Category: 63558-65-6

Reference of 63558-65-6, Adding some certain compound to certain chemical reactions, such as: 63558-65-6, name is 4-Chloro-5-iodopyrimidine,molecular formula is C4H2ClIN2, 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 63558-65-6.

Preparation 57A: 5-Iodo-4-(2H-l,2, -triazol-2-yl)pyrimidine[00244] To a solution of lH-l,2,3-triazole (63.2 mg, 0.915 mmol) in THF (Volume: 241 1 ??), was added portion wise at 0 C, NaH (39.9 mg, 0.998 mmol). The reaction mixture was stirred at that temperature for 30 min, then 4-chloro-5-iodopyrimidine (200 mg, 0.832 mmol) was added. The reaction mixture was allowed to warm to room temperature. To this solution was added saturated aqueous NH4C1 and the mixture was allowed to stir for 5 min at which time it was diluted with ethyl acetate and extracted 2X. The combined organics were washed with brine IX. The organics were dried overNa2S04, filtered and concentrated in vacuo to afford the title compound (90 mg, 40%).

According to the analysis of related databases, 63558-65-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); 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.63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.category: pyrimidines

Step 4: 3-Fluoro-N-3′-[(5-iodopyrimidin-4-yl)amino]-6-methylbiphenyl-3-yl-5-(trifluoromethyl)- benzamide lambda^-(3′-Amino-6-methylbiphenyl-3-yl)-3-fluoro-5-(trifluoromethyl)benzamide (3.80 g, 9.78 mmol) was mixed with 4-chloro-5-iodopyrimidine (2.35 g, 9.78 mmol) in ethanol (54.4 mL) and was heated to reflux for 2 hours. To the reaction was added sat. Na2CO3 solution and the resulting mixture was extracted with ethyl acetate. The organic extracts were washed with water, saturated NaCl, dried (MgSOt) and concentrated in vacuo. The concentrate was chromatographed on silica gel using 30% EtOAc/hexanes to give the product 4.31 g, 74% yield. 1H NMR(CDCl3): delta 8.46 (s, IH), 8.57 (s, IH), 7.90 (brs, IH), 7.81 (m, 2H), 7.60 (m, IH), 7.56 (m, 2H), 7.51 (m, 2H), 7.44 (t, IH), 7.30 (d, IH), 7.15 (m, 2H), 2.31 (s, 3H). MS (EI) m/z = 593 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63558-65-6, 4-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WO2008/79965; (2008); A1;,
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, Quality Control of 4-Chloro-5-iodopyrimidine, blongs to pyrimidines compound. Quality Control of 4-Chloro-5-iodopyrimidine

Under nitrogen, a mixture of 4-chloro-5-iodopyrimidine (2.0 g, 8.32 mmol), 2- (methylthio)-4-(tributylstannyl)pyrimidine (3.8 g, 9.15 mmol) and bis(triphenylphosphine)palladium(II) chloride (1.12 g, 1.60 mmol) in toluene (70 mL) was stirred for 16 h at 95 C. The reaction was quenched with a saturated solution of potassium fluoride. The mixture was extracted with ethyl acetate and washed with brine. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica flash chromatography (ethyl acetate/petroleum ether 20:80) to afford the title compound (534 mg, 26.9% yield) as a yellow solid. LCMS (ESI): [M+H]+ = 239.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63558-65-6, 4-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; BRAUN, Marie-Gabrielle; GIBBONS, Paul; LEE, Wendy; LY, Cuong Q.; RUDOLPH, Joachim; SCHWARZ, Jacob Bradley; ASHKENAZI, Avi; BEVERIDGE, Ramsay; ZHAO, Liang; LEMIRE, Alexandre; FU, Leo; LAI, Kwong Wah; WANG, Fei; (100 pag.)WO2020/56061; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 63558-65-6 ,Some common heterocyclic compound, 63558-65-6, molecular formula is C4H2ClIN2, 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.

Step 3: tert-Butyl (lR)-7-chloro-l-(5-formyl-2-methyi-3-thienyl)-3,4-dihydro-lH-isoquinoline- 2-carboxylate [00994] A solution of 4-chloro-5-iodopyrimidine (27.85 g, 1 16 mmol) in THF (280 mL) was cooled to -78 C with a dry-ice/MeOH bath. To the solution was added dropwise 2.50 M of n-BuLi in hexane (93 mL, 233 mmol) and the mixture was allowed to stir for 15 min at -78 C. To the mixture was added dropwise a solution of tert-butyl (lR)-7-chloro- l-(5-formyl-2-methyl-3- thienyl)-3,4-dihydro- lH-isoquinoline-2-carboxylate (27 g, 68.5 mmol) in THF (90 mL) at -75 C, and the resulting mixture was allowed to stir for 10 min at -40C followed by stirring for 30 min at 26 C. The reaction was quenched by addition of saturated aqueous NH4C1 (560 mL) and extracted with EtOAc (600 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to provide 90 g of a maroon oil which was used without further purification. This step can also be done using a magnesium-halogen exchange (such as isopropylmagnesium chloride lithium chloride complex). Solvent for this transformation can alternatively comprise MeTHF. This reaction also can be run at 0 C to room temperature.The crude mixture was divided into three portions (30g, 59 mmol each) and each portion was dissolved in DCM (500 mL). Manganese (IV) oxide (86.7 g, 1 mol) was added to each solution and the reactions were allowed to stir at 30C for 4 h, at which point they were combined and filtered through a Celite pad. The filter cake was rinsed with DCM MeOH (100/1 , 500 mL x 3). The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 90/10 to 85/15 pentane/EtOAc gradient to provide 40 g (58% in 2 steps) of the title compound as a light yellow solid. The oxidation of tert-butyl ( l R)-7-chloro- l – (5-((4-chloropyrimidin-5-yl)(hydroxy)methyl)-2-methylthiophen-3-yl)-3,4-dihydroisoquinoline- 2(l H)-carboxylate can also be done using TEMPO/NaCIO reaction conditions. LCMS: (AA) M+Na 522.6.

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. 63558-65-6, 4-Chloro-5-iodopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-Chloro-5-iodopyrimidine

Step 3: N-4′-[(5-Iodopyrimidin-4-yl)amino]-6-methylbiphenyl-3-yl-3-(trifluoromethyl)benzamideTo lambda^-(4′-amino-6-methylbiphenyl-3-yl)-3-(trifluoromethyl)benzamide (60.0 mg, 0.162 mmol) was added 4-chloro-5-iodopyrimidine (39 mg, 0.16 mmol) followed by ethanol (0.47 mL). The reaction was heated to 80 0C in a sealed tube until LCMS indicated complete reaction, typically 1 -2 hours. The reaction was cooled to ambient temperature and the solvent was evaporated. The residue was partitioned between saturated aqueous NaHCO3 and EtOAc, the organic phase was washed with brine, dried (MgSO4) and evaporated to leave the crude product, which was then purified by column chromatography to give the final compound (39.9 mg, 42.88%). 1H NMR (400 MHz, CDCl3): delta 8.61 (s, 2H), 8.14 (s, IH), 8.08 (d, IH), 7.95 (s, IH), 7.81 (d, IH), 7.5-7.7 (m, 5H), 7.40 (m, 3H), 7.29 (d, IH), 2.29 (s, 3H). MS (EI) m/z = 575 (M+H).

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

Reference:
Patent; INCYTE CORPORATION; WO2008/79965; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia