Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Example III-5 Morpholine (1.44 g, 16.5 mmol) is initially charged in acetonitrile (70 ml). Potassium carbonate (2.30 g, 16.5 mmol) is added, and the reaction mixture is stirred at room temperature for another hour. 5-Bromo-2-chloropyrimidine (2.90 g, 15.0 mmol) is added, and the reaction mixture is stirred at reflux for another 16 hours. After cooling, the reaction mixture is stirred into water (100 ml) and then extracted with ethyl acetate (2*50 ml). The organic phase is dried over sodium sulphate, filtered and concentrated. This gives 2.95 g (81% of theory) of 4-(5-bromo-2-pyrimidinyl)morpholine. HPLC: log P (pH 2.3)=2.15 (purity: 92%) m.p. 90 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Plant, Andrew; Seitz, Thomas; Jansen, Johannes Rudolf; Erdelen, Christoph; Turberg, Andreas; Hansen, Olaf; US2004/82586; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 823-89-2 ,Some common heterocyclic compound, 823-89-2, molecular formula is C4H5BrN4, 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: Substituted chalcones (3) (0.001 mol), 5-bromo-2-hydrazinylpyrimidine (2) (0.001 mol) and 5 drops of glacial acetic acid was ground together in a mortar using a pestle for uniform mixing. This was taken in a 50 mL beaker and subjected to microwave irradiation (90 W). The completion of the reaction was confirmed by TLC. The product obtained was poured to crushed ice, filtered, dried and recrystallized from suitable solvent mixture to give pyrazolines 4a-l.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,823-89-2, its application will become more common.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 588-36-3, 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. 588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

1.3 4-Amino-2-(methylthio)pyrimidine-5-carbaldehyde.; 79.5 g of active MnO2 was added over 2 minutes to a suspension of 23.8 g of alcohol obtained from the preceding step in 1600 ml of chloroform then stirred overnight at ambient temperature; the solid was filtered, washed with 3×75 ml of CHCl3 and the filtrate was concentrated under vacuum to dryness: the white solid residue was taken up in ether, filtered and dried. MP=184-186 C., m=21.05 g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,588-36-3, 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi-aventis; US2007/167469; (2007); 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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-6-methylpyrimidine

First, into a recovery flask equipped with a reflux pipe, 5.02 g of 4,6-dichloropyrimidine, 8.29 g of phenylboronic acid, 7.19 g of sodium carbonate, 0.29 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 20 mL of water, and 20 mL of acetonitrile were put, and the air in the flask was replaced with argon. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for one hour to be heated. Here, into the flask, 2.08 g of phenylboronic acid, 1.79 g of sodium carbonate, 0.070 g of Pd(PPh3)2Cl2, 5 mL of water, and 5 mL of acetonitrile were further put, and the reaction container was heated again by irradiation with microwaves (2.45 GHz, 100 W) for one hour. Then, water was added to this solution and an organic layer was extracted with dichloromethane. The obtained extract was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled off, and then the obtained residue was purified by silica gel column chromatography using dichloromethane as a developing solvent. As a result, a pyrimidine derivative Hdppm (yellow white powder, yield of 38%) was obtained. Note that the irradiation with microwaves was performed using a microwave synthesis system (Discover, produced by CEM Corporation).

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, 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; Takasu, Takako; Osaka, Harue; Shitagaki, Satoko; US2013/75704; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Example 6 Synthesis of 4-[(Pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester A mixture of 4-amino-benzoic acid tert-butyl ester (3.93 g, 20.4 mmol), pyrimidine-5-carboxaldehyde (2.00 g, 18.5 mmol), Na(OAc)3BH (5.88 g, 27.8 mmol) and methanol (3 drops) in dichloroethane (75 mL) was stirred at room temperature for 16 hr. The reaction mixture was then diluted with dichloromethane, washed with an aqueous saturated solution of sodium bicarbonate and brine, dried over sodium sulfate, filtered and evaporated. The resulting crude material was purified via flash chromatography (hexane/ethyl acetate), to afford 4.02 g of 4-[(pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester.

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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; ROCHE PALO ALTO LLC; US2010/29689; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2802-62-2 ,Some common heterocyclic compound, 2802-62-2, molecular formula is C4H2F2N2, 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) Preparation of 4-fluoro-6-<4-fluoro-3-trifluoromethylphenoxy)pyrimidine 4,6-difluoropyrimidine (2.0 g, 0.017 mol) was placed in dimethylformamide (150 cm3) with potassium carbonate (2.5 g) and the temperature reduced to about -20 C. 4-fluoro-3-trifluoro-methylphenol (2.9 g in 25 cm3 of dimethylformamide) was then added dropwise over 2 hours. The mixture was then left to stir for 4 hours between -30 and -20 C. After this time gas chromatography showed the reaction to be incomplete, so the mixture was left in the freezer overnight to prevent it from reaching room temperature. The mixture was then left to stir for a further 5 hours at -20 C. after which time gas chromatography showed no further reaction. The mixture was then poured into water, the resultant solid filtered and recrystallized from cyclohexane. Yield 0.9 g (21%): Calculated: C 47.8 H 1.8N 10.1 Found: C 48.0 H 2.2N 10.1 These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2802-62-2, its application will become more common. Reference:
Patent; American Cyanamid Company; US5707995; (1998); A;,
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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-4-methylpyrimidine

Step B: N-{5-[(2-Chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide; To a solution of ethyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-4-fluorobenzoate (5.0 g, 13.9 mmol) in THF (100 mL) was added 1.0 M LiHMDS in THF (34.8 mL, 34.8 mmol). A solution of 2-chloro-4-methylpyrimidine (2.7 g, 20.9 mmol) in THF (100 mL) was added dropwise over 30 min, and the reaction was stirred overnight at rt. The reaction was quenched with 10 mL of MeOH and concentrated, and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was extracted with 2×50 mL EtOAc, and the combined organic layers were passed through a pad of silica gel, concentrated, and adsorbed onto silica gel. The crude product was purified via flash chromatography with 0-100% EtOAc/DCM to generate 3.07 g (50% yield) of the title compound as a white powder. MS (ESI): 443 (M+H).

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, 13036-57-2, 2-Chloro-4-methylpyrimidine.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13316-12-6, 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. 13316-12-6, name is 7-Chlorothiazolo[5,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

2-methoxy-4-[2-(thiazolo[5,4-d]pyrimidin-7-ylamino)ethyl]phenol. 7- […] [5, 4-d] pyrimidinecarboxylic (350 milligram (mg), 2mmol) and 4-(2-aminoethyl)-2-methoxy phenol hydrocloride (410 mg, 2mmol) which, while electromagnetic stirring dissolved in 100 ml temp. DMF (10 ml) in a round bottom flask equipped with a reflux condenser and dry nitrogen line. This solution is, cooled to room temperature, then the sodium hydride (NaH, 60% dispersed in oil; 250 mg, 6. 25mmol) in processing. 1 time (h) after stirring, the mixture, H 2 O (120 ml) diluted, neutralized with 2N HCl. Further 1 hour after stirring, the suspension is filtered. The filtrate is, 1:1 Et 2 O/EtOAc of cleaned by equal amounts. Organic fraction is filtered, yellow gum 310 mg of concentrated in a vacuum. This substance, minimum amount of CH 2 Cl 2 dissolved in the water, then heated while circulating diluted with hydroxyhexanamide CH 2 Cl 2 to evaporate. The supernatant rearers, decanting precipitated yellow film. For cooling the room and the supernatant, solid state is formed. In the supernatant is discarded, 2-methoxy-4-as beige color [2-(thiazolo [5,4-d]pyrimidin-7-ylamino)ethyl]phenol (compd. 12 ; 70 mg) is obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13316-12-6, 7-Chlorothiazolo[5,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, WILLIAM; KLITTICH, CARLA; RIEDER, BRENT; SIDDALL, THOMAS; YAO, CHENGLIN; (91 pag.)JP5781090; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1753-48-6, 2-Aminopyrimidine-5-carbonitrile, 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, Formula: C5H4N4, blongs to pyrimidines compound. Formula: C5H4N4

Step A. Preparation of 2-chloropyrimidine-5 -carbonitrile[00222] To a stirring solution of 2-aminopyrimidine-5 -carbonitrile (1.0 g, 8.33 mmol) in CH3CN (15 ml) at room temperature under argon was added copper (II) chloride (1.679 g, 12.5 mmol) and tert-butyi nitrite (1.288 g, 12.5 mmol). The reaction mixture was placed in a preheated oil bath (60 0C) under Argon. The reaction mixture was cooled to room temperature and 20 ml of ether was added. The resulting insoluble material was filtered and the filtrate was concentrated. The crude product was dissolved in a small amount of DCM (~2 ml) and loaded onto a 40 g ISCO silica gel column which was eluted with a 20 min gradient from 0% to 100% EtOAc/Hexanes. 723 mg (61%) of 2-chloropyrimidine-5-carbonitrile was obtained as a tan solid. 1H NMR (400 MHz, CDCl3) delta ppm 8.90 (s, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-48-6, 2-Aminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WACKER, Dean, A.; ROSSI, Karen, A.; WANG, Ying; WU, Gang; WO2010/9183; (2010); 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.1780-32-1, name is 2,4-Dichloro-5,6-dimethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.Formula: C6H6Cl2N2

After 1-methoxymethyl-1,2,3,4-tetrahydroisoquinolin(0.5 g, 2.82 mmol) and triethylamine(0.4 ml, 2.82 mmol) were added to a suspension of 5,6-dimethyl-2,4-dichloropyrimnidine(0.48 g, 2.68 mmol) in dimethylformamide (5 ml), 0.5 g of the titled compound was obtained in accordance with the same procedure as in Step 1 of Example 35.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1780-32-1, 2,4-Dichloro-5,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Yuhan Corporation; US6352993; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia