Category: 10397-13-4

Reference of 10397-13-4, 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 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. This compound has unique chemical properties. The synthetic route is as follows.

0388] To a slurry of 2-mophiholino-4,6-dichloropyrimidine (prepared as inMethod 22, 2.0 g, 8.54 mmol) in NMP (14 mL), triethylamine (1.43 mL, 10.25 mmol) was added. The heterogeneous mixture was stirred for 15 minutes, then treated with morpholine (0.75 mL, 8.54 mmol). Upon refluxing at 85 0C under argon for 2 hours, the solution was cooled, then added to EtOAc (160 mL). The organic solution was washed with 25 mL of NaHCO3(sat.) (2 x), water (2 x) and brine, dried over Na2SO4, filtered and concentrated. The crude material was dissolved in 200 mL EtOAc and filtered through a SiO2 pad, further eluting with EtOAc, yielding 2.2 g (93%) of 2,4-dimorpholino-6- chloropyrimidine as an off-white solid. LCMS (m/z): 285.0 (MH+), 1H NMR (CDCl3): delta 5.86 (s, IH), 3.71-3.76(m, 12H), 3.52-3.56(m, 4H).

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10397-13-4, 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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.

(4S,5R)-4-Methyl-5-thiazol-2-yl-oxazolidin-2-one (4.70 g, 20.1 mmol) was dissolved in 70 mL of DMF and cooled to 0 C. NaH (964 mg, 60% in oil, 24.1 mmol) was added under argon, and the reaction mixture was stirred for 30 minutes at 0 C. 4-(4,6-dichloropyrimidin-2-yl)morpholine (3.70 g, 20.1 mmol) dissolved in 30 mL of DMF was added, and the reaction mixture was stirred for 3 hours at 0 C., followed by stirring at RT for 2 hours. The reaction was then quenched by addition of aqueous NH4Cl, followed by dilution with EtOAc; the organic solvents were separated, washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (80 g SiO2) using EtOAc in hexane from 0% to 100% in order to give the title compound (3.64 g, 48%). LC-MS: [M+H] 382.2, 384.1; Rt 1.10 min; (LCMS method 1). 1H NMR (400 MHz, CHCl3-d): 7.77 (d, 1H), 7.38-7.33 (m, 2H), 5.39 (d, 1H), 5.07-4.98 (m, 1H), 3.75-3.55 (m, 8H), 1.64 (d, 3H).

Statistics shows that 10397-13-4 is playing an increasingly important role. we look forward to future research findings about 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; NOVARTIS AG; Fairhurst, Robin Alec; Furet, Pascal; Kalthoff, Frank Stephan; Lerchner, Andreas; Rueeger, Heinrich; US2014/135330; (2014); 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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.Safety of 4-(4,6-Dichloropyrimidin-2-yl)morpholine

Step 1: A mixture of 2,2-dimethylmorpholine (2.0 equiv.), 4-(4,6-dichloropyrimidin-2-yl)morpholine (1 equiv.) and triethylamine (6 equiv.) in EtOH (0.2 M) were heated to 110 C. for 25 min in the microwave. The reaction mixture was partitioned between EtOAc and water. The organic phase was dried over sodium sulfate. The resulting solution was concentrated and dried under vacuo to give 4-(6-chloro-2-morpholinopyrimidin-4-yl)-2,2-dimethylmorpholine and was used in the next step without further purification. LCMS (m/z) (M+H)=313.2, Rt=0.86 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. A new synthetic method of this compound is introduced below.

4-(4,6-dichloropyrimidin-2-yl)morpholine (lOOmg 0.43mmol), pyridine-3-boronic acid (49mg, 0.4mmol), Cs2C03 ( 280mg, 0.86mmol) and Pd(PPh3)2Cl2 (20mg, 0.025mmol) were combined in dioxane (3ml) and water (1ml). The reaction mixture was then heated by microwave at 120C for 20min. Without purification (4-(3-cyclopropylureido)phenyl)boronic acid pinacol ester (130mg, 0.43mmol), Cs2C03 ( 280mg, 0.86mmol) and Pd(PPh3)2Cl2 (20mg, 0.025mmol) were added and the reaction mixture was then heated by microwave at 120C for a further 20min. The reaction mixture was partitioned between EtOAc and water. The organic layer was passed through a PTFE hydrophobic frit and the solvent removed in vacuo. Residual solid was triturated to give crude produect which was further purifed by prep LC/MS (low pH) to yield (9mg, 5%). 1H NMR (dg-DMSO) 9.45 (s, 1H), 8.72 (d, 1H), 8.65 (s, 1H), 8.61 (d, 1H), 8.22 (d, 2H), 7.87 (s, 1H), 7.58-7.55 (m, 3H), 6.51 (br s, 1H), 3.93-3.86 (m, 4H) 3.76-3.71 (m, 4H), 2.58-2.52 (m, 1H), 0.67-0.62 (m, 2H), 0.44-0.40 (m, 2H);LCMS (method B), (M+H+) 417, Rt = 2.24min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; CELLZOME LIMITED; LYNCH, Rosemary; CANSFIELD, Andrew, David; NIBLOCK, Helen, Sarah; HARDY, Daniel, Paul; TAYLOR, Jessica; WO2011/107585; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10397-13-4, Adding some certain compound to certain chemical reactions, such as: 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine,molecular formula is C8H9Cl2N3O, 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 10397-13-4.

A mixture of 2-difluoromethyl-lff-benzimidazole (0.168 g), 4,6-dichloro-2-morpholin- 4-yl-rhoyrimidine (0.233 g), sodium hydrogen carbonate (0.168 g) and DMA (5 ml) was stirred under nitrogen at 900C for 20 hours, filtered and evaporated. The product was purified by chromatography on silica eluting with increasing proportions of ethyl acetate in dichloromethane/iso-hexane (1:1). There was thus obtained l-(6-chloro-2-morpholin-4-yl- pyrimidin-4-yl)-2-(difluoromethyl)benzoimidazole (0.075 g); NMR Spectrum: (DMSOd6) 3.70 (m, 4H), 3.78 (m, 4H), 7.20 (s, IH), 7.39-7.72 (m, 3H), 7.84 (d, IH), 7.90 (d, IH); Mass Spectrum: M+H+ 366.

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; HILL, George, Beresford; PASS, Martin; WO2008/32036; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. A new synthetic method of this compound is introduced below., Quality Control of 4-(4,6-Dichloropyrimidin-2-yl)morpholine

General procedure: A solution of the product from step 2.3 (95 mg, 0.25 mmol), intermediate A (58 mg, 0.25 mmol), xantphos (10 mg, 0.02 mmol), Pd2 dba3 (4.5 mg, 4.95 umol) and Cs2CO3 (121 mg, 0.37 mmol) in dioxane under argon was stirred at 100 C. for 3 h. The mixture was cooled to rt, diluted with EtOAc and extracted with a saturated NaHCO3 solution. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (heptane/EtOAc, 100:0?0:100) to give the title product (85 mg, 56%). tR: 1.54 min (LC-MS 1); ESI-MS: 581.4/583.3 [M+H]+ (LC-MS 1).

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, 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, 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.

Step 1.1: (S)-3-(6-Chloro-2-morpholin-4-yl-pyrimidin-4-yl)-4-methyl-oxazolidin-2-one To a solution of (S)-4-methyl-2-oxazolidinone (432 mg, 4.19 mmol) in DMF (10 mL) was slowly added NaH (60% mineral oil, 201 mg, 5.02 mmol) under an argon atmosphere and the suspension was stirred at rt for 30 min. The reaction mixture was cooled to 0 C. and the intermediate A (1 g, 4.19 mmol) was added. The mixture was stirred at RT for 4 h. The reaction mixture was diluted with EtOAc and extracted with H2O. The organic layer was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 97:3?1:1) to afford the title compound (605 mg, 47%). tR: 1.00 min (LC-MS 1); ESI-MS: 299.2/301.2 [M+H]+ (LC-MS 1).

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10397-13-4, Adding some certain compound to certain chemical reactions, such as: 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine,molecular formula is C8H9Cl2N3O, 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 10397-13-4.

To a solution of malononitrile (277 mg, 4.2 mmol) in THF cooled to 0 0C, sodium hydride (189 mg, 4.7 mmol) was added. When the evolution of gas ceased, 4,6-dichloro- 2-morpholinopyrimidine (laa) (500 mg, 2.1 mmol) was added to the reaction mixture, followed by Pd(PPlIs)4. The resulting suspension was refluxed at 80 0C overnight. The mixture was treated with aq. 2M NaOH (10 mL) and stirred for 15 min. The organic layer was discharged and the aqueous was acidified with aq. 2M HCl and extracted with ethyl acetate, yielding 2-(6-chloro-2-morpholinopyrimidin-4-yl)malononitrile (2aa) (617 mg) after drying and solvent evaporation.

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. 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/85913; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10397-13-4, 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 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of (S)-3-methylmorpholine (194 mg, 1.32 mmol, 1.5 eq.), i26 (300 mg, 1 .28 mmol, 1 .0 eq.) and A/,/V-diisopropylethylamine (3.0 eq.) in DMF (17 volumes) is heated for 16 hours (130 C). Then, the solvent is removed under reduced pressure. The residue is dissolved in dichloromethane (100 volumes) and washed with saturated aqueous sodium bisulfate (3 x 100 volumes). The organic layer is dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude mixture is purified by flash chromatography (Si02, cyclohexane/ethyl acetate 5:1 ) to afford the title compound i30 as a colorless solid (257 mg, 67%). 1H NMR (400 MHz, CDCI3): delta 5.84 (s, 1 H), 4.18 (m, 1 H), 3.94 (m, 2 H), 3.71 (m, 10 H), 3.53, (dt, 2JH,H = 12.0 Hz, 3JH,H = 3.1 Hz, 1 H), 3.20 (dt, 2JH,H = 12.8 Hz, 3JH,H = 3.8 Hz, 1 H), 1 .27 (d, 3JH,H = 6.8 Hz, 3 H); MS (MALDI): m/z = 298.4 ([M]+). -(4-chloro-6-morpholino-1 ,3,5-triazin-2-yl)morpholin-3-one (31 )

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 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; PIQUR THERAPEUTICS AG; UNIVERSITAeT BASEL; CMILJANOVIC, Vladimir; HEBEISEN, Paul; BEAUFILS, Florent; BOHNACKER, Thomas; RAGEOT, Denise; SELE, Alexander; WYMANN, Matthias; LANGLOIS, Jean-Baptiste; (217 pag.)WO2016/75130; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia