Sources of common compounds: Methyl 2,6-dichloropyrimidine-4-carboxylate

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. Formula: C6H4Cl2N2O2

Reference Example 48: (2-Chloro-6-morpholin-4-yl-pyrimidin-4-vImethyl)- dimethyl-amine.; To a solution of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester (5.0 g) in anhydrous methanol (40 mL) was added morpholine (4.20 mL). The reaction mixture was stirred at room temperature for 12 hours, then poured onto ice/water and the white precipitate collected by filtration. The solid was washed with water (30 mL) and dried to give 2-chloro- 6-morpholin-4-yl-pyrimidine-4-carboxylic acid methyl ester (4.94 g).

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125833; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of Methyl 2,6-dichloropyrimidine-4-carboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

A suspension of methyl 2,6-dichloropyrimidine-4-carboxylate (1g, 4.87 mmol) in methanol (20 ml) was cooled to -20C, to this 2,4-difluoro benzylamine (0.627mg, 4.39 mmol) and triethylamine (0.98 mg, 9.74 mmol) were added. The reaction mixture was stirred at same temperature for 1 hr then at room temperature for 4 hrs. Methanol was removed under vacuum. The residue was purified by column chromatography to get the title compound. Yield: 45.93% TLC: Pet ether/Ethyl acetate (7/3): Rf: 0.4 LCMS: Mass found (+MS, 314.0) Rt (min): 4.16 Area %: 97.75 (at max), 98.54 (at 254nm) HPLC: > 99% Rt (min): 4.23 Area %: 99.27 (at max), 98.66(at 254nm) 1H NMR (400MHz, DMSO-d6): delta 8.79-8.76 (m, 1 H), 7.47-7.41 (m, 1 H), 7.30-7.24 (m, 1 H), 7.12 (s, 1 H), 7.10-7.05 (m, 1 H), 4.71 (d, J = 5.52 Hz, 2H), 3.83 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; HEINRICH, Timo; BRUGGER, Nadia; JOSEPHSON, Kristopher; WO2013/4332; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 6299-85-0

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Application of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

Example 55; N-hydroxy-2-(hydroxyamino)-6-(4-(pyridin-3-ylethynyl)phenyl)pyrimidine-4- carboxamide, trifluoroacetic acid salt; A. Methyl 2-chloro-6-(4-(pyridin-3-ylethynyl)phenyl)pyrimidine-4-carboxylate; Methyl 2,6-dichloropyrimidine-4-carboxylate (0.5 g, 2.4 mmol), 3-((4-(5,5-dimethyl- l,3,2-dioxaborinan-2-yl)phenyl)ethynyl)pyridine (0.35 g, 1.2 mmol, Method 2), K2CO3 (0.33 g, 2.4 mmol) and [l,4-bis(diphenylphospino)butane]palladium(II) dichloride (0.073 g, 0.12 mmol) were combined in dioxane (3 mL)/water (1 mL), purged with Argon and heated to 150 0C in the microwave. The reaction was stirred for 30 min. LC-MS after 30 minutes indicates reaction is complete as a mixture of ester and acid. The reaction mixture was diluted with water, neutralized with IN HCl, and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered and evaporated. The solid was dissolved in MeOH and trimethylsilyldiazomethane (2.4 mL, 4.8 mmol) was added. LC-MS after 15 minutes indicated formation of the methyl ester was complete. The reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered and evaporated to a solid (0.2Og, 23.7% yield). LC-MS: [M+H]+ 350 Mass: calculated for Ci9Hi2ClN3O2, 349.77

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENENATO, Kerry, Ellen; CHOY, Allison, Laura; HALE, Michael, Robin; HILL, Pamela; MARONE, Valerie; MILLER, Matthew; WO2010/100475; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of Methyl 2,6-dichloropyrimidine-4-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Synthetic Route of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

EXAMPLE 8 Preparation of (S)-6-((l -amino- 1 -oxopropan-2-yl)amino)-2-(4-(4- (trifluoromethyl)phenoxy)phenyl)pyrimidine-4-carboxamide (Cpd No. 14) Scheme 17 (S)-methyl 2-chloro-6-((l -methoxy- 1 -oxopropan-2-yl)amino)pyrimidine-4- carboxylate: To a mixture of methyl 2,6-dichloropyrimidine-4-carboxylate (5.175 g, 25.00 mmol) in acetonitrile (100 mL) was added (S)-methyl 2-aminopropanoate hydrochloride (3.497 g, 25.05 mmol) and iPr2NEt (9.6 mL, 55.1 mmol). The mixture was heated at 50C overnight then concentrated in vacuo. The residue was chromatographed over silica gel with 30-70% EtOAc in hexanes. The product fractions were evaporated in vacuo to yield (S)-methyl 2-chloro-6-((l-methoxy-l – oxopropan-2-yl)amino)pyrimidine-4-carboxylate as a thick yellow-orange oil (4.194 g, 15.33 mmol, 61% yield). LC/MS: m/z= 274.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE PHARMA L.P.; NI, Chiyou; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark; WO2013/30665; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New learning discoveries about 6299-85-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Synthetic Route of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

General procedure: To a solution of nitrogen-containing nucleophile (1 eq.) and cesium carbonate (3.0 eq.) in N,N-dimethylformamide (2 mL/mmol) was added 2-haloheterocycle (1.1 eq.). Thereaction was heated to 100 C. and stirred at this temperature for 2 hours. Thereaction was then cooled to room temperature and acidified to pH=1 with 10%aqueous HCl solution if product contains a carboxylic acid, or diluted withwater if neutral. The solution was extracted with twice with dichloromethane.The organic layers were combined, dried with sodium sulfate and concentratedunder vacuum. The crude material was either used directly in subsequentreactions or purified by flash chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of Methyl 2,6-dichloropyrimidine-4-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

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.6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, molecular weight is 207.0142, as common compound, the synthetic route is as follows.Recommanded Product: 6299-85-0

To a mixture of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester [1 g, 4.83 mmol, Intermediate (54)] and N,N-diisopropylethylamine (1.27 mL, 7.25 mmol) in THF (16 rriL) is added 2- (4-methoxyphenyl)-ethylamine (707 muL, 4.83 mmol). The resulting mixture is stirred at ambient temperature for 20 hours and poured into 50 mL water and extracted three times with 40 mL ethyl acetate. The organic extracts are combined and washed with 20 mL brine, dried over magnesium sulfate, filtered and concentrated to afford a solid which is purified via flash column chromatography on silica gel (35 g) eluting with 5 to 50% EtOAc in heptane gradient to afford 2-chloro-6-[2-(4- methoxy-phenyl)-ethylamino]-pyrimidine-4-carboxylic acid methyl ester [1 g, 64.5%, Intermediate (55)]. LCMS: Rtau = 2.9 minutes, MS: 322 (M+H).

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Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 6299-85-0

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, 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, Recommanded Product: Methyl 2,6-dichloropyrimidine-4-carboxylate, blongs to pyrimidines compound. Recommanded Product: Methyl 2,6-dichloropyrimidine-4-carboxylate

Example 226 (Z)-methyl 2-(((1-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)pyrimidin-2-yl)piperidin-4-yl)methyl)amino)pyrimidine-4-carboxylate was prepared as follows.Methyl 2-((piperidin-4-ylmethyl)amino)pyrimidine-4-carboxylate was prepared as follows: A 40 mL round-bottomed vial was charged with tert-butyl 4-(aminomethyl)piperidine-1-carboxylate (1.76 mmol, 1.1 equiv.), acetonitrile (4 mL), DiPEA (2.37 mmol, 1.5 equiv.), methyl 2,6-dichloropyrimidine-4-carboxylate (1.58 mmol, 1 equiv.), and then shaken at 85 C. for 72 h. The reaction mixture was concentrated under reduced pressure and purified on SiO2 using a Biotage and a 10-50% EtOAc/hexanes gradient to provide the desired protected amine (233 mg, 552 mg theoretical, 42%). Methyl 2-((piperidin-4-ylmethyl)amino)pyrimidine-4-carboxylate was prepared using the general TFA de-protection procedure and used directly in the general displacement procedure to provide the title compound (4 mg, 73.4 mg theoretical, 5%). LC-MS m/z 456.1 (M+1).

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jasco Pharmaceuticals, LLC; US2011/152235; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of Quality Control of Methyl 2,6-dichloropyrimidine-4-carboxylate

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 2,6-dichloropyrimidine-4-carboxylate

Methyl 2-chloro-6- [(36^-3 -methylmorpholin-4-yllpyrimidine-4-carboxylateMethyl 2,6-dichloropyrimidine-4-carboxylate (4.4 g, 21.25 mmol) in DCM (20 mL) was cooled in ice and treated dropwise with 3S-3-methylmorpholine (2.37g, 23.4 mmol) and DIPEA (8.15 mL, 46.8 mmol). After 3 hours polymer supported isocyanate scavenger resin (Ig) was added and the mixture was stirred for 30 minutes then filtered. The solution was evaporated and purified by flash silica chromatography, eluting with 5 – 20% methanol in DCM, to give the desired material as a white solid (5.0 g).NMR Spectrum: 1H NMR (300.132 MHz, DMSOd6) delta 1.23 (3H, d), 3.16 – 3.36 (2H, m), 3.45 (IH, td), 3.59 (IH, dd), 3.71 (IH, d), 3.87 (3H, s), 3.93 (IH, dd), 4.33 – 4.56 (IH, m), 7.28 (IH, s)LCMS Spectrum: MH+ 272.38, Retention Time 1.52 Method: Monitor Base

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7751; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia