Pyrimidines

Reference of 3177-24-0, 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 3177-24-0, name is 2,4-Dichloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 972-Amino-4-chloropyrimidine-5-carbonitrileTo a solution of 2,4-dichloropyrimidine-5-carbonitrile (600mg, 3.45mmol) in dioxane (20ml) was added a 0.5M solution of NH3 in dioxane (20ml, 10 mmol) and the mixture stirred at room temperature for 4h. A mixture of two isomers were obtained and separated by column chromatography using a mixture of hexane/ethyl acetate (from 0percent to 45percent of ethyl acetate). The title compound (304mg, 56percent yield) was found to be the less polar isomer.LRMS (m/z): 153 (M-1 )\

According to the analysis of related databases, 3177-24-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BERNAL ANCHUELA, Francisco Javier; CARRASCAL RIERA, Marta; CATURLA JAVALOYES, Juan Francisco; GRACIA FERRER, Jordi; MATASSA, Victor Giulio; TERRICABRAS BELART, Emma; TALTAVULL MOLL, Joan; ERRA SOLA, Montserrat; WO2012/146666; (2012); A1;,
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Synthetic Route of 32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below.

In portion wise, Cesium carbonate (6.78 g, 20.6 mmol) was added to a stirred solution of benzyl alcohol (2.25 g, 20.6 mmol) in acetonitrile and dimethylformamide (1:1, 40 mL) under nitrogen atmosphere at room temperature. After 10 min, 5-bromo-2-chloropyrimidine (2.0 g, 10.3 mmol) was added and the mixture was stirred at the same temperature for overnight. The reaction was monitored by TLC; after completion of the reaction, reaction mixture was poured into ice-cold water; the resultant solid was filtered; solid was washed with water (3 x 10 mL) followed by n-pentane (2 x 10 mL) and air dried and recrystallized from benzene gave 3a (2.675 g) as white solid in 97 percentyield, mp 102.9?105.6 ¡ãC, TLC Rf 0.34 (10 percent EtOAc in hexanes as the eluent); 1H NMR (DMSO, 300 MHz); delta 8.78 (s, 2H, Pyrimidine H), 7.34?7.47 (m, 5H, ArH), 5.38 (s, 2H, ArCH2); 13CNMR (DMSO, 100 MHz) delta 163.16,159.83, 136.15, 128.39, 128.02, 127.95, 111.91, 68.95; IR (KBr) 1271(C?O), 1179 (C?N), 525 (C?Br) cm-1; HRMS(ES+) exact mass calculated for [M+H]+ (C11H9BrN2O) requires m/z 264.989, found m/z 265.091, 267.301.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Reddy, Onteddu Surendranatha; Suryanarayana, Ch. Venkata; Narayana; Anuradha; Babu, B. Hari; Medicinal Chemistry Research; vol. 24; 5; (2015); p. 1777 – 1788;,
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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. 252723-17-4, name is 5-Bromo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H7BrClN3O2S, 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-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

C. Preparation of (S)-5-bromo-4-(3-methylpiperazin-1-yl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine. To a mixture of pyrrolopyrimidine from step B (76 mg, 0.2 mmol) and (S)-2-methylpiperazine (21 mg, 0.2 mmol) in isopropanol (2 ml) was added triethylamine (0.11 ml, 0.8 mmol). The mixture was heated at 80 C. for 5 mins via microwave and concentrated under vacuum to give crude (S)-5-bromo-4-(3-methylpiperazin-1-yl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (65 mg, 0.15 mmol, 75%) which was used directly for the next step. MS (ES+) [M+H]+=437.

With the rapid development of chemical substances, we look forward to future research findings about 252723-17-4.

Reference:
Patent; Harrison, Bryce Alden; Kimball, Spencer David; Mabon, Ross; Rawlins, David Brent; Rice, Dennis S.; Voronkov, Michael Victor; Zhang, Yulian; US2009/42893; (2009); A1;,
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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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Chloro-6-methylpyrimidine

To a mixture of (S)-i sopropyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-2-methyl-6-(3 -(tetrahydro-2H-pyran-4-yl)propyl)-5 -(1,2,3 ,4-tetrahydroi soquinolin-6-yl)pyridin-3 -yl)acetate, 2 HC1 (0.01 g, 0.014 mmol) and 4-chloro-6-methylpyrimidine (0.01 g, 0.078mmol) in dioxane (0.5 mL) was added potassium carbonate (0.02 g, 0.145 mmol) andheated in a seal vial at 100 C for 18 h. Then, filtered off the solid, removed the solvent,and residue was treated with EtOH (1 ml) and sodium hydroxide (0.550 mg, 0.014 mmol)at 85 C for 2 h. Then, cooled and purified by prep HPLC to afford (S)-2-(tert-butoxy)-2- (4-(chroman-6-yl)-2-methyl-5 -(2-(6-methylpyrimidin-4-yl)- 1,2,3 ,4-tetrahydroi soquinolin6-yl)-6-(3 -(tetrahydro-2H-pyran-4-yl)propyl)pyridin-3 -yl)acetic acid (0.0027 g, 3.64 tmol, 26.5 % yield) LCMS (M+H) = 705.3.

With the rapid development of chemical substances, we look forward to future research findings about 3435-25-4.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; TU, Yong; (133 pag.)WO2017/29631; (2017); A1;,
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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.1450-85-7, name is 2-Mercaptopyrimidine, molecular formula is C4H4N2S, molecular weight is 112.15, as common compound, the synthetic route is as follows.Computed Properties of C4H4N2S

General procedure: To an orange suspension of [Pd2(p-mazb)2Cl2] (0.025 g, 0.035 mmol) in dichloro-methane (5mL), pyridine-2-thione (0.008 g, 0.072 mmol) was added in presence of Et3N base (0.5 mL). The color of the reaction mixture became dark reddish brown and was stirred for 5-6 h. The solution was filtered off and added toluene (1 mL) and left to evaporate slowly. The dark reddish brown crystalline compound was obtained along with the formation of Et3NH+Cl- after a period of 4-5 days. Crystalline compound formed was recrystallized from dichloromethane and methanol. The dark reddish brown crystals were obtained after a period of 4-5 days. (Yield 0.021 g, 68%). .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1450-85-7, 2-Mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Lobana, Tarlok S.; Sandhu, Amanpreet K.; Kaur, Amanpreet; Jasinski, Jerry P.; Journal of Organometallic Chemistry; vol. 751; (2014); p. 519 – 524;,
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Synthetic Route of 4318-56-3, 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 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.

7.71 g of 2-cyanobenzyl bromide (R1 is H and R2 is Br), 6.00 g of 3-methyl-6-chlorouracil and 4.20 g of triethylamine were dissolved in a mixed solution of 78 ml of DMSO and THF, and the temperature was raised The reaction was stirred at 50 C for 1 h, and the reaction was cooled to room temperature. 80 ml of ice water was slowly added dropwise, and the mixture was stirred for 1 h under ice-cooling. The crude product of compound III was 9.15 g. The yield was 88.81%. The crude compound III was rinsed with ethyl acetate at 25 C, filtered, washed and dried to give pure Compound III 8.94. The purification yield was 97.90%. The total yield of compound was 86.77% and the purity was 89.70%.

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 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Beijing Wansheng Pharmaceutical Co., Ltd.; Lin Guoliang; Wang Qiang; Jiang Yugang; Wang Yiping; Kang Yi; Lv Xiaona; (10 pag.)CN106608853; (2017); A;,
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Electric Literature of 1005-39-6, 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 1005-39-6, name is 2-(Methylthio)pyrimidine-4,6-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1) Synthesis of 4,5,6-triamino-2-methylthiopyrimidine To a solution of 245g of 4,6-diamino-2-methylthiopyrimidine dissolved in 800 ml of acetic acid was added 250 ml of water. The reaction solution was cooled to 10C and thereto was added a solution of 119g of NaNO2 dissolved in 250 ml of water while maintaining the temperature at 10C. The reaction mixture was stirred at room temperature for 2 hours, filtered and dried to obtain 4,6-diamino-5-nitroso-2-methylthiopyrimidine, which was then dissolved in 1l of water.

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 1005-39-6, 2-(Methylthio)pyrimidine-4,6-diamine.

Reference:
Patent; LUCKY LTD.; EP584797; (1994); A2;,
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Electric Literature of 6693-08-9 , The common heterocyclic compound, 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, 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.

To a solution of 2-fluorothiophene (3.76 g, 36.80 mmol) in anydrous tetrahydrofuran(20 mL) was added n-butyllithium (15.0 mL, 36.80 mmol, 2.5 mol/L) at -15 C, and the mixturewas stirred for 1 h at -15 oc. Then to the mixture was addeddichloro(N,N,N,N-tetramethylethylenediamine)zinc(II) (3.07 g, 12.11 mmol), and the resultingmixture was stirred for 1 h. Then palladium dichloride (653 mg, 3.68 mmol), triphenylphosphine(1.93 g, 7.36 mmol) and 2,4,6-trichloropyrimidine (7.43 g, 40.50 mmol) were added to themixture in tum. The resulting mixture was heated to 55 oc under nitrogen protection, and thenstirred at this temperature overnight. To the reaction mixture was added water (50 mL), and theresulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic layerswere washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered. Thefiltrate was concentrated in vacuo and the residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (2.41 g, 26 % ).MS (ESI, pos.ion) m/z: 249.0 [M+Ht.

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
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Electric Literature of 10320-42-0, 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 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 165(5R)-3-(2-chloropyrimidin-5-yl)-5-ethyl-5-methyl-imidazolidine-2,4-dioneTo a solution of triphosgene (1.38 g, 4.65mmol) in Ethyl acetate (20 ml) at 0¡ãC a solution of 2-chloro-5- aminopyrimidine (1 g, 7.75 mmol)/DIPEA (8 ml, 4.65 mmol) in ethyl acetate (40 ml) was slowly added (20 minutes) and the reaction mixture was stirred for 15 minutes at the same temperature. Maintaining the reaction mixture at 0¡ãC, vacuum was applied (10 minutes) for removingthe excess of phosgene. A solution of DMAP (0.945g, 7.75mmol) in ethyl acetate/dichloromethane 1:1 (8 ml) was added and the reaction mixture was stirred for 5 minutes at the same temperature. A solution of methyl (R)-2-amino-2- methyl-butyrate hydrochloride (2.59 g, 15.5 mmol) in ethyl acetate (30 ml) was slowly added (15 minutes) at 0¡ãC and the reaction mixture was stirred for 30 minutes at the same temperature. The reaction was quenched with aqueous buffer (pH3) while the pH was allowed to reach ~5-6 and two phases were separated. The organic layer was washed with aqueous buffer (pH3) (2×20 ml) and then brine (20 ml), dried (Na2S04), filtered and evaporated affording the urea intermediate as orange foam.The urea was dissolved in MeOH (20 ml), NaOMe (0.41 g, 7.75 mmol) was added and the reaction mixture was stirred for 15 minutes at r.t.. The mixture was quenched with an aqueous saturated solution of ammonium chloride (25 ml) and diluted with ethyl acetate (50 ml). Two phases were separated and the organic layer was washed with brine (2×20 ml), dried (Na2S04), filtered and evaporated. The residue was triturated with Et20 (10 ml) and the solid collected affording the title compound (1.22 g) as a beige solid. LC/MS: QC_3_MIN: Rt = 1.341 min; 255 [M+H]+.

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
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Application of 6320-15-6, 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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

Prepared in a similar manner to Example 7 using 6-chloro-2,4-dimethoxypyrimidine to give the title compound (19 mg, 14%). 1H NMR (400 MHz, CDCl3) ? 8.68 (1H, d, J=1.2 Hz), 8.12 (1H, dd, J=8.1, 1.7 Hz), 7.56-7.36 (6H, m), 6.84 (1H, s), 4.11 (3H, s), 4.06 (2H, s), 4.04 (3H, s), 2.73 (3H, s), m/z (ES+) 453 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Boase, Amanda Louise; Ladduwahetty, Tamara; MacLeod, Angus Murray; Merchant, Kevin John; US2004/58970; (2004); A1;,
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