Tag: M.W:200-300

Reference of 7627-44-3, 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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 5: Intermediate 5 [00557j To a 125 mL tube was added Intermediate 4 (360 mg, 1.60 mmol) 2,4-dichloro-5- (iodomethyl)pyrimidine (461 mg, 1.60 mmol) and DIPEA (848 tl, 4.79 mmol) in DMA (4 mL). The tube was sealed and the reaction mixture heated to 65 °C with stirring for 4 h after which it was cooled, concentrated and co-evaporated with toluene several times. The resultant oil was dissolved in EtOAc, and solids were removed by filtration. The filtrate was concentrated, dissolved in DCM and purified through flash chromatography on silica gel (eluting with EtOAc/hexanes) to provide 350 mg of the title compound. MS mlz: 350.3 (M+Hj.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10457-14-4, 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. 10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 16 (3.4326 g, 8.2913 mmol, 1 eq.) in CH2Cl2 (100 mL) at 0 C, was added2,4-O,O-bis(trimethylsilyl)uracil (6.3677 g, 24.8739 mmol, 3 eq.) and trimethylsilytrifluoromethanesulfone(3.0 mL, 16.5826 mmol, 2 eq.) and stirring was continued at 0 C for 2h and atroom temp for 3 h. The reaction was quenched with saturated aq. NaHCO3 at 0 C. The organiclayer was separated and the aqueous layer was extracted with ethyl acetate. The organic layerswere combined and dried over MgSO4. Solvent was removed under reduced pressure and theresidue was purified by silica gel chromatography (hexanes-ethyl acetate, 1:1) to afford 17(3.1305 g, 94%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kiran; Wakamatsu, Hideaki; Natori, Yoshihiro; Takahata, Hiroki; Yoshimura, Yuichi; Tetrahedron Letters; vol. 54; 30; (2013); p. 3949 – 3952;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 61727-33-1, 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 61727-33-1 as follows.

(0234) To a solution of 5-chloro-2-(methylthio)pyrimidine-4-carboxylic acid (1.026 g, 5.02 mmol) in 1:1 DCM:methanol was added a solution of trimethylsilyldiazomethane (2M/hexanes, 1.6 mL, 3.2 mmol). The reaction was stirred at RT for 30 min and then concentrated to give the desired 29-1, which was used without further purification. MS (ESI): mass calcd. for C7H7ClN2O2S, 218.0; m/z found 219.1 [M]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,61727-33-1, its application will become more common.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; HANSEN, Stig; ERLANSON, Dan; CANCILLA, Mark; EP2257637; (2015); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63558-65-6, 4-Chloro-5-iodopyrimidine, 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, Product Details of 63558-65-6, blongs to pyrimidines compound. Product Details of 63558-65-6

To a vial containing a solution of 4-chloro-5-iodopyrimidine (0.200 g, 0.832 mmol) in DMF (1.333 mL) was added morpholine (0.291 mL, 3.33 mmol) followed by cesium carbonate (0.542 g, 1.664 mmol). The vial was sealed with a Teflon cap and heated at 90C for 80 min, then allowed to cool to room temperature. The reaction mixture was filtered through a disposable fritted funnel and the filter cake washed with CH2CI2. The filtrate was concentrated, then further dried under high vacuum.Intermediate 105A: MS (ESI) : m/z = 292.0 [M+H]+ HPLC Peak ret. T = 1.23 minutes was product. (HPLC conditions: Column:Luna C18 4.6x30mm 3u A: 10:90 H20:ACN NH4OAc/B: 10:90 H20:ACN NH4OAc; 0%-95%B in 2 min; 4mL/min flow).

The synthetic route of 63558-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.1260088-72-9, name is 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, molecular formula is C8H8Cl2N2O, molecular weight is 219.0679, as common compound, the synthetic route is as follows.Safety of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine

General procedure: A mixture of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine7 (257mg, 1.173 mmol), 1H-pyrazolo[4,3-c]pyridin-3-amine (291 mg, 1.735 mmol), N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) and N,N-dimethylformamide (4.0 mL) was heated at 70 C for 2 hours. The reaction mixture was diluted with ethyl acetate, washed with water (2x) and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (24 silica, solvent gradient: 0-100% ethyl acetate in dichloromethane followed by 10% methanol indichloromethane) to yield 176.7 mg of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1260088-72-9, 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Hanan, Emily J.; Baumgardner, Matt; Bryan, Marian C.; Chen, Yuan; Eigenbrot, Charles; Fan, Peter; Gu, Xiao-Hui; La, Hank; Malek, Shiva; Purkey, Hans E.; Schaefer, Gabriele; Schmidt, Stephen; Sideris, Steve; Yen, Ivana; Yu, Christine; Heffron, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 534 – 539;,
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Pyrimidine – Wikipedia

Electric Literature of 39551-54-7, 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.

A mixture of [2-(trifluoromethyl)-3-pyridyl]methanamine (132 mg, 750 umol, 1.00 eq), 2,4-dichloropyrido[3,2-d]pyrimidine (150 mg, 750 umol, 1.00 eq) and Et3 (152 mg, 1.50 mmo, 2.00 eq) in THF (10.00 mL) was stirred at 10-20C for 12 hours. LC S showed ail of 2,4-dichloropyrido[3,2-d]pyrimidine was consumed and a new peak with desired MS. The mixture was concentrated to give a residue. The residue was triturated with EtOAc (2 mL). 2-chloro-N-[[2-(trifluoromethyl)-3-pyridyl]methyl]pyrido[3,2-d]pyrimidin-4-amine (120 mg, 77 umol, 23% yield, 50% purity) was obtained as an off-white solid.

Statistics shows that 39551-54-7 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; LIVERPOOL SCHOOL OF TROPICAL MEDICINE; THE UNIVERSITY OF LIVERPOOL; EISAI R&D MANAGEMENT CO., LTD.; WARD, Stephen A.; TAYLOR, Mark J.; O’NEILL, Paul M.; HONG, Weiqian David; BENAYOUD, Farid; (300 pag.)WO2018/134685; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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. Quality Control of 2,4,6-Trichloropyrimidine-5-carbaldehyde

To a solution of 5-methyl-lH-pyrazol-3-amine (550 mg, 5.67 mmol), DIEA (0.906 mL, 5.2 mmol), and KI (392 mg, 2.36 mmol) in DMF (10 mL) was added 2,4,6-trichloropyrimidine-5-carbaldehyde (1 g, 4.73 mmol). The mixture was stirred at rt for 3 h, then water was added and the mixture was stirred for 20 min at rt. The precipitated solid was collected by filtration to afford 2,4-dichloro-6-(5- methyl-lH-pyrazol-3-ylamino)pyrimidine-5-carbaldehyde (1.4 g) as a yellow solid that was used without further purification. LCMS (ESI) m/z 272 (M + H)+.

With the rapid development of chemical substances, we look forward to future research findings about 50270-27-4.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4349-07-9 ,Some common heterocyclic compound, 4349-07-9, molecular formula is C4H3IN2O, 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.

10 g of the compound obtained in step 1) above was added to 60 mL of phosphorus oxychloride and stirred at 110C for 2 hours. After the reaction was completed, the reaction solution was cooled to room temperature and distilled under a reduced pressure to remove solvent therefrom. Toluene was added to the residue, and the resulting residue was concentrated under a reduced pressure to remove the solvent, and this procedure was repeated 3 times. The solid thus obtained was dried under a reduced pressure to obtain the title compound (13 g).1H-NMR (300MHz, DMSO-d6) delta 13.27 bs, 1H), 9.18 (s, 1H), 8.98 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4349-07-9, its application will become more common.

Reference:
Patent; HANMI HOLDINGS CO., LTD.; CHA, Mi Young; KIM, Mi Ra; KANG, Seok Jong; KIM, Se Young; JUNG, Young Hee; LEE, Kwang Ok; SONG, Ji Yeon; KIM, Young Hoon; KIM, Eun Young; KIM, Maeng Sup; WO2011/99764; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 63931-21-5, 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. 63931-21-5, name is 5-Bromo-2,4,6-trichloropyrimidine, molecular formula is C4BrCl3N2, 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.

5-Bromo-2,4,6-trichloropyrimidine (1.880 g, 6.81 mmol) was dissolved in THF (11 mF) and water (5 mF), and sodium acetate (1.68 g, 20.4 mmol), followed by 4-fluoroaniline (787 mg, (0231) 0.68 mF, 6.87 mmol) were added. The mixture was stirred at room temperature for 18 h. After that, a saturated aqueous solution of sodium hydrogenocarbonate (15 mF) was added and the resulting mixture was extracted with ethyl acetate (2 x 150 mF). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 40 g, eluting with ethyl acetate / n-heptane, gradient 0:100 to 10:90) to afford, after drying in vacuo (40C, 5 mbar), the title compound as a light brown solid (2.07 g, 90%). MS (ES+) m/z 335.9, 337.9, 339.9 [M+H, Br & 2 Cl isotopes].

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 63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; COOK, Xinlan Aloise Ford; RATNI, Hasane; REUTLINGER, Michael; VIFIAN, Walter; (46 pag.)WO2019/101984; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.1053228-29-7, name is 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H2Cl2FN3, molecular weight is 206.01, as common compound, the synthetic route is as follows.Computed Properties of C6H2Cl2FN3

To a solution of 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 12.14 mmol) in DMF (25 mL) was added NaH (582 mg, 14.57 mmol) at 0C. The mixture was stirred at this temperature for 1 h, and then SEM-C1 (2.43 g, 14.57 mmol) was added dropwise at 0C. The resulting mixture was stirred at 25C for 1 h. The reaction was slowly poured into ice-water, and then extracted with EtOAc (3 chi 80 mL). The combined organic phase was washed with brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give 2,4-dichloro-5-fluoro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 61.24% ) as a yellow oil. LCMS: RT 0.975 mm . m/z = 336.1 i H | .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1053228-29-7, 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia