Pyrimidines

Reference of 16019-33-3 ,Some common heterocyclic compound, 16019-33-3, molecular formula is C6H4Cl2N2O, 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.

tert-Butylamine (2.1 1 mL, 20.0 mmol) was added to (4,6-dichloropyrimidin-5- yl)acetaldehyde (1 .91 g, 10.0 mmol) in ethanol (100 mL). The mixture was heated at 80C for 16 hours. The reaction mixture was evaporated in vacuo then the residue was diluted with water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were evaporated in vacuo and the crude material was purified by silica gel column chromatography eluting with a gradient of Heptanes:EtOAc 100:0 to 60:40 to afford the title compound as a yellow liquid in 77% yield, 1 .61 g. 1H NMR (400 MHz, DMSO-d6): delta ppm 1 .75 (s, 9H), 6.60 (d, 1 H), 7.79 (d, 1 H), 8.63 (s, 1 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16019-33-3, its application will become more common.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
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Electric Literature of 42754-96-1 , The common heterocyclic compound, 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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 commercially available 4,6-dichloro-1 H-pyrazolo[3,4-d]pyrimidine (5.0 g) dissolved in dry THF (100 ml) was added cesium carbonate (17.2 g) and methanol (60 ml) and the mixture heated to 60C. After 30 min the reaction mixture was quenched with water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and evaporated to afford 6-chloro-4-methoxy-1 H- pyrazolo[3,4-d]pyrimidine as a brown solid. Yield: 3.34 g (68%). MS (ES+): m/e = 185.0 (M+H), chloro pattern

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; NAZARE, Marc; HALLAND, Nis; SCHMIDT, Friedemann; KLEEMANN, Heinz-Werner; WEISS, Tilo; SAAS, Joachim; STRUEBING, Carsten; WO2014/140065; (2014); A1;,
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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. 6622-92-0, name is 2,6-Dimethylpyrimidin-4-ol, the common compound, a new synthetic route is introduced below. Computed Properties of C6H8N2O

(2) 5-iodo-2,6-dimethylpyrimidin-4-ol (326-2)The crude compound 326-1 (25.6 g) was dissolved in a 1.25 N sodium hydroxide aqueous solution (140 ml). Iodine (19.9 g) was added to the solution, and the obtained mixture was then stirred at 120 C. for 2 hours. The temperature of the reaction solution was returned to room temperature, and the reaction solution was then extracted with chloroform. The obtained organic layer was dried over magnesium sulfate and then concentrated under reduced pressure, so as to obtain the title compound (14.5 g).1H-NMR (400 MHz, CDCl3) delta (ppm): 2.49 (s, 3H), 2.60 (s, 3H), 12.8 (brs, 1H)

The synthetic route of 6622-92-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/95031; (2012); A1;,
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Related Products of 1346697-39-9, 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.1346697-39-9, name is 5-Bromo-4-cyclopropylpyrimidine, molecular formula is C7H7BrN2, molecular weight is 199.05, as common compound, the synthetic route is as follows.

Example 397- 4-Cyclopropylpyrimidin-5 -yl)-3 -(5 -fluoro-2-methoxyphenyl)benzo [d] isoxazole[00211] A reaction vial was charged with tetrakis(triphenylphosphine)palladium(0) (5.78 mg, 5.00 ?????), Preparation 36A (0.037 g, 0.100 mmol), sodium carbonate (42.4 mg, 0.400 mmol), and Preparation 1 1A (29.9 mg, 0.150 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0, Volume: 373 ??), EtOH (Ratio: 1.0, Volume: 187 ??), and water (Ratio: 1.000, Volume: 187 ??) were added sequentially. The resultant mixture was heated at 90 C overnight. After 14 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a brown residue. The crude material was purified via preparative LC/MS with the following conditions:Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 15-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The material was further purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 35-70% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (9.4 mg, 26%). ESI MS (M+H)+ = 362.2. HPLC Peak tr = 2.81 minutes. Purity >99%. HPLC Conditions: B.

Statistics shows that 1346697-39-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4-cyclopropylpyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
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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. 1004-38-2, name is 2,4,6-Triaminopyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C4H7N5

Electronic balance accurate weighing 0.10mmol of 2, 4, 6 – triaminopyrimidine, add 5 ml of anhydrous ethanol is dissolved, then said electronic balance accurate 0.10mmol of tetrachloro phthalic acid for 5 ml de-ionized water dissolves, two kinds of solution in 25 ml beaker in put into the cradle in the mixing about 30min left to shake thoroughly, completely dissolved solution (if there is a solid should be filtering to obtain the supernatant), will be small beaker sealing film for sealing, and needle push rods 15 a, at room temperature experiment table standing, make it slow volatilization; waiting for a period of about fifteen days will be colorless, transparent can in the X – ray diffraction on bulk crystals of the analysis, the remainder of the solution in the beaker for washing, to be the resulting products after drying, carried out under the optical microscope to select, to find suitable for X – ray analysis of crystal, the compound of the formula C12 H9 Cl4 N5 O4 .

The synthetic route of 1004-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yantai Shimide Jidian Installations To Make Co., Ltd.; Liu Tingting; (4 pag.)CN106699673; (2017); A;,
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Application of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

Under ice-cooling conditions, 2.0g of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine was dissolved in 50mL N,N-dimethylacetamide. 0.58g of NaH was added dropwise to the solution and stirred for 15 minutes. 2.2g of 2-chloromethoxyethyl trimethylsilane was added and the reaction was continued maintaining the temperature at 5C for 4h. The solution was then quenched with saturated ammonium chloride solution. The aqueous phase was extracted with ethyl acetate. The organic phase was washed with water. Each 100mL saline solution was washed three times. The organic phase was dried over anhydrous magnesium sulfate overnight. The mixture was filtered and the solvent was distilled off under reduced pressure to give a crude product. The product was purified by silica gel column chromatography (petroleum ether:ethyl acetate = 50:1) to give 2.6g of intermediate 2 as a colorless liquid, yield: 70%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; Shandong University; Zhang, Yingjie; Xu, Wenfang; Liang, Xuewu; (24 pag.)CN105418616; (2016); A;,
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Related Products of 4983-28-2, 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 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-5-((2,2-difluorocyclopropyl)methoxy)pyrimidine 295 mg (1.72 mmol) 1-bromomethyl-2,2-difluorocyclopropane and 318 mg (2.30 mmol) K2CO3 are added to a mixture of 150 mg (1.15 mmol) 2-chloro-5-hydroxypyrimidine in 2 mL DMF. The mixture is stirred at 80° C. over night. Then the reaction mixture is quenched by the addition of water and extracted with DCM. The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by HPLC (MeOH/H2O/NH3). C8H7ClF2N2O (M=220.6 g/mol) ESI-MS: 221 [M+H]+Rt (HPLC): 1.21 min (method V)

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 4983-28-2, 2-Chloro-5-hydroxypyrimidine.

Reference:
Patent; FLECK, Martin; NOSSE, Bernd; HEINE, Niklas; ROTH, Gerald Juergen; US2013/158004; (2013); A1;,
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Electric Literature of 4316-98-7, 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 4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 6-chloro-pyrimidine-4,5-diamine (188 mg, 1.31 mmol), 1,3-dichloro-2-isothiocyanato-benzene (266 mg, 1.31 mmol), and CH3CN (5 mL) was added iPr2NEt (337 mg, 2.62 mmol) at rt. The mixture was heated to 90 C. in a sealed tube. After 12 h, the reaction was cooled and purified by preparative reverse-phase HPLC to afford the title compound as a colorless solid (80 mg, 20%). MS (ESI): mass calcd. for C11H6Cl3N5, 312.9; m/z found, 314.0 [M+H]+. 1H NMR ((CD3)2SO): 9.90 (br s, 1H), 8.39 (s, 1H), 7.62 (d, J=8.1 Hz, 2H), 7.43 (t, J=8.1 Hz, 1H).

According to the analysis of related databases, 4316-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lebsack, Alec D.; US2009/156598; (2009); A1;,
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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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3764-01-0

The 2-chloro-4-(2-difluoromethylbenzimidazol-l-yl)-6-morpholinopyrimidine used as a starting material was prepared as follows :-; Diisopropylethylamine (6.3 g) was added to a stirred solution of2,4,6-trichloropyrimidine (10 g) in methylene chloride (100 ml) that had been cooled to 0°C. Morpholine (4.3 g) was added slowly and the resultant reaction mixture was stirred at ambient temperature for 3 hours. The mixture was washed with a saturated aqueous sodium bicarbonate solution. The organic layer was separated, dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using an increasingly polar solvent gradient from mixtures of isohexane and methylene chloride. The more polar isomeric product was collected. There was thus obtained 2,4-dichloro- 6-morpholinopyrimidine as a solid (7.8 g); NMR Spectrum: (DMSOd6) 3.60-3.74 (m, 8H)5 6.96 (s, IH); Mass Spectrum: M+H+ 234.

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, 3764-01-0, 2,4,6-Trichloropyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; PASS, Martin; WO2008/32060; (2008); A1;,
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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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. A new synthetic method of this compound is introduced below., COA of Formula: C11H15ClN2O2

(II) hydrochloride (48.77 g, 0.195 mol), (III) (48.54 g, 0.2 mol)(50.4 g, 0.6 mol), potassium iodide (3.3 g, 0.02 mol), 400 mL of acetonitrile and 100 mL of water were heated to 65 G in a 1000 mL three-necked flask and stopped for 16 h reaction. Cooling to 25 G, slowly add lOOmL of water to the system, a large number of solid material precipitation, stirring 30 min, the filter to get crude, filter cake with acetonitrile and water were washed solid, dryingOf crude 72.0 g.The crude product of 72.0 g of (I) was placed in 720 mL of water at a temperature of 20-25 C, 16.8 mL of concentrated hydrochloric acid was added, stirred to form (I) hydrochloride, and the aqueous solution of (I) was washed with 500 mL of dichloromethane 2 times, take the aqueous solution layer, add 7.2g activated carbon decolorization, heating to 50 e, stirring 30min, the filter (I) hydrochloric acid solution.The aqueous solution of (I) salt was cooled to 0-10 C and 500 mL of isopropyl alcohol was added to the system at a temperature of 0-10 C,A solution of 20% sodium hydroxide was slowly added with stirring to adjust the pH of the system to 8-9 to give (I) as a white solid. After the dropwise addition, the mixture was stirred at this temperature for 1 hour and filtered to obtain a solid material. Isopropyl alcohol and water (100 mL + 100 mL), and the resulting solid was (I), about 55.0 g.The above-obtained (I) was added to a mixed solvent of 1100 mL of ethanol and 333 mL of water and heated to reflux to a solid materialDissolved in the lh, slowly cooled to 0-5 e, stirring at this temperature for 16h, to obtain a white solid crystalline material, filtration, to obtain high purity (I), drying to get the product 49.2g, yield 60 %.

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, 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; JIANGSU CHIATAI QINGJIANG PHARMACEUTICAL CO LTD (CTQJ); WANG, WUWEI; CHEN, JIE; WU, TINGZHAO; GU, HAICHENG; HE, JIA; (7 pag.)CN103214485; (2016); B;,
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