Category: 147118-37-4

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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, the common compound, a new synthetic route is introduced below. Application In Synthesis of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Example 6b Using NaHMDS N-(4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (0.5 g, 1.4 mmol) and 2-((4 ,6S)-6-((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl- 1 ,3-dioxan-4-yl)acetate te/f-butyl ester (0.7 g, 1.6 mmol) were added to 10 mL of dry THF. After stirring for 10 min at 20C, the reaction mixture was cooled to -70C. At this temperature 1.9 mL of NaHMDS solution (1 M in THF, total 3.8 mmol) was added in 60 min keeping the temperature between -70 and -75C. When dosing was completed, the temperature of the reaction mixture was allowed to increase to -10C. After stirring at this temperature for 1 h, the reaction was quenched with 10% aqueous NaHC03 (5 mL). The phases were separated. The aqueous layer was extracted with 2 x 20 mL of ethyl acetate. The combined organic phases were washed with 5% aqueous Na2C03 and concentrated under vacuum. H PLC analysis indicated an E to Z ratio of >99: 1 . The residue was crystallized from methanol to give 2-((4f?,6S)-6-((E)-2-(4-(4-fluorophenyl)-6- isopropyl-2-(N-methylmethylsulfonamido) pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan- 4-yl)acetate, te/f-butyl ester as a solid (0.52 g, 0.9 mmol, 64% yield).

The synthetic route of 147118-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel; WO2012/98048; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147118-37-4, Adding some certain compound to certain chemical reactions, such as: 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide,molecular formula is C16H18FN3O3S, 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 147118-37-4.

Step D: Titanium tetrachloride (1M in dichloromethane, 12.67 mL) was added dropwise to a solution of 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)-5-pyrimidinecarbardehyde (2.13 g) (compound of formula (III-a)) in dry THF (60 mL) at 0C. After stirring for 15 minutes, a solution of compound of formula (II, PG=TBDMS, Z=OMe) (2 g) in dry THF (20 mL) and subsequently a solution of N-methylmorpholine (2.64 mL) in dry THF (20 mL) were slowly added. The reaction mixture was stirred at 0C for 3h, then quenched with water (40 mL) and extracted with EtOAc (3×40 mL). The combined organic layers were dried under vacuum and the resulting oil was purified via chromatographic column on silica gel (hexane/EtOAc 9:1) to give the 2.5 g of the corresponding racemic product of formula (I-a, PG=TBDMS, Z=OMe) (Molar yield = 68% yield). [0125] The 1 N-NMR spectrum is the same of that of the product of Example 4.

According to the analysis of related databases, 147118-37-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.I.S.- Fabbrica Italiana Sintetici S.p.A.; De Lucchi, Ottorino; Tartaggia, Stefano; Ferrari, Clark; Galvagni, Marco; EP2769979; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147118-37-4, 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. A new synthetic method of this compound is introduced below.

(1) Synthesis of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acrylonitrile Add 30 g of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde into a reaction flask of 500 ml, add toluene 130 ml, and start to agitate. Add in turn phosphate diethylacetonitrile 20.5 g and Aliquat336 (catalyst) 1.4 g, and titrate with 20% sodium hydroxide solution 62.7 g below 25 C., with the reaction solution gradually clarifying and turning out to be a pink clear solution after titration. React for 3 hours at room temperature, and a white solid precipitates. Filter with a pump, wash with water, pump, and dry, and obtain a white solid 30.5 g with a yield of 95.4%. Add 30 g of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde into a reaction flask of 500 ml, add toluene 140 ml, and start to agitate. Add in turn phosphate diethylacetonitrile 16.4 g and Aliquat336 1.6 g, and titrate with 20% sodium hydroxide solution 60.5 g below 25 C., with the reaction solution gradually clarifing and turning out to be a pink clear solution. React for 4 hours at room temperature, and a white solid precipitates. Filter with a pump, wash with water, drain with a pump, dry, and obtain a white solid 28.5 g, with a yield of 89.1%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Anhui Quingyun Pharmaceutical and Chemical Co., Ltd.; US2008/91014; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, 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, Application In Synthesis of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, blongs to pyrimidines compound. Application In Synthesis of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Method 2 Solution of aldehyde A (16 mg, 0.046 mmol) and ylide (R)-B (same as with method 1) (30 mg, 0.046 mmol) in 1 ml of toluene was reflux during 48h and evaporated under residue pressure to remove toluene. Product was purified by column chromatography (silica, EtOAc, Rf = 0.92) affording 10 18 mg (52%) as colorless viscous oil. 1H-NMR (300 MHz1 CDCI3): delta = 1.00 (s, 9H1 Me3C)1 1.26 (m, 3H + 6H, Me2CH + CH2Me), 3.52 (s, 3H, Me-N), 3.59 (s, 3H, MeSO2N)1 2.49 (m, 2H, CH2CO2Et), 2.69 (dd, 1 H, J = 15.75 Hz, J = 5.53 Hz, C(O)CHH), 2.83 (dd, 1 H, J = 15.75 Hz, J = 7.48 Hz, C(O)CHH), 3.25 (m, 1 H, Me2CH), 4.05 (q, J = 7.11 Hz, CH2Me), 4.59 (m, 1 H, CH), 5.95 (d, 1H, J = 16.50 Hz, CH=CH), 7.07 (m, 2H, Ar), 7.36 (m, 7H, CH, CH=CH + Ar), 7.55 (m, 2H, CH, Ar), 7.65 (m, 4H, CH, Ar).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; RATIOPHARM GMBH; WO2009/24323; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147118-37-4, 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 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

The present embodiment of rosuvastatin calcium intermediate preparation,which is 6 – [(1E) -2- [4- (4- fluorophenyl) -6-isopropyl- 2- [methyl (methylsulfonyl) amino] -5-pyrimidinyl] ethenyl] -dimethyl-l, 3-dioxane-4-acetic acid tert-butyl ester comprises the following steps: (1) under the protection of N2,To a 1000 mL reaction flask was added 36 g of compound of formula 3,21 g of compound of formula 2 and 620 mL of tetrahydrofuran,Heated to 42 C and stirred until clear,Then cooled to -15 C, added 1.8mL of water, 20g of potassium tert-butoxide, the reaction was incubated for 60 minutes after the addition; (2) The reaction was quenched with 105mL saturated ammonium chloride, quenched after the addition of 600mL water, and then 600mL ethyl acetate extraction, washed with brine, dried and concentrated to give a pale yellow solid,Add 288mL of methanol and 48mL water recrystallization,Filtration and drying gave 31 g of a white solid, which was the target product.

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 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Zhejiang Mei Nuohua Pharmaceutical Chemical Co., Ltd.; Yu Kui; Huang Xiangliang; Xing Yulong; Shen Qi; Yu Shenggang; Chen Weiren; Yao Chengzhi; (7 pag.)CN107298675; (2017); A;,
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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Compound IV (10 g) was added to a reaction flask, which was dissolved in tetrahydrofuran (60 mL) and methanol (20 mL), and the mixture was cooled to 5 to 10 C, and sodium borohydride (0.91 g) was added. Stir at 5 C for 2 hours and slowly warm to 25 C. The reaction was quenched by the addition of a saturated ammonium chloride solution and the pH was adjusted to 7-8. 50 mL of ethyl acetate was added, allowed to stand, and the layers were separated. The organic layer and the aqueous layer were separated, and then aqueous layer was extracted with ethyl acetate (60mL). The ethyl acetate extracts and organic layers were combined and washed sequentially with water (40 mL) and brine (aq. The organic layer was dried over anhydrous sodium sulfate.Concentration gave Compound V (9.8 g) in a yield of 98%.

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, 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Nanjing Ouxin Pharmaceutical Co., Ltd.; Chen Benshun; Zhou Changyue; (10 pag.)CN108997324; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 147118-37-4 , The common heterocyclic compound, 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, molecular formula is C16H18FN3O3S, 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.

Example 10: Preparation of Methyl 7-[4-(4-flouropheny.)-6-isopropyl-2-(N-methyl- N-methylsulfonylamino)-pyrimidin-5-yl] – (3R)-3hydroxy-5-oxo-(E)-6-heptenate (Rosuvastatin intermediate)A solution of 25 g 4-(4-flourophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl amino)-5-pyrimidine carbaldehyde, 55 g Methyl (3R)-3-(t-butyldimethylsilyloxy)-5-oxo- 6-triphenyl phosphoranylidene hexanoate and acetonitrile was refluxed for about 20 hrs. The reaction mass was concentrated under vacuum. To this cyclohexane was added. The reaction mass was stirred and filtered. Filtrate was Concentrated under u/v and taken into acetonitrile, cooled to 0 C. To this solution of hydrogen fluoride (100 ml) was added drop wise in acetonitrile under ice cooling, and the mixture was warmed to room temperature and stirred for 1-3 hrs. To this a mixture of DM water and dichloromethane was added and neutralized with sodium bicarbonate solution. The reaction mixture was stirred and layers were separated. The organic layer was washed with water and brine solution. To the concentrated IPA was added, stirred, and filtered. The obtained solid was washed IPE and dried to give Methyl 7-[4-(4-flourophenyl)-6-isopropyl-2-(N-methyl-N- methylsulfonylamino)-pyrimidin-5-yl] – (3R)-3-hydroxy-5-oxo-(E)-6-heptenate(32 g).

The synthetic route of 147118-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MATRIX LABORATORIES LTD.; SETHI, Madhuresh, Kumar; MAHAJAN, Sanjay; RAWAT, Vijendra, Singh; MARA, Bhairaiah; VEERA, Upendra, Nath; DATTA, Debashish; WO2011/141934; (2011); 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. A new synthetic method of this compound is introduced below., 147118-37-4

EXAMPLES Preparation of rosuvastatin (+)- (3R, 5S)-7- [4- (4-FLUOROPHENYL)-6-ISOPROPYL-2- (N-METHYL-N-METHANESULFONYLAMINO) PYRIMIDIN-5-YL]-3, 5-DIHYDROXY-6 (E) -heptenoic acid calcium salt (2: 1). EXAMPLE 1 Step A Preparation of condensed product N- [5- [- (TERT-BUTYL-DIMETHYL-SILANYLOXY)-6- CYANO-3-OXO-HEX-1-ENYL]-4- (4-FLUOROPHENYL)-6-ISOPROPYL-PYRIMIDIN-2-YL]-N- METHYL-METHANESULFONAMIDE (Condensed product, Formula IV) To a solution of pyrimidine aldehyde (1. 0GM) of Formula III in toluene (20MOI), 1-cyano (2S)-2-[(TERT-BUTYIDIMETHYLSILYL) OXY]-5-OXO-6-TRIPHENYLPHOSPHANYLIDENE hexanenitrile of formula 11 was added and the reaction mixture was REFLUXED for about 24 hours. The reaction mixture was concentrated and the residue titurated with cyclohexane (50ML). The cyclohexane layer was concentrated to give a residue which was purified by silica gel chromatography, eluted with toluene to obtain 1.60gm of the condensed product as a thick oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2004/52867; (2004); 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 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows. 147118-37-4

Methyl magnesium chloride solution (3M) (11.87 ml, 0.0356 moles) in tetrahydrofuran was added to a pre-cooled suspension of pyrimidine carboxaldehyde (5 g, 0.0142 moles) in anhydrous tetrahydrofuran (30 ml) under stirring for 30 min at 0-5 C. The reaction mass was stirred at the same temperature. After completion of the reaction, the reaction mass was poured into pre-cooled saturated ammonium chloride solution (100 ml) at 0-5 C. and stirred for 1 h at 5-10 C. The product was extracted into ethyl acetate (150 ml) and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was distilled under vacuum at 40-45 C. until the traces of ethyl acetate were completely removed to give the title compound.

Statistics shows that 147118-37-4 is playing an increasingly important role. we look forward to future research findings about N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Mallela, Sambhu Prasad Sarma; Nandi, Sakumar; Nangi, Gangadhara Bhima Shankar; Ananta, Rani; Meenakshiunderam, Sivakumaran; US2011/178296; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 147118-37-4 as follows., 147118-37-4

Example 13 Preparation of 2-((4/?,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N- methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan yl)acetate, methyl ester (O) from N-(4-(4-fluorophenyl)-5-formyl-6- isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (J) and 2-((4 ?,6S)-6- ((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl-1 ,3-dioxan-4-yl)acetate methyl ester (N)(N) (J) (O) N-(4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (0.35 g, I .O mmol) and 2-((4 ,6S)-6-((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl- 1 ,3-dioxan-4-yl)acetate methyl ester (0.45 g, 1.1 mmol) were added to 12 mL of dry THF After stirring for 10 min at 20C, the reaction mixture was cooled to -70C. At this temperature 1.5 mL of NaHMDS solution (1 M in THF, total 1.5 mmol) was added in 1 h keeping the temperature between -70 and -75C. When dosing was completed, the reaction mixture was stirred for 2h at -75C, then quenched with 10% aqueous NaHC03 (10 mL). The phases were separated. The aqueous layer was extracted with 2 x 25 mL of ethyl acetate. The combined organic phases were washed with 5% aqueous Na2C03 and concentrated under vacuum. The residue was crystallized from isopropanol to give 2-((4 ,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido) pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan-4-yl)acetate, methyl ester as a solid (Compound O, 0.34 g, 0.63 mmol, 63% yield).

The chemical industry reduces the impact on the environment during synthesis 147118-37-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel; WO2012/98048; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia