Pyrimidines

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. 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,4,6-Trichloro-5-fluoropyrimidine

A suspension of 2,4,6-trichloro-5-fluoropyrimidine (2.21g, 8.78 mmol), (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.75 g, 8.78 mmol) and K2C03 (2.43 g, 17.60 mmol) in DMF (5 mL) was stirred at rt overnight. H20 (100 mL) was added to quench the reaction, and the resulting mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated brine (80 mL x 3), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 5/1) to give the tilte compound as a white solid (2.71 g, 89 %).MS (ESI, pos. ion) m/z: 348.0 [M+H]t

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, 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (215 pag.)WO2018/127096; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 6693-08-9, 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. 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Part B: (3S)-1-(2-Chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-4,4-dimethyl-3-pyrrolidinol. To a solution of 2,4,6-trichloro-5-fluoropyrimidine (0.3362 g, 1.669 mmol) in DCM (6 ml.) was added (3S)-4,4-dimethyl-3-pyrrolidinol hydrochloride (0.2530 g, 1.691 mmol) and N,N-diisopropylethylamine (0.640 ml_, 3.674 mmol). The solution was stirred for 2 h, and was then concentrated in vacuo. To a solution of the residue in DMSO (4 ml.) was added hydrazine hydrate (0.6 ml_), and the solution was stirred overnight. The solution was then purified directly by Gilson RPLC to give first (3S)-1-(2-chloro-5-fluoro-6- hydrazino-4-pyrimidinyl)-4,4-dimethyl-3-pyrrolidinol (0.1464 g, 32% yield) as an orange solid, LCMS: (M+H)+: 276.0, followed by 4-chloro-5-fluoro-6-[(4S)-4-hydroxy-3,3- dimethyl-1-pyrrolidinyl]-2(1 /-/)-pyrimidinone hydrazone (0.2149 g, 47% yield) as a light pink solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1780-42-3, 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. 1780-42-3, name is 2,4,6-Trichloro-5-isopropylpyrimidine, molecular formula is C7H7Cl3N2, 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.

Example A 2,4-Dichloro-6-(3,5-dimethyl-phenoxy)-5-isopropyl-pyrimidine (2): To a stirred mixture of 5-isopropyl-2,4,6-trichloropyrimidine (1) (23.68 g, 0.105M), 3,5-dimethylphenol (12.2 g, 0.2M) in anhydrous DMF (200 ml) cooled in a dry ice-acetone bath (-40 C.) under nitrogen atmosphere, was portionwise added 60% sodium hydride (4.2 g, 0.105M). The reaction temperature was then slowly raised to room temperature during 3 hr. The reaction mixture was then diluted with ether, washed with water twice, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give a crude product as a pale yellow solid. The crude product was purified by silica gel column chromatography (eluent, ether:hexanes (1:9)) to afford 28 g (90%) of a white solid. m.p. 107-108 C.; 1H NMR (200 MHz, CDCl3) delta 1.40(6H, d, J=7.0 Hz), 2.35 (6H, s), 3.58 (1H, m), 6.72 (2H, s), 6.91 (1H, s). 2,4-Dichloro-6-(3,5-dimethyl-phenoxy)-5-isopropyl-pyrimidine (65):; To a stirred mixture of 2,4,6-Trichloro-5-isopropyl-pyrimidine (23.68 g, 0.105M), 3,5-dimethylphenol (12.2 g, 0.2M) in anhydrous DMF (200 ml) cooled in a dry ice-acetone bath (-40 C.) under nitrogen atmosphere, was portionwise added 60% sodium hydride (4.2 g, 0.105M). The reaction temperature was then slowly raised to room temperature during 3 hr. The reaction mixture was then diluted with ether, washed with water twice, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give a crude product as a pale yellow solid. The crude product was purified by silica gel column chromatography (eluent, ether:hexanes (1:9)) to afford 28 g (90%) a white solid. m.p. 107-108 C.; 1H NMR (200 MHz, CDCl3) delta 1.40(6H, d, J=7.0 Hz), 2.35 (6H, s), 3.58 (1H, m), 6.72 (2H, s), 6.91 (1H, s).; Preparation Method of 3-[3-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yloxy)-5-methyl-phenyl]-acrylonitrile; 2,4-Dichloro-6-(3,5-dimethyl-phenoxy)-5-isopropyl-pyrimidine:; To a stirred mixture of 5-isopropyl-2,4,6-trichloropyrimidine (23.68 g, 0.105M), 3,5-dimethylphenol (12.2 g, 0.2M) in anhydrous DMF (200 ml) cooled in a dry ice-acetone bath (-40 C.) under nitrogen atmosphere, was portionwise added 60% sodium hydride (4.2 g, 0.105M). The reaction temperature was then slowly raised to room temperature during 3 hr. The reaction mixture was then diluted with ether, washed with water twice, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give a crude product as a pale yellow solid. The crude product was purified by silica gel column chromatography (eluent, ether:hexanes (1:9)) to afford 28 g (90%) of a white solid. m.p. 107-108 C.; 1H NMR (200 MHz, CDCl3) delta 1.40 (6H, d, J=7.0 Hz), 2.35 (6H, s), 3.58 (1H, m), 6.72 (2H, s), 6.91 (1H, s).

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 1780-42-3, 2,4,6-Trichloro-5-isopropylpyrimidine.

Reference:
Patent; Guo, Hongyan; Kim, Choung U.; Kim, Hae Soo; Lee, Chong-Kyo; Lee, Ill Young; Mitchell, Michael L.; Son, Jong Chan; Xu, Lianhong; US2008/70920; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 109229-22-3, 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one, 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, Recommanded Product: 109229-22-3, blongs to pyrimidines compound. Recommanded Product: 109229-22-3

INTERMEDIATE 26-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido [4,3-d] pyrimidine[00274] A mixture of 6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one (5.0 g,0.02 mol), phosphoryl chloride (3.30 mL, 0.035 mol) and acetonitrile (80 mL) and DMF (catalytic amount) was heated at 70 0C for 1 hour. The mixture was concentrated in vacuo and the remaining black residue was taken up in dichloroniethane (250 mL) and poured over ice. The mixture was carefully neutralized with the addition of solid sodium bicarbonate. The organic layer was separated and dried over sodium sulfate and concentrated in vacuo. The mixture was purified by silica gel column with EtOAc/hexane (0-100%) to yield the title compound as a yellow oil (3 g, 57.8%). MS: 260 [M+l]+; 1H NMR (400 MHz, DMSO-d6): 8.80 (s, IH), 7.40-7.24 (m, 5H), 3.76 (s, 2H), 3.57 (s, 2H), 2.92 (t, 2H), 2.80 (t, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109229-22-3, 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; RENOVIS, INC.; WO2008/123963; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 74901-69-2, Adding some certain compound to certain chemical reactions, such as: 74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine,molecular formula is C6H4Cl2N2S, 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 74901-69-2.

5.4 (S)-5-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-methylpiperidin-2-one (III-5): 0.27 g (II) are placed in 3 ml dioxane, then first 0.45 ml diisopropylethylamine, then 0.25 g (S)-5-amino-1-methylpiperidin-2-one are added. The reaction mixture is heated to 130 C., until there is no further reaction, and cooled, then evaporated down. The product is extracted with dichloromethane and purified by chromatography (preparative HPLC, method A). 0.26 g (III-5) are obtained as a solid. Analytical HPLC-MS (method A): RT=1.06 min.

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. 74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21501; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13036-57-2 ,Some common heterocyclic compound, 13036-57-2, molecular formula is C5H5ClN2, 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 solution of Lithium bis(trimethylsilyl)amide (1M in THF, 4.05mL, 4.05mmol) was added to a cooled (0C) solution of Methyl 3-((2,6-difluorophenyl)sulfonamido)-2- fluorobenzoate (400mg, 1.16mmol) in THF (3mL). After lOmin of stirring, a solution of 2-chloro-4-methylpyrimidine (178mg, 1.39mmol) in THF (2mL) was slowly added and the reaction mixture was allowed to warm to room temperature for 2h. Aqueous saturated ammonium chloride was added to the medium. The aqueous layer was extracted with EtOAc (2 times). Combined organics were washed with brine, dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. Trituration of the brown solid in DCM/cHex afforded title compound (420mg, 82%) as a mixture of ketone and enol. LC/MS (ES+): 442.0-444.0 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-57-2, its application will become more common.

Reference:
Patent; CELLIPSE; PRUDENT, Renaud; PAUBLANT, Fabrice; (74 pag.)WO2018/55097; (2018); 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-Chloro-5-hydroxypyrimidine

Preparation Example 15 A mixture of 2-chloro-5-hydroxypyrimidine (487 mg) and 1-(3,5-dimethoxyphenyl)ethanol (680 mg), tributylphosphine (1.37 mL), and tetrahydrofuran (14 mL) was ice cooled, and 1,1′-(azodicarbonyl)dipiperidine (1.4 g) was added thereto followed by stirring at room temperature for 12 hours and stirring at 50° C. for 3 hours. Insoluble materials were removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 2-chloro-5-[1-(3,5-dimethoxyphenyl)ethoxy]pyrimidine (415 mg).

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOTOBUKI PHARMACEUTICAL CO., LTD.; Astellas Pharma Inc.; Kameda, Minoru; Kuriwaki, Ikumi; Iikubo, Kazuhiko; Hisamichi, Hiroyuki; Kawamoto, Yuichiro; Moritomo, Hiroyuki; Suzuki, Tomoyuki; Futami, Takashi; Suzuki, Atsushi; Tsunoyama, Kazuhisa; Asaumi, Makoto; Tomiyama, Hiroshi; Noda, Atsushi; Iwai, Yoshinori; Tokuzaki, Kazuo; Okada, Haruki; Miyasaka, Kozo; US2014/142084; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1111638-74-4 ,Some common heterocyclic compound, 1111638-74-4, molecular formula is C8H7IN4S, 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.

General procedure: To a solution of compound 5a (40 mg, 0.084 mmol) in dry THF (6 mL) was added 1 M TBAF in THF (0.17 muL). The reaction mixture was refluxed for 3.5 h and added to brine, extracted with EtOAc, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography over silica gel (CH2Cl2-MeOH) to afford compound 6a (23.3 mg, 81%) 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. 1111638-74-4, 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo; Chemical and Pharmaceutical Bulletin; vol. 67; 3; (2019); p. 224 – 235;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90905-33-2, 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. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde, molecular formula is C6H6N2O, 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.

Step E 1-(2-Methyl-pyrimidin-5-yl)-7-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-hept-1-en-3-one (1-7) To a solution of 1-6 (5.5 g, 16.2 mmol), 5-formyl-2-methylpyrimidine (1-6a, 1.8 g, 14.7 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) in 40 mL DMF was added K2CO3 (4.07 g, 32 mmol). The mixture was stirred at ambient temperature for 15 hr, and concentrated to a paste. The residue was diluted with water, extracted with ethyl acetate, and dried over magnesium sulfate. Following concentration, the residue was chromatographed on silica gel (70 chloroform/25 ethyl acetate/5 methanol) to give 1-7 as a white solid. Rf=0.20 (silica, 70 chloroform/20 ethyl acetate/10 methanol). 1H NMR (400 MHz, CDCl3) delta8.80(s, 2H), 7.44 (d, 1H, J=16Hz), 7.05 (d, 1H, J=7Hz), 6.81 (d, 1H, J=16Hz), 6.35 (d, 1H, J=7Hz), 4.72 (br s, 1H), 3.39 (m, 2H), 2.69 (s, 3H), 2.64 (m, 4H), 2.58 (m, 2H), 1.91 (m, 2H), 1.74 (m, 4H).

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 90905-33-2, 2-Methylpyrimidine-5-carbaldehyde.

Reference:
Patent; Wang, Jiabing; US2004/38963; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 85426-79-5, 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. 85426-79-5, name is 4-Chloro-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C6H5ClN4S, 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.

Step 3. Preparation of6-Methylsulfanyl-lH-pyrazolo[3,4-d]pyrimidine; EPO 4-Chloro-6-methylsulfanyl-lH-indazole (11.02 g, 0.0549 mol) was disolved in a mixture of 160 niL THF and 350 mLMeOH, and TFA (7.66 mL, 0.055 mol) was added. While the reaction mixture was stirred at RT under argon, palladium on activated carbon (2.0 g of 10% Pd, 0.001 mol) was added. The reaction mixture was stirred under H2 atmosphere for two hours, after which the reaction flask was flushed with argon, and another 2.0 g of palladium on activated carbon was added to the reaction mixture. The reaction mixture was again stirred for two hours under H2, after which the flask was purged with argon, another 2.0 g of palladium on activated carbon was added, and the reaction mixture was stirred for 64 hours under hydrogen. The reaction mixture was filtered through Celite, and the Celite pad was washed twice with 200 mL of warm MeOH and twice with 200 mL of warm methylene chloride. The combined organic phases were evaporated under reduced pressure. The residue was suspended in water, filtered, and the filter cake was suspended in heptane, filtered, and dried to yield 5.36 g of 6-Methylsulfanyl-lH-pyrazolo[3,4-d]pyri- midine. Mass Spec. M+H = 167.

According to the analysis of related databases, 85426-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/23105; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia