Day: September 3, 2021

Application of 26830-94-4 , The common heterocyclic compound, 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride, molecular formula is C5HCl3N2O, 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.

Step 3: 6-(2,6-dichloro-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one 2.75 g (13.0 mmol) 2,6-dichloro-pyrimidine-4-carboxylic acid chloride, 1.94 g (13.0 mmol) 4-methyl-3H-benzoxazol-2-one and 6.93 g (52.0 mmol) aluminium trichloride were heated to 125 C. for 1.5 h with stirring. The mixture combined with ice water and the product precipitated as a solid was suction filtered, washed with water and dried i. vac. Yield: 3.70 g (88% of theoretical) ESI-MS: m/z=322 (M-H)-

The synthetic route of 26830-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 115581-36-7, Adding some certain compound to certain chemical reactions, such as: 115581-36-7, name is 2-Chloro-5-(methylthio)pyrimidine,molecular formula is C5H5ClN2S, 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 115581-36-7.

EXAMPLE 4 N-[4-(1,3-benzodioxol-5-yl)-3-(2-{[5-(methylsulfanyl)-2-pyrimidinyl]oxy}ethoxy)-5-isoxazolyl]-4-(tert-butyl)benzenesulfonamide To a solution of N-[4-(1,3-benzodioxol-5-yl)-3-(2-hydroxyethoxy)-5-isoxazolyl]-4-(tert-butyl)benzenesulfonamide (Preparation 6) (109 mg) in tetrahydrofuran (3 mL), purged with nitrogen three times, was added sodium hydride (20 mg of a 60% dispersion in oil) and the reaction mixture stirred for 15 minutes. After which time a solution of 2-chloro-5-(methylsulfanyl)pyrimidine (42 mg) in dimethylformamide (0.5 mL) was added to the reaction mixture and then left stirring at room temperature overnight. The reaction mixture was quenched with citric acid (1.0M, 10 mL) and extracted into ethyl acetate (15 mL). The organics were washed with water (10 mL), brine (10 mL) and dried over magnesium sulfate before being concentrated in vacuo to yield the crude material (150 mg). This was purified by HPLC on a 5mu ODS Phenomenex Magellen column with a gradient elution of 0.1 M NH4OAc (95% to 50%) and acetonitrile (5% to 50%) to yield the desired product as a white solid (16 mg). deltaH (300 MHz, CDCl3): 8.50(2H, s), 7.80(2H, d), 7.60(1H, br), 7.50(2H, d), 6.80(2H, d), 6.65(1H, d), 5.95(2H, s), 4.70(2H, m), 4.60(2H, m), 2.45(3H, s), 1.35(9H, s) m/z (thermospray) [MH+]=584.7, C27H29N4O7S2 requires 584.7.

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. 115581-36-7, 2-Chloro-5-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Chubb, Nathan Anthony Logan; Eshelby, James John; Pacey, Michael Stephen; Schulz, Darren John; US2002/19408; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3740-92-9, 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. 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

In 250mL three-necked flask, purged with nitrogen, was added 0.01mol intermediate A20, 150mlDMF, 0.012mol intermediate B1, 0.0001mol palladium acetate, stirred,Then 0.01mol K3PO4 aqueous solution was added, heated to 150 , the reaction was refluxed for 24 hours, the sample point plate, the reaction was complete.The mixture was naturally cooled and extracted with 200 ml of dichloromethane. The layers were separated and the extract was dried over anhydrous sodium sulfate and filtered. The filtrate was rotary evaporated and purified over silica gel to give intermediate C1. HPLC purity was 99.2percent with a yield of 85.1percent.

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 3740-92-9, 4,6-Dichloro-2-phenylpyrimidine.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhang Zhaochao; Li Chong; (51 pag.)CN107417668; (2017); A;,
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. 5948-71-0, name is Ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C14H15ClN2O3

General procedure: To a solution of 3,4-dihydropyrimidin-2(1H)-one (1 mmol) in acetonitrile and water (10:2mL) in a 50 mL round-bottomed ask equipped with a condenser and a magnetic stirrer, 1,4-bis(triphenylphosphonium)-2-butene peroxo disulfate (1 mmol) was added in small portions.The reaction mixture was refluxed for the appropriate time indicated in Table 1. The progress of the reaction was monitored by TLC. Upon completion of the reaction, it was cooled to room temperature and filtered. Water (15 mL) was added and extracted with chloroform (3 × 15 mL). The combined organic layers solution was dried over MgSO4. The solvent was concentrated in vacuo; the resulting product was directly charged on a small silica gel column and eluted with a mixture of diethyl ether and n-hexane (1:4) to afford the pure product.

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gorjizadeh, Maryam; Bulletin of the Korean Chemical Society; vol. 34; 6; (2013); p. 1751 – 1754;,
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. 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