Tag: M.W:100-200

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. SDS of cas: 6320-15-6

piperazine (1.23 g, 14.32 mmol) was treated with 6-chloro-2,4-dimethoxy pyrimidine (0.5 g, 2.86 mmol) in acetonitrile (5 mL) and stirred at room temperature for 6 hours. Subsequently the reaction mixture was poured onto ice-cold water (25 mL) and extracted with ethyl acetate (25 mL). 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.; US2007/167413; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

A mixture of the product from Preparative Example 28 (1.16 g, 4.00 mmol), pyrimidine-5-carboxaldehyde (540 mg, 5.00 mmol), and Ti(OiPr)4 (4.54 g, 16.0 mmol) in anhydrous THF (20 mL) was stirred under N2 at 50 C. for 3 hr. The mixture was cooled to 25 C., NaBH3CN (1.26 g, 20.0 mmol) was added, and the mixture was stirred at 25 C. for 30 min. The mixture was poured into 5% aqueous NaOH (500 mL), saturated aqueous NaCl (50 mL) was added, and the mixture was extracted with CH2Cl2 (3¡Á100 mL). The combined extracts were dried over Na2SO4, filtered, and the solvent was evaporated. The residue was purified by column chromatography on silica gel with CH2Cl2/MeOH/conc. aqueous NH4OH (20:1:0.1). Pale yellow solid (410 mg, 27%) was obtained. M. P. 201-203 C., LCMS: MH+=383.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10070-92-5, Pyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; US2004/63715; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 20737-41-1, 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 20737-41-1, name is 4-Aminopyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

(Step 1) Methyl 4-aminopyrimidine-5-carboxylate (0191) (0192) 4-Aminopyrimidine-5-carboxylic acid (10.0 g, 71.9 mmol) was dissolved in methanol (100 ml), the reaction solution was cooled to 0 C., then concentrated sulfuric acid (25 ml) was slowly added dropwise, and the resulting mixture was stirred at 85 C. for 12 hours. The reaction liquid was concentrated under reduced pressure, then the resulting solution was diluted with water, and sodium hydrogen carbonate (10.0 g) was added. The resulting mixture was extracted with ethyl acetate (80 ml¡Á4), the extracts were combined, washed with a saturated saline solution, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, the obtained residue was stirred in a mixed solvent (petroleum ether:ethyl acetate=8:1), and the precipitated solid was filtered and dried to obtain the title compound (9.90 g, 90%). (0193) 1H-NMR (400 MHz, DMSO-d6): delta 8.72 (s, 1H), 8.53 (s, 1H), 8.04 (s, 1H), 7.62 (s, 1H), 3.83 (s, 3H); MS (ESI) m/z 154 (M+H)+

According to the analysis of related databases, 20737-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ajinomoto Co., Inc.; UENO, Hirokazu; YAMAMOTO, Takashi; MIYAZAWA, Tomoko; SHINKAI, Kenji; ARISAKA, Harumi; TAKANOHASHI, Toshiyuki; (122 pag.)US2016/244451; (2016); 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. 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. Safety of Ethyl 2-chloropyrimidine-5-carboxylate

Example 1 Synthesis of 2-(diphenylamino)-N-(7-(hydroxyamino)-7-oxoheptyl) pyrimidine-5-carboxamide (Compound A) Synthesis of Intermediate 2 A mixture of aniline (3.7 g, 40 mmol), ethyl 2-chloropyrimidine-5-carboxylate 1 (7.5 g, 40 mmol), K2CO3 (11 g, 80 mmol) in DMF (100 ml) was degassed and stirred at 120 C. under N2 overnight. The reaction mixture was cooled to rt and diluted with EtOAc (200 ml), then washed with saturated brine (200 ml*3). The organic layer was separated and dried over Na2SO4, evaporated to dryness and purified by silica gel chromatography (petroleum ethers/EtOAc=10/1) to give the desired product as a white solid (6.2 g, 64%).

The synthetic route of 89793-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; Anderson, Kenneth C.; Hideshima, Teru; US2015/105358; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7752-82-1, 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. 7752-82-1, name is 5-Bromopyrimidin-2-amine. A new synthetic method of this compound is introduced below.

A mixture of 5-bromo-pyrimidin-2-ylamine (0.8g, 4.59mmol), 4-bromophenyl boronic acid(1g, 4.97mmol), tetrakis(triphenylphosphine)palladium(0) (3OOmg, 0.259mmol), cesium carbonate (1.15g, 3.03mmol) was stirred in MeOH/H2O (20ml, 1/1 ) at reflux temperature overnight. The reaction was cooled to room temperature and diluted with EtOAc (200ml) and water (50ml). The organic layer was separated, dried over MgSO4, filtered and solvent evaporated yielding a residue which was purified on silica gel eluting with 85% v/vEtOAc/hexanes yielding product 81 as white solid. (0.7g, 63%). ESMS (MH, 250).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-82-1, 5-Bromopyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13036-57-2, 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.13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

A solution of Lithium bis(trimethylsilyl)amide (1M in THF, 10.26mL, 10.26mmol) was added to a cooled (0C) solution of Methyl 3-((tert-butoxycarbonyl)amino)-2- fluorobenzoate (790mg, 2.93mmol) in THF (15mL). After lOmin of stirring, a solution of 2-chloro-4-methylpyrimidine (452mg, 3.52mmol) in THF (2mL) was slowly added and the reaction mixture was allowed to warm to 40C for lh. 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. Purification of the residue by flash chromatography on silica gel (cHex-EtOAc 1/0 to 0/1) afforded the title compound (880mg, 82%). LC/MS (ES+): 366.3-368.3 (M+l).

Statistics shows that 13036-57-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-methylpyrimidine.

Reference:
Patent; CELLIPSE; PRUDENT, Renaud; PAUBLANT, Fabrice; (74 pag.)WO2018/55097; (2018); 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 6630-30-4, name is 6-Chloro-5-nitropyrimidine-2,4-diol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Chloro-5-nitropyrimidine-2,4-diol

6-Chloro-5-nitro-1H-pyrimidine-2,4-dione (25.6 g, 134 mmol) is mixed with THF (300 mL) and cooled to 0 C. Sodium thiomethylate (25.0 g, 357 mmol) is added in portions (temperature<5 C.). The reaction mixture is stirred for 16 h, poured into hydrochloric acid (1 M in H2O; 1000 mL) at 0 C. and stirred for 1 h. The precipitate is filtered off, washed with ice-water and EA and dried to yield the product that is taken to the next step without further purification. [0420] Rf (EA/MeOH 8:2)=0.28 With the rapid development of chemical substances, we look forward to future research findings about 6630-30-4. Reference:
Patent; Boehringer Ingelheim International GmbH; GERLACH, Kai; EICKMEIER, Christian; HEINE, Claudia; HEINE, Niklas; WEBER, Alexander; US2013/225549; (2013); 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. 31519-62-7, name is 2-Pyrimidinecarboxylic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4N2O2

Preparation of Intermediate 25 2211 Intermediate 25 2212 [0255] Oxalyl chloride (2.36 mL, 24.2 mmol, 1.5 eq) and a catalytic quantity of DMF were 2213 added to a solution of pyrimidine-2-carboxylic acid (2 g, 16.1 mmol) in dry DCM (30 mL) at 2214 0 C. The resulting mixture was allowed to warm to RT and stir for 3 h. The volatiles were 2215 removed in vacuo and the residue was thoroughly dried to afford pyrimidine-2-carboxylic 2216 acid chloride (2.1 g, 14.8 mmol) as a black solid. The crude material was added portion- wise 2217 to a solution of aminogaunidine sulfate (5.5 g, 22.2 mmol, 1.5 eq) in pyridine (20 mL) at 2218 0 C. The resulting mixture was allowed to warm to RT and stir for 14 h. The mixture was 2219 then neutralized with saturated aqueous NaHCOs, extracted with t-BuOH (5 x 50 mL), dried 2220 over Na2S04, filtered and concentrated in vacuo. The crude material was dissolved in water 2221 (45 mL) and the resulting solution was heated to 100 C for 24 h. The reaction mixture was 2222 then cooled to RT, extracted with t-BuOH (5 x 30 mL), dried over Na2S04, filtered and 2223 concentrated in vacuo to afford Intermediate 25 (650 mg, 25 %) as off-white solid. TLC: 30% 2224 MeOH in CHC13: Rf: 0.20.

The synthetic route of 31519-62-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERSEON, INC.; SHORT, Kevin, Michael; PHAM, Son, Minh; WILLIAMS, David, Charles; KITA, David, Ben; WO2014/145986; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-61-4, 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 22536-61-4, name is 2-Chloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(E)-5-Methyl-2-(prop-1-en-1-yl)pyrimidine, Example 11.01 To a 500 mL round bottomed flask was added 2-chloro-5-methylpyrimidine (12 g, 93 mmol), potassium (E)-trifluoro(prop-1-en-1-yl)borate (17.27 g, 117 mmol), and potassium phosphate (59.4 g, 280 mmol). The flask was purged with N2 (5*) and then 1,4-dioxane (200 mL) and water (20 mL) were added. The resulting yellow suspension was bubbled with Ar for 15 min and then 1,1-bis[(di-t-butyl-p-methylaminophenyl]palladium (II) chloride (Amphos, commercially available from Strem, 2.64 g, 3.73 mmol) was added, a reflux condenser was attached, and the reaction was warmed to 90 C. in an oil bath and stirred under N2 for 16.5 h. The reaction was then cooled to RT. The reaction was diluted with water (250 mL), and extracted with EtOAc (2*250 mL). The organic layers were combined, dried (MgSO4), and concentrated. The residue was purified by flash chromatography on silica gel eluting with 0-20% EtOAc/hexanes) to afford (E)-5-methyl-2-(prop-1-en-1-yl)pyrimidine 11.01 (12.96 g, 97 mmol, 100% yield) as a yellow/orange oily solid. 1H NMR (300 MHz, CDCl3) delta=8.49 (s, 2H), 7.01-7.20 (m, 1H), 6.57 (dd, J=15.6, 1.7 Hz, 1H), 2.29 (s, 3H), 1.97 (dd, J=6.8, 1.6 Hz, 3H). LCMS (ESI pos ion) m/z: 135.2 (M+H)+.

According to the analysis of related databases, 22536-61-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEDLEY, Simon J.; HOUZE, Jonathan; JUDD, Ted C.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YEH, Wen-Chen; (415 pag.)US2017/320860; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13223-25-1 ,Some common heterocyclic compound, 13223-25-1, molecular formula is C6H7ClN2O2, 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.

To a suspended tetramethyl-ammonium nitrate (11.2 g, 39.5 mmol) in methylene chloride (100 mL) was added triflic anhydride (5.4 g, 39.5 mmol), and stirred at room temperature for 2 hour. After the resultant was cooled to -78 C., a solution of 2-chloro-4,6-dimethoxypyrimidine (5.0 g, 36.0 mmol) in methylene chloride (50 mL) was added at -78 C., and continued to stirred at room temperature for 24 hours. The reaction was diluted with brine, extracted with ethyl acetate, washed with brine, dried over Na2SO4, concentrated to yield 2-chloro-4,6-dimethoxy-5-nitro-pyrimidine (25) (6.0 g, 76%). 1HNMR (DMSO-d6)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13223-25-1, its application will become more common.

Reference:
Patent; DECODE GENETICS EHF; US2009/130076; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia