Category: 2927-71-1

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. Recommanded Product: 2,4-Dichloro-5-fluoropyrimidine

Int rmediate 32: 2-Chloro-5-fluoro-4-methylpyrimidine.To a solution of 2,4-dichloro-5-fluoropyrimidine (1 .02 g, 6.08 mmol) inTHF/NMP (38 mL/3 mL) was added Fe(acac)3 (215 mg, 0.61 mmol) and the mixture was cooled to 0 C. 3.0 M methylmagnesium bromide in Et2O (3.04 mL, 9.12 mmol) was added dropwise. After 30 min at 0 C, the reaction was complete and quenched with saturated aqueous NH4CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hexanes to 10% EtOAc/Hexanes) gave the desired product as a waxy white solid (430 mg, 48%). 1H NMR (400 MHz, CDCI3): 8.35 (s, 1 H), 2.55 (d, J = 2.5 Hz, 3H).

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; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2927-71-1, 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 2927-71-1 as follows.

[0666] Synthesis of 4-(2-chloro-5-fluoropyrimidin-4-yl) morpholine: [0667] To a stirred solution of morpholine (260 mg, 2.99 mmol) in EtOH (10 mL) under argon atmosphere were added DIPEA (1.15 g, 8.98 mmol) and 2, 4-dichloro-5- fluoropyrimidine (500 mg, 2.99 mmol) at RT; heated to reflux and stirred for 1 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo. The residue was diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 15% EtOAc/ Hexanes to afford 4-(2-chloro- 5-fluoropyrimidin-4-yl) morpholine (550 mg, 85%>) as an off-white solid. [0668] 1H-NMR (CDCI3, 500 MHz): delta 7.96 (d, 1H), 3.82-3.76 (m, 8H); LC-MS: 99.56%; 218.1 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 muiotaeta); RT 2.88 min. 0.05% TFA: ACN; 0.8 mL/min); TLC: 20% EtOAc/ Hexanes (R/. 0.3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, 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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

2,4-Dichloro-5-fluoropyrimidine (110 mg, 0.65880 mmol) (represented by formula 1-b), 4-fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzimidazole (180 mg, 0.5657 mmol), (bis(triphenylphosphine))palladium dichloride (30 mg) were added to 2M sodium carbonate solution (1 mL) and ethylene glycol dimethyl ether (3 mL), and the mixture was stirred under nitrogen atmosphere at 85 C. for 2 hours. After cooling to room temperature, the reaction solution was diluted with 10 mL ethyl acetate, washed with saturated brine, and dried over anhydrous sodium sulfate. The organic phase was concentrated and recrystallized from acetonitrile, filtered to give compound 6-(2-chloro-5-fluoro-pyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-benzimidazole represented by formula 1-c (135 mg, 0.4183 mmol). LC-MS: m/z: (M+H)+=323.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Pharmaceuticals Holding Co., Ltd.; XIA, Guangxin; WANG, Qian; SHI, Chen; ZHAI, Xiong; GE, Hui; LIAO, Xuemei; MAO, Yu; XIANG, Zhixiong; HAN, Yanan; HUO, Guoyong; LIU, Yanjun; (202 pag.)US2019/10153; (2019); 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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., Safety of 2,4-Dichloro-5-fluoropyrimidine

To a solution of 2,4-dichloro-5-fluoropyrimidine (1 .02 g, 6.08 mmol) inTHF/NMP (38 mL/3 ml_) was added Fe(acac)3 (215 mg, 0.61 mmol) and the mixture was cooled to 0 oC. 3.0 M methylmagnesium bromide in Et2O (3.04 ml_, 9.12 mmol) was added dropwise. After 30 min at 0 oC, the reaction was complete and quenched with saturated aqueous NH CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hexanes to 10% EtOAc/Hexanes) gave the desired product as a waxy white solid (430 mg, 48%). 1H NMR (400 MHz, CDCI3): 8.35 (s, 1 H), 2.55 (d, J = 2.5 Hz, 3H).

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; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Step 2 2-Chloro-5-fluoropyrimidine (7) To a stirred, refluxing mixture of 2,4-dichloro-5-fluoropyrimidine (17.0 g, 0.102 mol) and zinc (100 mesh, 20.0 g, 0.305 mol) in THF (100 mL) was slowly added acetic acid (5.8 mL, 0.102 mol). The resulting reaction mixture was refluxed for 3 h, then cooled to RT. Solids were removed by filtration and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel 60 (200 g), eluding with 10-50% ethyl acetate in hexane to give the title compound. 1H NMR (400 MHz, CDCl3): delta8.53 (s, 2 H, Ar).

According to the analysis of related databases, 2927-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Add the third step product, 5-fluoro-1,1-dimethyl-7- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -2,3-dihydro-1H-benzo [d] pyrrole [1,2-a] imidazole (1.2 g, 3.6 mmol)to the reaction flask,2,4-dichloro-5-fluoropyrimidine (0.664 g, 4.0 mmol) Pd (PPh3) 2Cl2 (282 mg, 0.40 mmol), Sodium carbonate (763 mg, 7.2 mmol) and DME / H2O (40 mL / 10 mL). In a nitrogen atmosphere, the mixture was stirred at 80 C for 3 hours. Cooling to room temperature, the reaction solution suction filter, The filtrate was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate / petroleum ether = 1/3) To give the title compound (0.51 g, white solid) in 42% yield.

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. 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, 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.2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, molecular weight is 166.9685, as common compound, the synthetic route is as follows.

A solution of HOAc (2.4 g, 0.04 mol) in THF (15 mL) was added drop wise to a refluxing mixture of dichloro-5-fluoro-pyrimidine (3.34 g, 0.02 mol) and Zn (7.8 g, 0.02 mol) in THF (40 mL) over a 1-hour period. The mixture was refluxed for another 9 h. After cooling to room temperature, the solution was filtered to remove an insoluble solid. The solution containing 2-chloro-5-fluoro-pyrimidine was used directly in the next step reaction.

Statistics shows that 2927-71-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. COA of Formula: C4HCl2FN2

To a mixture of sodium (450 mg, 19 mmol) in methanol (20 mL) was added a solution of 2,4-dichloro-5-fluoropyrimidine (3.25 g, 19 mmol) in methanol (10ml_). The reaction mixture was stirred at room temperature overnight before being partitioned between water and diethyl ether. The organic phase was separated, washed with brine and evaporated to dryness to give the title compound as an orange oil (80%), which was used in the next step without further purification.1H-NMR delta (400 MHz, CDCI3): 4.1 (s, 3H), 8.2 (s, 1 H).

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; ALMIRALL, S.A.; BACH TA?A, Jordi; PAGES SANTACANA, Lluis, Miquel; TALTAVULL MOLL, Joan; EASTWOOD, Paul, Robert; GONZALEZ RODRIGUES, Jacob; GIULIO MATASSA, Victor; WO2011/101161; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1 ,Some common heterocyclic compound, 2927-71-1, molecular formula is C4HCl2FN2, 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 stirred solution of (S)-tert-butyl 3-aminopiperidine-1-carboxylate (1) (1.437 g, 7.18 mmol) in DMF (10 mL) was added DIPEA (1.56 mL, 8.98 mmol) and 2,4-dichloro-5- fluoropyrimidine (2) (1.0 g, 5.98 mmol) in DMF (2 mL) at 0 C drop wise. The reaction mixture was allowed to stir at room temperature for 16 h. After consumption of starting material by TLC (absence of compd-2), the mixture was diluted with ether (75 mL) and washed with ice cold water (3 x 50 mL), brine solution (25 mL), dried over sodium sulfate and concentrated under reduced pressure to afford tert-butyl (S)-3-((2-chloro-5- fluoropyrimidin-4-yl)amino)piperidine-1-carboxylate (3) (1.670 g, 5.06 mmol, 84 % yield) as white solid. TLC system: 30% EA in pet Ether Rf: 0.5 LCMS (ESI): m/z 331.44 (M+1)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, 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.2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, molecular weight is 166.9685, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, 60 2,4-dichloro-5-fluoropyrimidine (517 mg, 3.1 mmol), 61 sodium carbonate (583 mg, 5.5 mmol) was dissolved in a mixed solution of 1 mL 48 water and 5 mL 62 ethylene glycol dimethyl ether, 63 PdCl2(PPh3)2 (4.7 mg, 66 mumol) was added, heated to 80 C., and then a solution of 64 4-fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-1H-benzo[d]imidazole (700 mg, 2.2 mmol) in ethylene glycol dimethyl ether (40 mL) was added, stirred at this temperature for 4 hours, and then 30 mL water was added, stirring was continued for 25 minutes, filtered and dired the filter cake at 80 C. and then washed with isopropyl alcohol, the product 65 6-(2-chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole 425 mg was obtained after drying, yield: 60%. LC-MS(APCI): m/z=322.7 (M+1).

The chemical industry reduces the impact on the environment during synthesis 2927-71-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia