Category: 4316-97-6

Electric Literature of 4316-97-6, 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 4316-97-6 as follows.

Example 3; l-(4-(methylsulfonyl) phenyl)ethanone O-6-(4-(3-isopropyl-l,2,4-oxadiazol-5- yl)piperidin- 1 -yl)-5-methylpyrimidin-4-yl oxime; Step I: 5-(l-(6-chloro-5-methylpyrimidin-4-yl) piperidin-4-yl)-3-isopropyl- 1,2,4- oxadiazole.; A solution of 4-(3-isopropyl-l,2,4-oxadiazol-5-yl)piperidine hydrochloride (2.0 gm, 0.008369 moles) and diisopropylethylamine (2.78 gm, 0.0215 moles) in dichloromethane (30 ml) was added to an ice- cooled solution of 4,6-dichloro-5- methylpyrimidine (2.1 gm, 0.001295 moles) in dichloromethane (10 ml) and the reaction was stirred at 27 0C for 2 h. The reaction mixiure was diluted with dichloromethane and washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane) to afford the title compound as a white solid (43% yield).IHNMR (CDCl3, 400 MHZ) : 1.34 (6H, d, J=7.2 Hz), 1.99-2.08 (2H, m), 2.20 ( 2H, dd, J=13.2 &; 2.8 Hz), 2.25 (3H, s), 3.05-3.22 (4H, m), 4.34-4.37 (2H, m), 8.40 (IH, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-97-6, its application will become more common.

Reference:
Patent; CADILA HEALTHCARE LIMITED; PINGALI, Harikishore; JAIN, Mukul, R.; ZAWARE, Pandurang; WO2010/84512; (2010); 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.4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4Cl2N2

To a solution OF 4-HYDROXY-PIPERIDINE-1-CARBOXYLIC acid isopropyl ester (6.26 g, 33.4 mmol) and 4,6-dichloro-5-methyl-pyrimidine (5.45 g, 33.4 mmol) in 100 mL THF, 1M potassium TERT- butoxide in THF (40 mL, 40 mmol) were added slowly by syringe pump. After 1 hour, everything had been added and mixture was concentrated. Residue was extracted with methylene chloride and water. Organic phases were dried over magnesium sulfate, filtered, and concentrated to give 4- (6- CHLORO-5-METHYL-PYRIMIDIN-4-YLOXY)-PIPERIDINE-1-CARBOXYLIC acid isopropyl’ester as a pale yellow solid (10.3 g, 98%). H NMR (CDC13, 400 MHz) 8 1.22-1. 24 (d, 6H), 1.74-1. 81 (M, 2H), 1.95-2. 04 (M, 2H), 2.24 (s, 3H), 3.40-3. 45 (M, 2H), 3.74-3. 81 (M, 2H), 4.90-4. 98 (M, 1H), 5.31-5. 37 (M, 1H), 8.40 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-97-6, 4,6-Dichloro-5-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4316-97-6, 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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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.

To a solution of 4,6-dichloro-5-methylpyrimidine (1.00 g, 6.13 mmol) in MeOH (50 mL) at 0C was added solid sodium methoxide (0.348 g, 6.44 mmol) in portions. The reaction mixture was allowed to warm to room temperature and stirred at room temperature for 4 hours and then at 500C for 12 hours. Additional sodium methoxide (0.348 g, 6.44 mmol) was added and the reaction mixture was stirred at 50C for 4 hours. Additional sodium methoxide (0.348 g, 6.44 mmol; 3 eq total) was added and the reaction mixture was stirred at 5O0C for 20 minutes, when HPLC showed the reaction was complete. The reaction mixture was concentrated and then partitioned between EtOAc and saturated aqueous NH4Cl. The phases were separated, and the aqueous phase was re- extracted with EtOAc (Ix). The combined organic layers were dried (Na2SO4), filtered and concentrated to yield the desired product (0.829 g, 85%) as a colorless oil that was used without further purification. 1H-NMR (400 MHz, CDCl3) delta 8.42 (s, IH), 4.02 (s, 3H). LRMS (ESI pos) m/e l59 (M+l).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Formula: C5H4Cl2N2

Methylbenzylzinc chloride (25 ml of 0.5 M THF solution, 12 mmol) was added to a solution of 4,6-dichloro-5-methylpyrimidine (2.0 g, 12 mmol) and bis(triphenylphosphine) palladium(II) chloride (0.4 g. 0.6 mmol) in THF (20 mL). The reaction mixture was heated to reflux for 2 hours, cooled to room temperature, and then poured onto water (10 mL). The reaction mixture was extracted with ethyl acetate, and the organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by silica gel flash column chromatography (1:10 Et2O/Hexane) to yield the product (1.0 g, 35%) as a white solid. 1H NMR (CDCl3, 400 MHz) delta 8.75 (s, IH), 7.09-7.22 (m, 4H), 6.84 (d, J = 7.81 Hz, IH), 4.15 (s, IH), 2.38 (s, 3H), 2.32 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Computed Properties of C5H4Cl2N2

To a stirred solution of 4,6-dichloro-5-methylpyrimidine (1.0 g, 6.1 mmol), cyclopropylmethanol (0.49 g, 6.8 mmol) in THF (25 mL) is added potassium tert-butoxide (0.83 g, 7.4 mmol) at 0 oC, and the reaction mixture is stirred at 0 oC for 2 hours.The reaction mixture is added saturated aqueous NH 4Cl (20 mL) and water (80 mL), and extracted with EtOAc (80 mL).The organic layer is washed with water (80 mL x 2), and dried over sodium sulfate.Insoluble materials are separated by filtration and the filtrate is concentrated.The residue is purified by column chromatography on silica-gel eluting with n-hexane / EtOAc (99:1 to 95:5) to give 1.2 g (98% yield) of the title compound as a white solid. 1H-NMR (400 MHz, CDCl 3) delta 8.38 (1H, s), 4.27-4.18 (2H, d, J = 7.4 Hz), 2.25 (3H, s), 1.34-1.24 (1H, m), 0.65-0.59 (2H, m), 0.38-0.34 (2H, m), MS (ESI) m/z: 199 (M+H) +.

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; RAQUALIA PHARMA INC.; XUANZHU PHARMA CO., LTD.; KAWAMURA, Kiyoshi; YAMAGISHI, Tatsuya; SHISHIDO, Yuji; MORITA, Mikio; YAMAGUCHI, Ryuichi; OHMI, Masashi; (182 pag.)WO2019/45035; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-97-6, 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.4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

1-Methyl-1 ,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis-hydrochloride salt (2.00 g,10.2 mmol) and 4,6-dichloro-5-methylpyrimidine (1.66 g, 10.2 mmol) were suspended tetrahydrofuran (51 ml.) at room temperature. To this was added triethylamine (4.41 ml_, 31.6 mmol), which caused cloudiness in the mixture and led to a brown solid sticking to the flask walls. This mixture was stirred at room temperature for 4 hours and then heated 50 degrees Celsius for an additional 19 hours. The reaction mixture was cooled to room temperature and diluted with water (100 ml_). This mixture was extracted with ethyl acetate (3 x 100 ml_). The organic extracts were pooled, washed with brine, dried over sodium sulfate, and filtered. The filtrate was reduced to dryness under vacuum to yield the title compound as a light brown solid (1 .95 g, 78%), which was used in the next step without further purification.1 H NMR (500 MHz, deuterochloroform) delta 2.54 (s, 3 H) 3.88 (s, 3 H) 4.90 (app. d, J=3.66 Hz, 4 H) 7.28 (s, 1 H) 8.29 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 4316-97-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton, Jr.; WO2012/69948; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4316-97-6, Adding some certain compound to certain chemical reactions, such as: 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 4316-97-6.

Example 971-(2-(6-chloro-5-methylpyrimidin-4-yloxy)benzyl)-3-(3-t-butyl-1-p-tolyl-1 H-pyrazol-5-yl)urea [Show Image] A solution of 4,6-dichloro-5-methylpyrimidine (82 mg) in acetone (1mL) was cooled to 0C, and 1-(2-hydroxybenzyl)-3-(3-t-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea (189 mg) and aqueous 1N sodium hydroxide solution (0.6 mL) were added thereto. This reaction mixture was allowed to warm to room temperature and stirred overnight. Saturated ammonium chloride was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1/1) to obtain the desired product (166 mg, yield: 66%). 1H-NMR (CDCl3):delta 8.19 (s, 1H), 7.37-7.02 (m, 8H), 6.14 (s, 1H), 5.95 (s, 1H), 5.11 (t, 1H, J = 5.6 Hz), 4.31 (d, 2H, J = 5.6 Hz), 2.39 (s, 3H), 2.37 (s, 3H), 1.32 (s, 9H) MS (ESI):505 (M+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. 4316-97-6, 4,6-Dichloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1970375; (2008); 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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H4Cl2N2

(1) The compound produced by the method of the Reference Example 15 (6.2g, 38mmol) was dissolved in THF (100ml), followed by addition of 2,4-difluorophenylboronic acid (7.2g, 45.6mmol), tetrakis(triphenylphosphine)palladium (2.3g, 2mmol), potassium carbonate (12.6g, 91.3mmol) and water (30ml), and the mixture was refluxed under heating for 4 hours. 2,4-Difluorophenylboronic acid (2.4g, 15mmol) and tetrakistriphenylphosphine palladium (0.8g, 0.7mmol) were additionally added, and the mixture was refluxed under heating for 2 hours. The reaction mixture was concentrated, and water was added to the residue, followed by extraction with chloroform. The extract was washed with water, dried and concentrated by evaporationg the solvent. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 5:1) to obtain 4-chloro-6-(2,4-difluorophenyl)-5-methylpyrimidine (4.6g, oil). 1H-NMR(CDCl3) delta 2.30(3H, s), 6.90-7.10(2H, m), 7.43-7.52(1H, m), 8.89(1H, s)

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, 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1333029; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4,6-Dichloro-5-methylpyrimidine

To a solution of 2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethanamine hydrochloride (378 mg, 1 mmol) in N-methyl-2-pyrrolidone (5 mL) was added diisopropylethylamine (0.4 mL, 2.3 mmol). The solution was stirred for 5 min at room temperature at which time 4,6-dichloro-5- methylpyrimidine (150 mg, 0.8 mmol) was added. The reaction mixture was stirred at 80C overnight then allowed to cool to room temperature. Water was added and was extracted with MTBE (3x). The combined organic layers were washed with water, dried over Na2S04, and concentrated in vacuo. The residue was purified by flash silica column chromatography to provide 330 mg (0.80 mmol, 84%) of the light yellow solid product.

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113863; (2013); 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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4316-97-6

Example 1(Z)-ter -Butyl 4-((6-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenoxy)-5- methy Ipyrimidin-4-yl)oxy)piperidine- 1 -carboxylate.Step I: Preparation of tert- uty 4-((6-chloro-5-methylpyrimidin-4-yl)oxy)piperidine- l – carboxylate.Pottasium tert-butoxide (3.4 gm, 0.0306 moles) was added to a solution of tert- butyl 4-hydroxypiperidine-l -carboxylate (6.8 gm, 0.0368 moles) and 4, 6-dichloro-5- methylpyrimidine (5.0 gm, 0.0368 moles) in dry THF at 0 C and the reaction mixture was stirred for 15-20 hours at 30 C. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The organic extract was washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure to collect 5.1 gm off- white solid product.’HNMR: Patent; CADILA HEALTHCARE LIMITED; PINGALI, Harikishore; ZAWARE, Pandurang; WO2012/46249; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia