-obtained suspension was filteredand the solid fraction was washed with cold water (30 mL) and cold ethanol (20 mL) to yield the crudeflavin derivative. The crude product was purified by digestion in boiling methanol. The digestedflavin derivative was further subjected to vacuum sublimation to yield the final target compound.

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, 42965-55-9, 5,6-Diaminopyrimidine-2,4(1H,3H)-dione sulfate.

Reference:
Article; Richtar, Jan; Heinrichova, Patricie; Apaydin, Dogukan Hazar; Schmiedova, Veronika; Yumusak, Cigdem; Kovalenko, Alexander; Weiter, Martin; Sariciftci, Niyazi Serdar; Krajcovic, Jozef; Molecules; vol. 23; 9; (2018);,
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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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H2BrClN2

To a solution of 5-bromo-2-chloropyrimidine (1) (0.01 mol) in methanol (100 mL), added hydrazine hydrate (80%, 0.03 mol) drop wise with external cooling. The reaction mixture was stirred at room temperature. Completion of the reaction was confirmed by thin layer chromatography (TLC). The solid separated was filtered, washed well with water, dried and recrystallized from ethyl acetate [35].

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
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