Category: 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. 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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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. 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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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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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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Reference of 155690-79-2, Adding some certain compound to certain chemical reactions, such as: 155690-79-2, name is 6-Bromopyrido[2,3-d]pyrimidin-4(1H)-one,molecular formula is C7H4BrN3O, 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 155690-79-2.

6-Bromopyrido[2,3-d]pyrimidin-4(3H)-one (3.Og) and POC13 (15 mL)were heated at 130 C under nitrogen for 3h. The homogeneous dark solution was concentrated under reduced pressure and diluted with EtOAc (150 mL). The heterogeneous brown slurry was poured onto mixture of ice/aq. NaHCO3 and allowed the mixture warm to room temperature. The heterogeneous brown mixture was further diluted with EtOAc (75 mL) and separated the organic layer. The organic layer was partitioned with aq. NaC1, separated, stirred with MgSO4 and filtered through a pad of Celite and silica gel. The pale yellow filtrate was concentrated and the crude solid was stirred in 50% EA/hexanes. 6-Bromo-4-chloropyrido[2,3-d]pyrimidine was obtained as a pale yellow crystalline solid (1.8 g, purity: 95%) upon filtration.

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. 155690-79-2, 6-Bromopyrido[2,3-d]pyrimidin-4(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; BHAMIDIPATI, Somasekhar; DING, Pingyu; PAYAN, Donald; GELMAN, Marina; KINSELLA, Todd; WO2015/157093; (2015); A1;,
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Related Products of 5604-46-6 , The common heterocyclic compound, 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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 suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (5.35 g, 26.75 mmol) in THF (60 mL) was added triethylamine (11.5 mL, 82.5 mmol) and the mixture was cooled to 5C (ice bath). Methylhydrazine (1.4 mL, 27 mmol) was added, and the mixture was stirred at 5C for 1 h, before warming to r.t. The bright yellow mixture was stirred at r.t. for a further 30 minutes before filtering under reduced pressure. The resulting solid was washed with diethyl ether followed by water, then dried, to yield the title compound (4.06 g, 82.6%) as a yellow solid. deltaEta (DMSO-d6) 7.97 (s, 1H), 7.29 (s, 2H), 3.79 (s, 3H).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); A1;,
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Application of 13223-25-1, 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To amine (3.0 mmol, 3.0 eq.) in i-PrOH (2.0 mL) was added NEt3(416 muL, 3.0 mmol, 3.0 eq.). To this was added 2-chloro-4,6-dimethoxypyrimidine(174 mg, 1.0 mmol, 1.0 eq.). A greased reflux condenser was attached and themixture heated to reflux (120 C). The reaction was left at this temperatureuntil deemed complete by TLC analysis, typically 6 – 12 h. The reaction wasthen allowed cool to room temperature and then diluted with either EtOAc (10mL, substrates 3 and 4) or Et2O (10 mL, all othersubstrates). This was then washed with water (5 mL). The aqueous phase was thenextracted with the appropriate solvent as previously used (EtOAc or Et2O,3 × 10 mL). The combined organic layers were then washed with brine (10 mL),dried over MgSO4 and then concentrated under reduced pressure toafford the title compound in its crude form. Purification by columnchromatography (silica gel, hexanes:EtOAc, 100:0 ? 60:40) afforded the titlecompound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Shaw, Julian W.; Barbance, Laure; Grayson, David H.; Rozas, Isabel; Tetrahedron Letters; vol. 56; 35; (2015); p. 4990 – 4992;,
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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. 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 90213-67-5

General procedure: A solution of compound 1 (0.3 mmol) in anhydrous toluene (2 mL)was flushed with Ar, after which Pd(PPh3)2Cl2 (10.5 mg, 0.015 mmol),AsPh3 (18.4 mg, 0.06 mmol) and the corresponding (arylethynyl)tributyltin (0.78 mmol) were added. The mixture was heated at reflux temperature under Ar for 48-72 h. After cooling, the mixture was poured into K2CO3 solution (0.5 M, 20 mL) containing CsF (50mg), stirred for 30 min and extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 was removed on a rotary evaporator. The crude residue was purified by column chromatography(CHCl3) to afford pure product 6q-y.

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, 90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Nitrogen was bubbled into a solution of compound 13 (1 g, 6 mmol, 1.1 eq), Pd(dppf)2Cl2 (0.38 g, 0.05 mmol, 0.1 eq) and 2 N Na2C03 (8.4 mL, 16.8 mmol, 3 eq) in DME (17 mL) for 5 minutes. The mixture was warmed to 80 C and a solution of compound 12 (1.8 g, 5.4 mmol, 1 eq) in DME (18 mL) was added dropwise. After addition, the mixture was stirred at 84 C for 1 h. After cooling down to rt, the mixture was diluted with ethyl acetate (100 mL) and washed with brine (50 mL x 2), dried over sodium sulfate, concentrated and purified by column chromatography to give the desired product (1.8 g, 60%). LCMS: (M+H)+: 334.8.

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, 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
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