Category: 3438-46-8

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. 3438-46-8, name is 4-Methylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H6N2

A mixture of NaNH2 (46.1 g, 1.182 mol), hexamethyldisilazane (171.5 g, 1.063 mol), and diglyme (200mL) was stirred at 0 C for 2 h. Then, a mixture of 4-methylpyrimidine (4) (40.0 g, 0.425 mol),4-fluorobenzoic acid ethyl ester (14) (71.5 g, 0.425 mol), and diglyme (200 mL) was added dropwise at0 C, and the reaction mixture was stirred at the same temperature for 2 h. Next, 2 mol/L HCl aqueoussolution (1360 mL) was added to reach pH 7~9, and the mixture was diluted with water (600 mL). Theresulting precipitate was collected by filtration, washed with water (1600 mL), and dried under reducedpressure at 40 C to provide the title compound 15 (84.16 g, 92%) as a yellow solid

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Reference:
Article; Ohta, Shuji; Saito, Takahisa; Kato, Jun-Ya; Sato, Shuichiro; Hayashi, Hiroyuki; Hasumi, Koichi; Heterocycles; vol. 94; 5; (2017); p. 938 – 948;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, SDS of cas: 3438-46-8, blongs to pyrimidines compound. SDS of cas: 3438-46-8

Procedure G: Intermediate 7 (1-7) – Pyrimidine-4-carboxaldehyde.; [0091] To a solution of 1.0 g (10 mmol, 1.0 eq.) of 4-methylpyrimidine in 10 mL of />-dioxane was added 1.2 g (10 mmol, 1.0 eq.) of selenium dioxide. The resulting mixture was heated at 100 0C for 5 h and then cooled to room temperature. After adding an additional 0.25 g (2.3 mmol, 0.23 eq.) of selenium dioxide, the reaction mixture was heated at 100 0C for a further 1 h. The mixture was cooled to room temperature and filtered through Celite. The Celite cake was washed with 200 mL of ethyl acetate and the filtrate was concentrated in vacuo. The resulting dark brown oil was suspended in 200 mL of methylene chloride and filtered. The solvent was removed in vacuo to afford 0.3 g (2.8 mmol, 28%) of pyrimidine-4-carboxaldehyde (1-7) as dark brown oil.

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOPEIA, INC.; WO2007/104053; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, 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.

The starting material was prepared as follows: A solution of 4-methylpyrimidine (2 g, 21.2 mmol), N-chlorosuccinimide (4.26 g, 31.9 mmol) and benzoyl peroxide (500 mg, 2.1 mmol) in carbon tetrachloride (100 ml) was heated at 80 C. for 2 hours. The mixture was allowed to cool, the insolubles were removed by filtration and the solvent was removed from the filtrate by evaporation. The residue was purified by column chromatography eluding with methylene chloride to give 4-chloromethylpyrimidine (257 mg, 10%). 1 H NMR Spectrum: (DMSOd6) 4.81(s, 2H); 7.70(d, 1H); 8.88(d,1 H); 9.21(s, 1H)

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.,; US5962458; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-46-8, Adding some certain compound to certain chemical reactions, such as: 3438-46-8, name is 4-Methylpyrimidine,molecular formula is C5H6N2, 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 3438-46-8.

To A SUSPENSION OF NAH (2. 26 G 50%, 47. 7 MMOL) IN DMF (92 ML) UNDER ARGON atmosphere and cooled to 0 C, 4-METHYLPYRIMIDINE (3. 00 G, 31. 9 MMOL) WAS added SLOWLY. THEN, ETHYL 4-FLUOROBENZOATE (6. 40 G, 38. 2 MMOL) WAS ADDED AND IT was stirred at room temperature overnight. Water was added and the solvent was evaporated. The residue was taken up in A mixture of ETOAC and brine. The phases were separated and the aqueous phase was REEXTRACTED with ETOAC. The combined organic PHASES WERE DRIED OVER NA2S04 AND CONCENTRATED TO DRYNESS. The crude PRODUCT OBTAINED BY CHROMATOGRAPHY ON SILICA GEL USING HEXANE-ETOAC mixtures OF INCREASING POLARITY AS ELUENT, TO AFFORD 3. 30 G OF THE DESIRED COMPOUND (YIELD : 48%). H NMR (300 MHZ, CDCI3) 8 (TMS) : 4. 11 (KETONE : S, 2 H), 5. 94 (ENOL : S, 1 H), 6. 94 (ENOL : D, J = 5. 4 HZ, 1 H), 7. 08-7. 16 (M, 2 H), 7. 37 (KETONE : D, J = 5. 1 HZ, 1 H), 7. 89 (ENOL : M, 2 H), 8. 08 (KETONE : M, 2 H), 8. 42 (ENOL : D, J = 5. 4 HZ, 1 H), 8. 69 (KETONE : D, J = 5. 1 HZ, 1 H), 8. 81 (ENOL : S, 1 H), 9. 17 (KETONE : S, 1 H).

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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; J. URIACH Y COMPANIA S.A.; WO2004/76450; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8, 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.3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, molecular weight is 94.1145, as common compound, the synthetic route is as follows.

[00125] In one example, Compound iii was prepared by reacting 4- (bis(hydroxyethyl)amino)benzaldehyde (234 mg, 1.12 mmol) with of -4-methylpyrimidine (112 mu,, 1.23 mmol) and of potassium tert-butoxide (376 mg, 3.35 mmol) in N,N-dimethyl formamide (10 mL) for 12 hours at 80 C. The resulting mixture was cooled to ambient temperature and filtered through celite and concentrated. Compound iii was isolated as the major component of a mixture by silica gel chromatography using an ethyl acetate/methanol/hexane solvent system. (E)-2,2′-{[4-(2-(pyrimidin-4- yl)vinyl)phenyl]azanediyl}diethanol (Compound iii): 1H NMR (MeOD, 600 MHz) delta 9.02 (d, J=1.2 Hz, 1H), 8.61 (d, J= 5.4 Hz, 1H), 7.88 (d, J= 15.6 Hz, 1H), 7.58 (d, J= 8.7 Hz, 2H), 7.53 (dd, J= 6.0, 1.2 Hz, 1H), 6.98 (d, J= 15.6 Hz, 1H), 6.88 (d, J= 8.7 Hz, 2H), 3.71 (t, J= 6.0 Hz, 4H), 3.57 (t, J= 6.0 Hz, 4H); 13C NMR (DMSO-d6, 150 MHz) delta 165.23, 159.17, 157.76, 149.72, 139.99, 130.84, 125.87, 121.64, 119.42, 113.66, 51.36, 50.08; HRMS clcd for C16H19N302+m/z (M+H)+ 286.1550, found 286.1546.

Statistics shows that 3438-46-8 is playing an increasingly important role. we look forward to future research findings about 4-Methylpyrimidine.

Reference:
Patent; TEXAS CHILDREN’S HOSPTIAL; ANNAPRAGADA, Ananth; TANIFUM, Eric A.; SRIVASTAVA, Mayank; (143 pag.)WO2016/57812; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, Formula: C5H6N2, blongs to pyrimidines compound. Formula: C5H6N2

To a solution of compound 4-methylpyrimidine (2.07 g, 22.0 mmol) in THF (150 mL) was added AIBN (0.36 g,2.2 mmol) followed by a solution of NBS (4.7 g, 26 mmol) in THF (20 mL) at 0 C,The reaction was then heated to 70 C overnight. After cooling the reaction mixture was filtered through celite, the filtrate was concentrated under reduced pressure,The crude product was purified by silica gel column chromatography (eluent:PE / EtOAc (v / v) = 3/2) to give 1.5 g of a red-brown oil, yield: 39%.

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3438-46-8 ,Some common heterocyclic compound, 3438-46-8, molecular formula is C5H6N2, 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 A-Preparation of pyrimidine-4-yl formaldehyde Pyrimidine-4-yl formaldehyde was prepared from 4-methyl pyrimidine through a reference described in M. C. Liu et al., J Med Chem., 1995, 38 (21), 4234-4243.

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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amgen Inc.; US6878714; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, 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- Synthesis of Int. 314: In a dry flask and under N2 atmosphere, a sol. of Ethyl 4-(4- methoxybenzyloxy)benzoate (2.00 g, 6.99 mmol) and 4-methylpyrimidine (723 mg, 7.68 mmol) in dry THF (10 mL) was cooled to 0C and treated with LiHMDS (14.0 mL, 14.0 mmol) (slow addition over 10 min). After the end of the addition, the r.m. was allowed to warm to r.t. and stirred for 17 h. The r.m. was then poured in a 10% aq. sol. of NH4C1 (100 mL). The mixture was filtered on a glass frit. The precipitate was washed with water (2 x 50 mL) and with Et20 (2x 50 mL). The solid was dissolved in a mixture of DCM and MeOH. The organic sol. was dried over MgS04 and evaporated in vacuo to give 2.14 g of Int. 314, white solid (92%).

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); 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. 3438-46-8, name is 4-Methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Methylpyrimidine

[0375] This reaction was conducted in the same jacketed, 49 L reactor equipped with retreat curve agitator, nitrogen purge system, bottom valve for removal of a lower portion of the contents, and Dean-Stark trap and condenser system. The reactor was first purged with nitrogen. Afterward, 20% potassium t-butoxide in THF (21.06 Kg, 37.54 mol) was charged to the reactor under N2 using a cannula system. This solution was then cooled to 0 C., and the reactor was next charged with 4-methylpyrimidine (4) (1.53 Kg, 16.27 mol) while maintaining the temperature of the reactor contents at from 0 to 5 C. Immediately afterward, the Boc-protected ethyl isonipecotate (3) prepared as shown in Part A (3.99 Kg, 15.51 mol) was charged neat over 30 minutes while continuing to maintain the reactor contents at a temperature of from 0 to 5 C. Afterward, the reactor contents were stirred for 3 hours while being maintained at 5 C. The temperature of the reactor contents was then increased to 10 C., and then maintained at that temperature for 1 hour. Subsequently, 33% aqueous acetic acid solution (6.71 Kg, 36.88 mol) was charged to the reaction mixture while maintaining the reaction mixture at below 30 C. After stirring the resulting mixture for 30 minutes, it was allowed to stand for 30 minutes. The aqueous layer was then separated. Afterward, ammonium chloride solution (2.96 Kg, 3.87 mol) was charged to the reactor. The resulting mixture was stirred for 30 minutes. After allowing the mixture to stand for 30 minutes, the aqueous layer was separated. The THF was removed from the organic remaining layer by slowly raising the batch temperature under vacuum (200 torr) until the temperature reached 60-65 C. using a distillation apparatus. The final concentrate was in the form of an amber oil. This oil and toluene (12.22 Kg, 132.6 mol) were combined in the reactor, and the resulting mixture was stirred at room temperature for 15 minutes. Afterward, water (4.01 kg, 222.5 mol) was added to the reactor, and stirring was continued for an additional 30 minutes at room temperature. The reactor contents were allowed to stand for 60 minutes. The aqueous layer was then separated. The top layer (i.e., the organic layer) was then used as is to prepare the hydrazone in Part C. [TABLE-US-00002] TABLE 2 Reaction Summary for Part B materials MW equiv. wt (kg) moles density (g/mL) volume (L) potassium t-butoxide 112.2 2.42 21.06 37.54 0.902 23.3 in THF (20%) compound (3) 257.3 1.00 3.99 15.51 1.034 3.86 compound (4) 94.11 1.05 1.53 16.27 1.031 1.48 33% acetic acid 60.05 2.40 6.71 36.88 1.049 6.4 solution 7% ammonium 53.49 0.25 2.96 3.87 chloride solution toluene 92.14 10.20 12.22 132.6 0.865 14.1 water 18.02 14.35 4.01 222.5 1.000 4.01

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Reference:
Patent; Allen, Kimberley C.; Anderson, Dennis K.; Baldus, John E.; Boehlow, Todd; Clark, Jerry D.; Dukesherer, Daniel R.; Edney, Albert D.; Fevig, Tom; Kundra, Sastry; Lawson, Jon P.; Lau, Patrick H.; McDermott, Lisa L.; Mao, Michael K.; Moe, Jodi L.; Mudipalli, Partha; Naing, Win; Selness, Shaun R.; Seymour, Christine B.; Schilke, Tobin C.; Viswanath, Shekhar; Walker, John K.; Yalamanchili, Gopichand; US2003/225108; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8 ,Some common heterocyclic compound, 3438-46-8, molecular formula is C5H6N2, 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 RBF, dry THF (3 mL) was added followed by DIA (0.158 mL,0.397 mL, 2.78 mmol, 4.2 equiv.). This solution was cooled to 78C and treated with n-BuLi (1.669 mL, 2.72 mmol, 4.1 equiv., 1.6 Min hexane) and stirred for 10 min. To this solution, 2-methylpyridine(0.262 mL, 247 mg, 2.65 mmol, 4 equiv.) was added dropwise.After 30 min, a solution of methyl 2-hydroxy-4-(methoxymethoxy)-6-methylbenzoate (13, 150 mg, 0.663 mmol) was addeddropwise to the pyridine solution. The yellow solution was kept at78 C and allowed to warm to rt over 2 h. The solvent wasremoved under vacuum, and dichloromethane (10 mL) was addedand washed with water (5 mL). The organic layer was dried overMgSO4 and concentrated. The residue was purified on silica (2%MeOH: DCM) to give the MOM-ether as a yellow solid.

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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Qian; Kulkarni, Amol A.; Sajith, Ayyiliath M.; Hussein, Dilbi; Brown, David; Guener, Osman F.; Reddy, M. Damoder; Watkins, E. Blake; Lassegue, Bernard; Griendling, Kathy K.; Bowen, J. Phillip; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 989 – 998;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia