Day: March 25, 2022

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. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid, the common compound, a new synthetic route is introduced below. COA of Formula: C6H6N2O3

Example 1592-Methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]amide Example 159 was made from intermediate 36 via the process of Scheme 1, supra, as follows:To a solution of intermediate 36 (5R,7R)-7-amino-2-(3,5-difluoro-phenyl)-2-aza-spiro[4.5]decan-1-one (80 mg, 0.28 mmol), triethylamine (0.16 mL, 1.14 mmol) in DMF (2.0 mL) was added 6-hydroxy-2-methyl-pyrimidine-4-carboxylix acid (49 mg, 0.32 mmol), HOBt (51 mg, 0.38 mmol) and EDCI (73 mg, 0.38 mmol). The mixture was stirred at rt overnight. The solvent was removed with Genevac, and the resulting residue was purified with spectrometry (RP-HPLC/MS) purification system (Gradient: acetonitrile in water, 25-95% in 3.9 minutes with a cycle time of 5 min. Flow rate: 100 mL/min. Mobile phase additive: 48 mM of ammonium formate. Column: Inertsil C18, 30×50 mm, 5 um particle size) to afford 26 mg (22%) of the title compound 2-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]amide. 1H NMR (400 MHz, CDCl3) delta 13.0 (bs, 1H), 7.94 (d, J=8.4 Hz, 1H), 7.25-7.32 (m, 2H), 7.14 (s, 1H), 6.56-6.63 (m, 1H), 4.02-4.12 (m, 1H), 3.73-3.80 (m, 2H), 2.52 (s, 3H), 2.04-2.26 (m, 3H), 1.86-1.95 (m, 2H), 1.34-1.80 (m, 5H). ESI-MS m/z: 417 (M+H)+.

The synthetic route of 34415-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; US2011/98299; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 63155-11-3 ,Some common heterocyclic compound, 63155-11-3, molecular formula is C8H10N2O2, 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 mixture of ethyl 2-pyrimidin-2-ylacetate (900 mg, 5.42 mmol) in THF (20 mL) was added LDA (3.25 mL, 6.5 mmol) at -78 C, then the mixture was stirred at -78 C for 2 hours. To the mixture was added iodomethane (922.46 mg, 6.5 mmol), then the mixture was stirred at -78 C to 20 C for 3 hours. The mixture was quenched with sat. NH4C1 (30 mL), then the mixture was extracted with EtOAc (50 mL x 2). The combined organic phase was washed with water (20 mL) and brine (20 mL), dried over Na2S04, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0% to 20% to 45%) to give the product (730 mg, 4.05 mmol, 75% yield) as oil. 1H NMR (CDC13, 400MHz) deltaH = 8.72 (d, 2H), 7.19 (t, 1H), 4.19 (q, 2H), 4.14 – 4.07 (m, 1H), 1.62 (d, 3H), 1.22 (t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63155-11-3, its application will become more common.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
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Related Products of 51953-18-5 , The common heterocyclic compound, 51953-18-5, name is Pyrimidin-4-ol, molecular formula is C4H4N2O, 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.

Method L Preparation of 5-Iodo-4(3H)-pyrimidinone The procedure of Sakamoto et. al. (Chem. Pharm. Bull. 1986, 34(7), 2719-2724) was used to convert 4(3H)-pyrimidinone into 5-iodo-4(3H)-pyrimidinone.

The synthetic route of 51953-18-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Konradi, Andrei W.; Pleiss, Michael A.; Thorsett, Eugene D.; Ashwell, Susan; Welmaker, Gregory S.; Kreft, Anthony; Sarantakis, Dimitrios; Dressen, Darren B.; Grant, Francine S.; Semko, Christopher; Xu, Ying-Zi; US2002/52470; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
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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. 74840-34-9, name is 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. Product Details of 74840-34-9

Preparation of Compound II:4-chloro2-methylthiopyrimidine-5-formic acidI (25.60g, 0.12mol)Suspended in 100 mL of tetrahydrofuran,Add oxalyl chloride (16.67 g, 0.13 mol),Add 2 drops of DMF,Stir at 35 degrees for 1 hour,Add to the reaction solution23mL 22percent ammonia solution,Stir for 15 hours under 15 degrees.An off-white solid precipitates, suction filtration,The filter cake was washed twice with 10 mL of water.After the filter cake is dried by phosphorus pentoxide,Obtained 25.21 g of a white solid compound II,The yield was 98.94percent.

The synthetic route of 74840-34-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tierxi (Nanjing) Pharmaceutical Research And Development Co., Ltd.; Wu Wenchao; Song Dandan; Zhang Chi; Cui Xilin; (10 pag.)CN110117274; (2019); A;,
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Pyrimidine – Wikipedia

Related Products of 830346-47-9, 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 830346-47-9 as follows.

Bromine (16.5 mL, 0.32 mmol) was added to 1- [2-FLUORO-6- (trifluoromethyl) benzyl]-6-methylpyrimidine-2, 4 (1H, 3H)-dione lc (48.5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NAHC03 and dried over NA2S04. Evaporation gave a yellow solid which was washed with ETOAC to give a light yellow solid. The two solids were combined to give 59.4 g of LD (0.156 mol) total NMR (CDC13) 8 2.4 (s, 3H), 5.48 (s, 2H), 7.25-7. 58 (M, 3H), 8.61 (s, 1H) ; MS (CI) m/z 380.9 (MH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,830346-47-9, its application will become more common.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/7165; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 69785-94-0, 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 69785-94-0 as follows.

Step 2. 3-{2-cyano-1-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}-N-(4-hydroxypyrimidin-5-yl)pyrrolidine-1-carbothioamide5-Aminopyrimidin-4-ol (52.4 mg, 0.203 mmol) was dissolved in pyridine (0.55 mL) and phenyl chlorothionocarbonate (33 microL, 0.24 mmol) was added. The mixture was stirred at RT for one h. The reaction was diluted with DCM and washed with water and brine, the organic phase was dried over sodium sulfate and concentrated. The residue was dissolved in chloroform (1.7 mL), and triethylamine (141 microL, 1.01 mmol) and 3-pyrrolidin-3-yl-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile (75 mg, 0.17 mmol; from Example 15, Step 3) were added. The mixture was stirred for 30 min at 70 C. The solvents were removed in vacuo and the product was purified by preparative-HPLC/MS (C18 column eluting with a gradient of ACN/H2O containing 0.15% NH4OH) (15 mg, 15%). LCMS (M+H)+: 591.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69785-94-0, its application will become more common.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2908-71-6, Adding some certain compound to certain chemical reactions, such as: 2908-71-6, name is 5-(Bromomethyl)-2-methylpyrimidin-4-amine hydrobromide,molecular formula is C6H9Br2N3, 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 2908-71-6.

On the o ther hand, trisdibenzylieneacetone dipalladium (1.1 mg, 1.2 **mol) and the NMPsolution (200 muL) of triotolyl phosphine (5.8 mg, 19.1 **mol) were prepared for thereaction container of the sign synthesizer unit, and it installed in the room temperature. Thesolution in a reaction container was installed in 10 20 quota which blows a [ C] methyliodide. Then, a [ C] methyl iodide is blown into a reaction container by the gas mass flow of6080 mL/min, The NMP solution (100 muL) of the tin precursor 2 (5.0 mg, 11.9 **mol), CuBr(0.9 mg, 5.9 **mol), and CsF (2.3 mg, 14.9 **mol) was added there, and it heated for 3minutes at 100 degrees C. Then, the DMF solution (100 **L) of 4amino5(bromomethyl)2methylpyrimidine bromate (50 mg, 176.7 **mol) was added, and it heated for 7 minutes at150 degrees C, blowing nitrogen gas by the flow rate of 20 mL/min. After diluting the obtainedreaction solution with the washing liquid (acetonitrile: water =1:1) of 1.2 mL, it filtered usingthe filter. The fraction which presents preparative isolation HPLC with a filtrate (refer to Fig.1),and contains the Csign thiamin 4 isolated preparatively was concentrated in vacuum in theevaporator. Preparative isolation HPLC was again presented with the filtrate obtained bycarrying out filter filtration of the concentrate (refer to Fig.2). The fraction containing the 11C-thiamin 4 isolated preparatively was put into the membrane filter at the sterile vialthrough the concentrate obtained by concentrating in vacuum in an evaporator.

According to the analysis of related databases, 2908-71-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RIKEN; Watanabe, Yasuyoshi; Suzuki, Masaaki; Doi, Hisashi; Nozaki, Satoshi; Kanazawa, Shomasaru; Mawatari, Aya; (25 pag.)JP6037330; (2016); B2;,
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Pyrimidine – Wikipedia

Electric Literature of 192869-80-0, 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.192869-80-0, name is 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine, molecular formula is C14H14ClN3, molecular weight is 259.73, as common compound, the synthetic route is as follows.

Step 4: 4-(dimethoxymethyl)-2-methoxypyrimidine, 60 is prepared as follows: 4-(dimethoxymethyl)-2-(propylthio)pyrimidine, 59, is dissolved in methanol (40 mL) and sodium methoxide (1.57 g) is added. The mixture is heated to 60 C. for 1 h, then the solvent removed in vacuo. The residue is partitioned between ethyl acetate and water, extracting the aqueous layer with further ethyl acetate. The combined organics are dried (magnesium sulfate), filtered and concentrated to give the title compound (4.53 g) as an oil. The compound obtained in this step shows the following mass spectral data: LC/MS: C8H12N2O3 requires 184.1; observed M/Z 185.2 [M+H]+. RT 2.57 min.

Statistics shows that 192869-80-0 is playing an increasingly important role. we look forward to future research findings about 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine.

Reference:
Patent; Griffin, John; Lanza, Guido; Yu, Jessen; US2005/261354; (2005); 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. 60025-06-1, name is 1-(4,6-Dichloropyrimidin-5-yl)ethanone. A new synthetic method of this compound is introduced below., Safety of 1-(4,6-Dichloropyrimidin-5-yl)ethanone

EXAMPLE 53 -A; 4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-l -methyl- lH-imidazol-2-yl)piperidin-l-yl)-3-methyl-lH-pyrazolo[3,4-t/1pyrimidine; In a microwave vial charge 4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-l-methyl- lH-imidazol-2-yl]-piperidine dihydrochloride salt (0.5g, l.Oeq), l-(4,6-dichloro- pyrimidin-5-yl)-ethanone (0.22g, l.Oeq), TEA (1.2 mL, 8.0eq) and isopropyl alcohol (5 mL). Stirr the reaction mass at 800C for 45 min in microwave. Monitor the reaction by TLC (10% MeOH in DCM). Cool the reaction mass to 00C and add hydrazine hydrate (0.07 mL, 1.2eq). Slowly bring the reaction mass to RT. Stirr the reaction mass at 800C for 45min in microwave. Monitor the reaction by TLC (10% MeOH in DCM). Concentrate the reaction mass under vacuum. Charge ethyl acetate and then wash with water and saturated aq. sodium chloride. Dry the organic layer over anhydrous Na2SO4 and concentrate it under reduced pressure. Purify the compound by column chromatography (Silica gel 60-120 mesh, DCM – Methanol). Crystallize the product in diethyl ether and filter it to give 4-(4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-l-methyl- lH-imidazol-2-yl)piperidin-l-yl)-3-methyl-lH-pyrazolo[3,4-betaT|pyrimidine (0.254g,50.29%). MS (M+eta): m/z = 460.5

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, 60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/140947; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 875251-47-1 , The common heterocyclic compound, 875251-47-1, name is 2-(Pyrimidin-5-yl)ethanol, molecular formula is C6H8N2O, 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.

[0715] Synthesis of 5-(2-chloroethyl) pyrimidine: [0716] To a stirred solution of 2-(pyrimidin-5-yl) ethanol (20 mg, 0.16 mmol) in CH2CI2 (4 mL) under argon atmosphere was added sulfurous dichloride (0.02 mL, 0.32 mmol) at 0 C; heated to 50 C and stirred for 4 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mass was cooled to room temperature and pH was adjusted to ~8 using saturated NaHC03 solution( 5 mL) and the compound was extracted with CH2CI2 (2 x 10 mL). The combined organic extracts were dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 2% MeOH/ CH2C12 to afford 5-(2-chloroethyl) pyrimidine (18 mg, 77%) as colorless syrup. [0717] 1H-NMR (CDC13, 400 MHz): delta 9.16 (s, 1H), 8.66 (s, 2H), 3.78 (t, 2H), 3.12 (t, 2H); LC-MS: 97.54%; 143 (M++l); (column; Xbridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 1.80 min. 0.05% TFA (aq.): ACN; 0.8 mL/min); UPLC (purity): 99.22%; (column: Acquity BEH C-18, 50 x 2.1 mm, 1.7 mu); RT 1.15 min. ACN : 0.025% TFA (Aq); 0.5 mL/min. (IP12060335); TLC: 10% MeOH/ CH2C12 (Rf: 0.7).

The synthetic route of 875251-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
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