Day: July 14, 2021

Reference of 905856-70-4, 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. 905856-70-4, name is 2-Bromo-5-iodopyrimidine, molecular formula is C4H2BrIN2, 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.

2-Bromo-5-iodopyrimidine (1.2 g, 4.2 mmol) was dissolved under nitrogen in 25 ml THF. Bis- (triphenylphosphine)-palladium(II)dichloride (300 mg, 420 muiotaetaomicron, 0.1 equiv.),ethynyltrimethylsilane (540 mg, 0.77 ml, 5.48 mmol, 1.3 equiv.), triethylamine (0.85 g, 1.17 ml, 8.4 mmol, 2 equiv.) and copper(I)iodide (40 mg, 210 muiotaetaomicron, 0.05 equiv.) were added and the mixture was stirred for 4 hours at 50C. The reaction mixture was cooled and evaporated to dryness. The crude product was purified by flash chromatography on silica gel, eluting with an ethyl acetate: heptane gradient 0: 100 to 40:60. The desired 2-bromo-5-trimethylsilanylethynyl- pyrimidine (0.75 g, 70 % yield) was obtained as a yellow solid, MS: m/e = 255/257 (M+H+).

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 905856-70-4, 2-Bromo-5-iodopyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GREEN, Luke; GUBA, Wolfgang; JAESCHKE, Georg; JOLIDON, Synese; LINDEMANN, Lothar; RICCI, Antonio; RUEHER, Daniel; STADLER, Heinz; VIEIRA, Eric; WO2011/128279; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 31169-27-4, 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 31169-27-4 as follows.

7-Bromo-4-methoxythieno[3,2-d]pyrimidine (193): To a suspension of sodium methoxide (4.33 g, 80.0 mmol) in dioxane (32 mL) under N2, was added 7-Bromo-4-chloro-thieno[3,2-d]pyrimid-4-one (192, 4.30 g, 16.0 mmol) as a solid in one portion. The reaction mixture was stirred at room temperature for 12 hours followed by removal of the solvent by rotary evaporation. The resulting residue was diluted with water and then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to yield 7-bromo-4-methoxythieno[3,2-d]pyrimidine (2.07 g, 53percent) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31169-27-4, its application will become more common.

Reference:
Patent; Thrash, Thomas; Cabell, Larry A.; Lohse, Daniel; Budde, Raymond J.A.; US2006/4002; (2006); A1;,
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

Related Products of 71406-78-5, 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 71406-78-5, name is Ethyl 4-amino-2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of commercially available ethyl 4-amino-2-chloro-pyrimidine-5-carboxylate (500 mg, 2.48 mmol) and potassium carbonate (686 mg, 4.96 mmol) in a mixture of 1 ,4-dioxane (10 ml_) and water (2 ml_) was de-gassed via nitrogen sparging for 10 mins. Pd(dppf)Cl2 (1330) CH2CI2 (203 mg, 0.25 mmol) was added followed by commercially available (2- fluorophenyl)boronic acid (521 mg, 3.72 mmol) and placed under an atmosphere of nitrogen. The resulting mixture was stirred at 100 C for 2.75 hours. The mixture was allowed to cool, partitioned between DCM (50 ml_) and water (50 ml_), the layers separated and the aqueous portion further extracted with DCM (50 ml_). The combined organic portions were dried over MgSCU and the solvent removed in vacuo. Purification by column chromatography on silica eluting with a gradient of 10 to 30% EtOAc in petrol afforded the titled compound as a cream solid. (1331) LC-MS (Method 3B): Rt 1.62 mins; MS m/z 262.1 = [M+H]+ (1332) 1 H NMR (500 MHz, Chloroform-d) d 9.03 (s, 1 H), 8.00 (td, J = 7.8, 1.8 Hz, 1 H), 7.89 (s, (1333) 1 H), 7.44 (dddd, J = 8.3, 7.4, 4.9, 1.9 Hz, 1 H), 7.24 (td, J = 7.6, 1.2 Hz, 1 H), 7.17 (ddd, J = 11.2, 8.3, 1.1 Hz, 1 H), 5.78 (s, 1 H), 4.40 (q, J = 7.1 Hz, 2H), 1.41 (t, J = 7.1 Hz, 3H)

According to the analysis of related databases, 71406-78-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADORX THERAPEUTICS LIMITED; MCCARTHY, Clive; MACLEOD, Calum; MOULTON, Ben; LENAGH-SNOW, Gabriel; (190 pag.)WO2019/122932; (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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,4-Dichloro-5-iodopyrimidine

1-1 (20 g) was coupled to 1-2 in the presence of K2CO3 in DMAc at 80 oC overnight to afford 1-3. After purification, 25 g of crude 1-3 was obtained.1-3 (15 g) was converted to 1-5 in the presence of 1-4 using (PPh3)2PdCl2, CuI and TEA in THF at 40 oC for 4 hours. After purification, 9.3 g of crude 1-5 was obtained.1-5 (9.3 g) was converted to 1-6 using TBAF in THF at 60 oC for 4 hours.1-6 (5.6 g) was converted to 1-7 using HOAc in THF/H2O at 60 oC for 6 hours. After purification, 3.5 g of 1-7 was obtained.1-7 (1.2 g) was converted to 1-8 using TFA in DCM and stirring at room temperature for 1 hour. After purification, 410 mg of 1-8 was obtained.1-8 (25 mg) was coupled to 1-9 to afford 1-10 using TEA in EtOH and refluxing for 48 hours. After purification, 3.2 mg of 1-10 was obtained. 1-10 was converted to Compound 1 using TFA in DCM. Synthesis

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay Copeland; (151 pag.)WO2019/222521; (2019); 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

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

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

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

Electric Literature of 13162-43-1 ,Some common heterocyclic compound, 13162-43-1, molecular formula is C5H3Cl2N3O2, 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 4,6-dichloro-2-methyl-5-nitropyrimidine (3; J. Chem. Soc. 1954, 3836) (2.23 g, 11 mmol) in EtOH (30 mL) at -30 C. was treated with 1-ethylpropylamine (870 mg, 10 mmol) in EtOH (8 mL) and the reaction mixture was stirred at -30 C. for 1 hour and then warmed to ambient temperature. Volatiles were evaporated and the residue was partitioned between water and EtOAc. The organic layer was dried (sodium sulfate), evaporated, purified by flash chromatography (silica) to give compound (4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13162-43-1, its application will become more common.

Reference:
Patent; Neurocrine Biosciences, Inc.; US6348466; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia