Day: May 24, 2021

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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

Example 83Synthesis of 3-[6-{4-[2,6-dimethoxypyrimidin-4-yl]piperazin-l-yl}-5- phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide.Step 1:Preparation of 2,4-dimethoxy-6-piperazin-l-ylpyrimidine.Piperazine (1.23g, 14.32mmol) was treated with 6-chloro-2,4- dimethoxy pyrimidine (0.5g, 2.86mmol) in acetonitrile (5mL) and stirred at room temperature for 6 hours. Subsequently the reaction mixture was poured onto ice-cold water (25mL) and extracted with ethyl acetate (25mL). The organic layer was washed with aqueous sodium bicarbonate solution and evaporated to furnish the required compound.

The synthetic route of 6320-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2007/83182; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4994-86-9, 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. 4994-86-9, name is 4-Chloro-2-methylpyrimidine, molecular formula is C5H5ClN2, 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.

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-2-methylpyrimidine (2) (257mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt and concentrated in vacuo, CH2CI2 (15ml_) and H20 (15mL) were added. The organic phase was separated and the water layer was extracted with CH2CI2 (15ml_). The organic layers were combined and Pd- scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (184mg, 49%). (0590) LCMS (ES): Found 188.1 [M+Hf.

According to the analysis of related databases, 4994-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Amino-2-(methylthio)pyrimidin-4-ol

General procedure: A mixture of equimolar amounts of 6-amino-2-(methylthio)pyrimidin-4(3H)-one (1) (1 mmol), ethylcyanoacetateor meldrum?s acid (2 or 5) (1 mmol) and aldehyde(3 or 6) (1 mmol) was added to a vial containinga magnetic stirring bar and [DMBSI]HSO4 (0.18 mmol,0.06g) and heated at 80 C in an oil bath. Stirring at 80C was continued until disappearance of the startingmaterials. At this stage, due to the poor solubility in theionic liquid, the product appears as a precipitate. Thereaction mixture was cooled and washed with water toextract the ionic liquid. The solid obtained was recrystallizedfrom ethanol to furnish the desired pure product.The ionic liquid was recovered from the aqueous extractsby evaporation under reduced pressure, and reusedin the next run.

The synthetic route of 1074-41-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nia, Roghayeh Hossein; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Shirini, Farhad; Rassa, Mehdi; Acta Chimica Slovenica; vol. 60; 4; (2013); p. 889 – 895;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31169-27-4, 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.31169-27-4, name is 7-Bromo-4-chlorothieno[3,2-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.

EXAMPLE 10 7-Bromo-3,4-dihydrothieno[3,2-d]pyrimidin-4-thione (Compound 1e) A solution of 7-bromo-4-chlorothieno[3,2-d]pyrimidine (see below for preparation) (2.0 g), sodium hydrosulfide hydrate (0.66 g) and N-methylpyrrolidinone (10 ml) was heated at 102° C. for 1 hour. Water (500 ml) and ethyl acetate (500 ml) were added and stirred for 1hour. The layers were separated and the aqueous phase extracted with ethyl acetate (300 ml). The combined organic extracts were washed with brine (300 ml), dried (MgSO4), treated with activated charcoal, then filtered through a silica pad and the solvent removed to give the title product, m.p. 328° C.

The chemical industry reduces the impact on the environment during synthesis 31169-27-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Agrevo UK Limited; US6432964; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 62459-02-3, name is 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Application In Synthesis of 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione

To a solution of DIEA (30.1 g, 233 mmol, 40.7 mL, 3.00 eq) in POCl 3 (330 g, 2.15 mol, 200 mL) was added 7-benzyl-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine-2,4-diol (20.0 g, 77.7 mmol, 1.00 eq). The reaction mixture was stirred at 110° C. for 5 hours. The reaction mixture was concentrated under vacuum. The residue was dissolved in DCM (400 mL) and poured into saturated NaHCO 3 (200 mL). The mixture was extracted with DCM (2 400 mL). The combined organic layers were washed with brine (100 mL), dried over Na 2SO 4 and concentrated under vacuum. The residue was purified by silica gel chromatography (diethyl ether_DCM=10:1 to 0:1) to give 7-benzyl-2,4-dichloro-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine (7.70 g, 26.2 mmol, 33.7% yield) as a brown oil. 1HNMR (300 MHz, chloroform-d) delta=7.43-7.28 (m, 5H), 3.73 (s, 2H), 3.66 (br s, 2H), 2.84 (br s, 4H)

The synthetic route of 62459-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1753-48-6, 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.1753-48-6, name is 2-Aminopyrimidine-5-carbonitrile, molecular formula is C5H4N4, molecular weight is 120.1121, as common compound, the synthetic route is as follows.

Example B.5 2-Amino-N-hydroxy-pyrimidine-5-carboxamidine; A stirred mixture of commercially available 2-amino-5-cyano-pyrimidine [CAS-No. 1753-48-6] (1.39 g, 11.6 mmol), hydroxylamine hydrochloride (1.61 g, 23.2 mol) and potassium carbonate (4.8 g, 34.7 mol) in ethanol (57 ml) was heated under reflux conditions for 3h. The reaction mixture was evaporated and purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) to yield the title compound (1.28g, 72%) as an off-white solid. MS (EI) 153.1 [(M)+]; mp 218 C.

Statistics shows that 1753-48-6 is playing an increasingly important role. we look forward to future research findings about 2-Aminopyrimidine-5-carbonitrile.

Reference:
Patent; McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2007/72879; (2007); 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 2802-62-2, name is 4,6-Difluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4,6-Difluoropyrimidine

b) Preparation of 4-Fluoro-6-[(alpha,alpha,alpha-trifluoro-m-tolyl)oxy]pyrimidine A solution of m-trifluoromethylphenol (74.5 g, 0.46 mol) in tetrahydrofuran (300 mL) is added dropwise to a mixture of 4,6-difluoropyrimidine (53.8 g, 0.46 mol) and potassium carbonate (60 g, 0.43 mol) in tetrahydrofuran (700 mL). The reaction mixture is stirred at room temperature for 3 days and poured into water. The resultant aqueous mixture is washed with 2Nsodium hydroxide solution and extracted with ethyl acetate. The organic extract is dried over anhydrous magnesium sulfate and concentrated in vacuoto obtain a liquid. the liquid is vacuum distilled to give the title product as an oil (87.4 g, 74% yield).

With the rapid development of chemical substances, we look forward to future research findings about 2802-62-2.

Reference:
Patent; American Cyanamid Company; EP794177; (1997); 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.20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, molecular formula is C5H6N4O, molecular weight is 138.1273, as common compound, the synthetic route is as follows.category: pyrimidines

EXAMPLE 1 2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (Prepared by the method of U.S. Pat. No. 3,534,039). To a solution of sodium 2-ethoxyethoxide prepared from 0.14 g of sodium and 60 mL of 2-ethoxyethanol was added 2.07 g of 2,4-diamino-5-pyrimidinecarboxaldehyde and 2.79 g of 2,6-dichlorophenylacetonitrile. The mixture is heated at reflux for 4 hours, cooled, and the insoluble product washed with diethylether to give 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine, mp 325-332 C. (MS).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Blankley; Clifton John; Doherty; Annette Marian; Hamby; James Marino; Panek; Robert Lee; Schroeder; Mel Conrad; Showalter; Howard Daniel Hollis; Connolly; Cleo; US5733913; (1998); 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. 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C13H13Cl2N3O2S

To a solution of 7 (200 mg, 0.979 mmol) in 0.08 M HCl inethoxyethanol (1.0 mL) and 2,5-dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine (4, 407 mg, 1.17 mmol) was added at rtand the reaction mixture was stirred at 80 C for 12 h. The solidprecipitated was filtered and washed with ethanol (2 mL). The solidfiltered was then dissolved in EtOAc (50 mL) and washed with sat.NaHCO3 (aq). The combined organic layers were concentrated underreduced pressure to obtain the crude product which was purifiedby silica gel column chromatography using MeOH/DCM (1:9)to afford the title compound (433 mg, 0.875 mmol, 94%) as a whitesolid. Mp 207.4-209.6 C; 1H NMR (300 MHz, CDCl3) delta 9.53 (s, 1H),8.53 (d, J= 8.3 Hz, 1H), 8.18 (s, 1H), 8.12 (s, 1H), 7.94 (dd, J = 7.9,1.3 Hz, 1H), 7.66 (t, J = 7.3 Hz, 1H), 7.53 (s, 1H), 7.30 (t, J = 7.9 Hz, 1H),6.83 (s, 1H), 3.90 (s, 3H), 3.26 (sept, J = 6.9 Hz, 1H), 2.45 (s, 3H), 1.79(s, 6H), 1.32 (d, J = 6.9 Hz, 6H); 13C NMR (125 MHz, CDCl3) delta 157.32,155.40, 155.33, 146.15, 138.34, 134.76, 131.36, 131.11, 128.33, 125.00,124.58, 123.55, 123.38, 122.45, 107.24, 106.48, 55.93, 55.52, 35.00,28.27, 20.78, 15.37; LC/MS m/z 513.8 [M+H+]; HRMS (EI) m/z calcdfor C25H28ClN5O3S [M+] 513.1601, found 513.1607.

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, 761440-16-8, 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine.

Reference:
Article; Mathi, Gangadhar Rao; Kang, Chung Hyo; Lee, Heung Kyoung; Achary, Raghavendra; Lee, Ha-Yeon; Lee, Joo-Youn; Ha, Jae Du; Ahn, Sunjoo; Park, Chi Hoon; Lee, Chong Ock; Hwang, Jong Yeon; Yun, Chang-Soo; Jung, Hee Jung; Cho, Sung Yun; Kim, Hyoung Rae; Kim, Pilho; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 536 – 549;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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.

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

According to the analysis of related databases, 1211443-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia