Category: 3764-01-0

Electric Literature of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2,4,6-trichloropyrimidine (1000 mg, 5.29mmol), phenyl boronic acid (665 mg, 5.29 mmol), PdC12(dppf) dichloromethane complex (204 mg, 0.26 mmcl) and K2C03 2 M solution (5.3 ml, 10.58 mmol) in 1,4-dioxane (26.4 ml) was stirred in a CEM microwave apparatus at 60 C for 1 hour.Resulting crude was portioned between dichloromethane (150 ml), NaHCO3 saturated solution (100 ml), the organic layer dried over Na2SO4 and concentrated to dryness at low pressure. Final normal phase purification (cyclohexane/DCM from 100/0 to 85/15) afforded pure title compound (857 mg,yield 72 %) . Rt = 1.38 mm (analysis method 2); MS (ESI)m/z: 225.1 [M-H], [M-H] calculated: 225.0. ?H NMR (400MHz, CDC13) 6 8.13 – 8.03 (m, 2H), 7.68 (s, 1H), 7.62 – 7.48(m, 3H)

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; DE VIVO, Marco; GANESAN, Anand; ORTEGA MARTINEZ, Jose Antonio; JAHID, Sohail; (84 pag.)WO2018/203256; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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.

A 2-liter, 3-neck flask equipped with mechanical stirrer, thermometer and dropping funnel was loaded with ethanol (375 mL), water (375 mL) and morpholine, (1.01 mol, 88 g); the resulting solution was cooled (with sodium chloride- ice mixture) to about 0 0C and a solution of 2,4,6-trichloropyrimidine (91.17 g, 0.5 mol) in ethyl acetate (37.5 mL) was added dropwise in about 20 minutes, to maintain temperature below 10 0C. The dropping funnel was rinsed twice with ethyl acetate (3 mL), and the rinses were transferred to the reaction mixture. The reaction was checked by TLC to determine when the reaction was complete. After completion of the reaction, ice water (375 mL) was added, and reaction was allowed to stir for 30 minutes to complete precipitation. The colorless solid was filtered out, washed 6 times with water (225 mL per wash) and vacuum-dried at 40-50 0C until a constant weight of the product was maintained. The product (114.7 g, 98% yield) was a mixture of regioisomers 6-morpholino-2,4- dichloropyrimidine and 2-morpholino-4,6-dichloropyrimidine in about a 3.9:1 ratio which were separated by chromatograph to 6-morpholino-2,4-dichloropyrimidine.

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2006/124662; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Method 1; Preparation of 2,4-dimorpholino-6-chloropyrimidine; [0234] To a dry round bottom flask was added 2,4,6-trichloropyrimidine (5 g, 27 mmol) and EtOH (200 mL), followed by DIEA (16 mL, 82 mmol) at 0 0C. Morpholine (5.6 g, 68 mmol) was added slowly at O0C. The reaction was slowly warmed up to room temperature and stirred overnight. LC and LCMS indicated that a mixture (7: 1) of 2,4- dimorpholino-6-chloropyrimidine 2 and 4,6-dimorpholino-2-chloropyrimidine 1 were formed. Formation of 2,6-dichloro-4-morpholinopyrimidine 3 was also observed. Water (700 mL) was added to the reaction mixture was and the resulting precipitate was filtered to give 7 g of the mixture described above. The crude material was purified by silica gel chromatography (3%-20% EtOAc-DCM) yielding 4,6-dimorpholino-2-chloropyrimidine (1, 500 mg, 6%); 2,4 -dimorpholino-6-chloropyrimidine (2, 4.6 g, 59%) and 2,6-dichloro- 4-morpholinopyrimidine (3, 1.5 g, 24%).[0235] 4,6-dimorpholino-2-chloropyrimidine 1: LCMS (m/z): 284.8 (MH+); 1H NMR (CDCl3): delta 5.4 (s, IH), 3.76 (q, 8H), 3.55 (q, 8H). [0236] 2,4-dimorpholino-6-chloropyrimidine 2: LCMS (m/z): 284.8 (MH+); 1UNMR (CDCl3): delta 5.88 (s, IH), 3.74 (m, 12H), 3.55 (q, 4H).[0237] 2,4-dicholoro-6-morpholinopyrimidine 3: LCMS (m/z): 233.8 (MH+); 1H NMR (CDCl3): delta 6.4 (s, IH), 3.77 (m, 4H), 3.65 (bs, 4H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3764-01-0 , The common heterocyclic compound, 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Synthesis Example 1 (Synthesis of Compound 1); Under a nitrogen atmosphere, trichloropyrimidine (10 g, 54.5 mmol), phenylboronic acid (13.3 g, 109 mmol), palladium acetate (0.3 g, 1.37 mmol), triphenylphosphine (0.72 g, 2.73 mmol), dimethoxyethane (150 mL) and an aqueous solution of 2M sodium carbonate (170 mL) were added together in sequential order, and heated to reflux for 8 hours. After the reaction solution was cooled down to the room temperature, an organic layer was removed and an organic solvent was distilled away under reduced pressure. The obtained residue was refined by silica-gel column chromatography, whereby an intermediate body 1-1 (9.2g, a yield of 63%) was obtained.

The synthetic route of 3764-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2415769; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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.

In a 500 mL three-necked flask under argon atmosphere, 2,4,6-trichloropyrimidine (5 g, 27.3 mmol), phenylboronic acid (6.7 g, 54.9 mmol), tetrakistriphenylphosphine palladium (1.26 g, 1.09 mmol ), Dimethoxyethane (DME, 100 mL) and a 2M sodium carbonate aqueous solution (82 mL, 164 mmol) were added, and the mixture was reacted for 8 hours while heating and refluxing. After the reaction solution was cooled to room temperature, the aqueous layer was separated and the organic layer was dried over magnesium sulfate. The insoluble material was removed by filtration, and the organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain intermediate (a) (5.6 g, yield 76.9%).

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Corporation; Nishimura, Kazuki; Ito, Mitsunori; Inoue, Tetsuya; (48 pag.)KR2015/92145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3764-01-0 , The common heterocyclic compound, 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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 solution of 2,4,6-trichloropyrimidine (100 mg, 0.55 mmol) in tetrahydrofuran (4 mL) were added tetrakis(triphenylphosphine)palladium (43 mg, 0.05 mmol), furan-2-ylboronic acid (61 mg, 0.55 mol) and an aqueous sodium carbonate solution (1 M, 1.64 mL, 1.64 mmol). The mixture was heated to 80°C and stirred overnight. To the reaction mixture was added water (50 mL), and the mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry,and the residue was purified by silica gel column chromatography (PE) to give the title compound as a yellow solid (42 mg, 3 6percent).MS (ESI, pos.ion) m/z: 215.0 [M+Hfb; ?H NMR (400 MFIz, CDC13) (ppm):7.67 (d, J= 0.7 Hz, 1H), 7.58 (s, 1H), 7.43 (d, J= 3.4 Hz, 1H), 6.65 (dd, J 3.4, 1.6 Hz, 1H).

The synthetic route of 3764-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4,6-trichloropyrimidine (5.5 mL, 48.0 mmol) in tetrahydrofuran (70 mL) were added palladium acetate (0.147 g, 0.64 mmol), triphenylphosphine (353 mg, 1.28 mmol), 4-methoxyphenylboronic acid (5 g, 31.9 mmol) and an aqueous sodium carbonate soltuion (1 M, 64 mL, 64 mmol). The mixture was heated to 60 C and stirred overnight. After the reaction, the reaction mixture was cooled to rt and concentrated to remove the organic solvent. To the residue was added H20 (100 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuoto dry,and the residue was purified by silica gel column chromatography (PE) to give the title compound as a white solid (5.58 g, 68%).MS (ESI, pos.ion) m/z: 255.0 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 8.07 (dd, J = 9.4, 2.4 Hz, 2H), 7.60 (s, 1H), 7.08 – 6.99 (m, 2H), 3.91 (s, 3H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0 as follows.

Under a nitrogen atmosphere, trichloropyrimidine (10 g, 54.5 mmol), phenylboronic acid (13.3 g, 109 mmol), palladium acetate (0.3 g, 1.37 mmol), triphenylphosphine (0.72 g, 2.73 mmol), dimethoxyethane (150 mL) and an aqueous solution of 2M sodium carbonate (170 mL) were added together in sequential order, and heated to reflux for eight hours. -After the reaction solution was cooled down to the room temperature, an organic phase was removed and an organic solvent was distilled away under reduced pressure. The obtained residue was refined by silica-gel column chromatography, whereby an intermediate 5-1 (9.2 g, a yield of 63%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; Nishimura, Kazuki; Ogiwara, Toshinari; Hibino, Kumiko; Inoue, Tetsuya; Ito, Mitsunori; (130 pag.)US9711732; (2017); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

Under an atmosphere of nitrogen, a solution of morpholine (13.06 ml) in methylene chloride (100 ml) was added dropwise over 15 minutes to a stirred mixture of 2,4,6-trichloropyrimidine (27.52 g), triethylamine (22.1 ml) and methylene chloride (200 ml) that was cooled to a temperature between 50C and 15C. The resultant mixture was allowed to warm to ambient temperature and was stirred for 2 hours. The mixture was washed with anI0 aqueous brine solution. The organic solution was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasing proportions of ethyl acetate added to a 1:1 mixture of isohexane and methylene chloride as eluent. There was thus obtained 4,6-dichloro-2-morpholinopyrimidine (6.82 g); NMR Spectrum: (DMSOd6) 3.64-3.71 (m, 8H), 6.97 (s, IH); Mass Spectrum: M+H+ 234

Statistics shows that 3764-01-0 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Trichloropyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/32027; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 2,4,6-trichloropyrimidine (0.29 mL, 2.5 mmol) in THF (5 mL) wereadded palladium acetate (8 mg, 0.035 mmol), triphenylphosphine (18 mg, 0.065 mmol),benzeneboronic acid (0.20 g, 1.6 mmol) and aqueous sodium carbonate solution (1 M, 3.3 mL,3.3 mmol). The mixture was stirred at 60 oc for 6 h under nitrogen protection. After the reactionwas completed, the mixture was cooled to rt, and concentrated in vacuo. To the residue wasadded H20 (10 mL), and the mixture was extracted with ethyl acetate (10 mL x 3). Thecombined organic layers were washed with saturated brine (10 mL), dried over anhydroussodium sulfate, filtered and concentrated. The residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (0.225 g, 61 % ).MS (ESI, pos. ion) m/z: 225.0 [M+Ht;1H NMR (400 MHz, CDCh) 8 (ppm): 8.15-8.04 (m, 2H), 7.70 (s, 1H), 7.63-7.50 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia