Day: September 13, 2021

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. 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine. A new synthetic method of this compound is introduced below., Safety of 2-Methyl-4,6-dichloropyrimidine

At room temperature,1.50 kg of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolamide,1.11kg of 4,6-dichloro-2-methylpyrimidine was added to a 50L reactor.Add 13.35kg of tetrahydrofuran,Nitrogen protection, stirring and cooling to -5 C ~ 10 C,The temperature of the reaction solution is maintained at -5C to 10C, and sodium tert-butoxide solids are added to the reaction solution in several portions.The total amount of tert-butoxide sodium solids is 2.13kg, and the addition method is to feed once every 20-30min.Each time no more than 10% of the total and no more than 200g,After the addition, the reaction liquid is allowed to react at -5C to 10C for 1 to 2 hours.After warming the reaction solution to 10 C ~ 30 C,Stir the reaction solution,To HPLC detection of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazoleamide/N-(2-chloro-6-methylphenyl)-2-[(6-chloro- The amount of 2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide is less than 1.5%.Cool the reaction solution to -10C to 10C.Dropping hydrochloric acid at a concentration of 4 mol/L,Adjust the system pH to 6 to 7,After dropping, continue stirring at -10C10C for 12h,filter,The filter cake is washed with an appropriate amount of water and methanol.The filter cake is vacuum dried at 50-60C.N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide 1.364kg, yield 74.06%;

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, 1780-26-3, 2-Methyl-4,6-dichloropyrimidine.

Reference:
Patent; Huarun Shuang He Limin Pharmaceutical (Jinan) Co., Ltd.; Qin Yunpeng; Jiang Yang; Gao Hongxu; (12 pag.)CN107089976; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3029-64-9, 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.3029-64-9, name is 2,4,6-Trichloro-5-cyanopyrimidine, molecular formula is C5Cl3N3, molecular weight is 208.43, as common compound, the synthetic route is as follows.

EXAMPLE IV 4,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile A stirred solution of 6.3 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile in 25 ml of acetone was cooled to -10°, and 2.5 grams of 2-amino-2-methylpropionitrile was added. With the reaction mixture at -10°, a solution of 1.3 grams of sodium hydroxide in 3.5 ml of water was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 30 minutes. The acetone was removed under reduced pressure; the residue was extracted with diethyl ether, and the extract was separated and dried over magnesium sulfate. The extract was filtered, and the filtrate was evaporated under reduced pressure, yielding a residue. The residue was recrystallized from methylcyclohexane to give 3.1 grams of 4,6-dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile; mp, 154-158°. Analysis: Calculated for C9 H7 Cl2 N5: C,42.21; H,2.73; N,27.34; Found: C,42.26; H,2.92; N,27.35.

Statistics shows that 3029-64-9 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Trichloro-5-cyanopyrimidine.

Reference:
Patent; FMC Corporation; US4092150; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, 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. COA of Formula: C6H6Cl2N2

5-Chloro-4-(3,3-diethyl-1,5-dioxaspiro[5.5]undec-9-yloxy)-6-ethylpyrimidine 2.0 g (8.8 mmol) of 3,3-diethyl-1,5-dioxaspiro[5.5]-undecan-9-ol were added to a suspension of 0.80 g (13.2 mmol) of sodium hydride (80%) in 20 ml of dry THF under a nitrogen atmosphere and the mixture was refluxed for 2 hours until deprotonation was complete. The reaction solution was then allowed to cool to approximately 35 C., and 1.60 g (8.9 mmol) of 4,5-dichloro-6-ethylpyrimidine dissolved in 3 ml of dry THF were added rapidly, and the reaction mixture was refluxed until the reaction was complete (approximately 2 hours, TLC check). After the reaction mixture had cooled to room temperature, 3 ml of isopropanol were added to destroy excess sodium hydride, the mixture was stirred for a further 15 minutes and poured into a mixture of in each case 100 ml of ether and saturated aqueous ammonium chloride solution. The aqueous phase was extracted thoroughly using ether, and the combined organic phases were dried over magnesium sulfate and subsequently concentrated in vacuo. Silica gel chromatography (petroleum ether/ethyl acetate 3:2) gave 2.0 g (60.3% of theory) of a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 115617-41-9.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5859009; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Example 7 Synthesis of 5-amino-2-chloropyrimidine Compound 40 Referring to the reaction scheme of , to 140 g (0.88 mol) of 2-chloro-5-nitropyrimidine (39) dissolved in 700 mL of EtOH was added a mixture of 1400 mL of acetic acid, 700 mL water and 197 g of iron powder (70 m mesh, <212 mum). The mixture was heated overnight at 70 C. and then cooled to r.t. and then filtered. EtOH was removed from the filtrate in vacuo, and the pH was adjusted to 8 with 12 N NaOH and the product was extracted overnight with continuous liquid-liquid extraction with EtOAc. The resulting filter cake was washed with EtOAc, and the combined EtOAc layers were washed with water, then brine, dried over magnesium sulfate, and filtered. After removal of the solvent in vacuo and recrystallization with EtOH, 97.2 g (85%) of pale brown solid product 39 was obtained. 1H NMR (DMSO-d6) delta 8.94 (s, 2H), 5.77 (brs, 2H). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10320-42-0, its application will become more common. Reference:
Patent; KADOR, PETER F.; US2014/235858; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, 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.

RRN 20Step 1. To a solution 4-(4,6-dichloropyrimidin-2-yl)morpholine (1.0 equiv.), morpholin-3-one (1.2 equiv.), tribasic potassium phosphate (4.00 equiv), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.16 equiv) and Pd2(dba)3.HCCl3 (20 mol %) in dioxane (0.5 M) was heated to 100 C. for 90 min. The reaction mixture was then cooled to room temperature and diluted with EtOAc (20 ml) and water (20 ml). The aqueous layer was separated and extracted with EtOAc (×2, 20 ml). The combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The compound was utilized in the subsequent reactions without further purification. LCMS (m/z) (M+H)=299.2/300.9, Rt=0.77 min.

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); 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. 3435-29-8, name is 4-Amino-6-phenylpyrimidine, the common compound, a new synthetic route is introduced below. Formula: C10H9N3

General procedure: Quinoline-4-carboxylic acid (36.4 mg, 0.226 mmol),3-chloro-5 – (methylthio) benzene amine (50.0 mg, 0.205 mmol) and POCl3 (34.6 mg, 0.226 mmol), pyridine (1 mL) was dissolved in, 80 was stirred for 1 hour dongan. When thin layer chromatography (TLC) check when, a new spot is confirmed, water was added to the reaction mixture, and extracted twice with dichloromethane. And the extracted organic layer was dried using magnesium sulfate, vacuum concentrated and, after the water was removed by filtration of the organic extract over MgSO4 and concentrated by silica gel preparative thin layer chromatography (preparative TLC, ethyl acetate / n- hexane = l / l ) to give to give the title compound (11%) of a white solid.

The synthetic route of 3435-29-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; JUNG, YOUNG SIK; KIM, PIL HO; HAN, SOO BONG; RAGHAVENDRA, ACHARY; KIM, MEE HYEIN; LEE, CHONG KYO; SHIN, JIN SOO; (131 pag.)KR2015/25531; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 876343-10-1, 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 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 1a-d or 54 (1 mmol) was mixed with the selected amine, 2-25, (3 mmol) and n-butanol (5 ml) and agitated at145 C for 14-24 h. Then the mixture was cooled to 22 C, dilutedwith water (15 ml) and ethyl acetate (40 ml). After phase separation,the water phase was back extracted with more ethyl acetate(2 10 ml). The combined organic phases were washed with brine(10 ml), dried over anhydrous Na2SO4, filtered and concentrated invacuo, before the crude mixture was purified as specified for eachindividual compound

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 876343-10-1, 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Kaspersen, Svein Jacob; Han, Jin; N°rsett, Kristin G.; Rydsa, Line; Kj°bli, Eli; Bugge, Steffen; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Pharmaceutical Sciences; vol. 59; 1; (2014); p. 69 – 82;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5305-59-9, Adding some certain compound to certain chemical reactions, such as: 5305-59-9, name is 6-Chloropyrimidin-4-amine,molecular formula is C4H4ClN3, 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 5305-59-9.

A microwave vial was charged with 4-amino-6-chloropyrimidine (1.0 g, 7.72 mmol), and pyrrolidine (10 mL) was added. The vial was sealed, and heated in the microwave at 180 C for 1 h. After cooling, the reaction was diluted with methanol (30 mL), and silica (15.0 g) was added. All solvents were removed in vacuo, and the remaining silica slurry loaded on a 40.0 g silica column. Elution with a 0% to 10% methanol in dichloromethane gradient yielded 6-(pyrrolidin-1-yl)pyrimidin-4-amine (1.22 g, 96% yield). MS (ESI) calcd for C8H14N4: 164.11

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. 5305-59-9, 6-Chloropyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 26452-81-3, 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. 26452-81-3, name is 4-Chloro-6-methoxypyrimidine. A new synthetic method of this compound is introduced below.

A RM of methyl 3-ethoxy-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (10520 mg, 30 mmol), 4-chloro-6-methoxypyrimidine (4645 mg, 31.5 mmol), dichloro(1 ,1′-bis(diphenylphosphino) ferrocene) palladium (II) dichloromethane adduct) (2449 mg, 3 mmol) and potassium phosphate tribasic monohydrate (20719 mg, 90 mmol) in water (4 mL) and DMF (150 mL) is degassed for 20 min under a nitrogen stream, then stirred at RT for 1 hi 5. The RM is filtered through celite, the filtrate is concentrated under vacuum, the residue is partitioned between water and EtOAc. The organic layer is further washed with brine, dried over MgS04, filtered and concentrated. Purification by FC (heptane/EtOAc, from 1 :0 to 0:1 ) affords the title compound as a yellow solid (7.87 g, 89percent ). LC-MS B: tR = 0.93 min; [M+H]+ = 295.18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26452-81-3, its application will become more common.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (160 pag.)WO2018/210992; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13544-44-0 ,Some common heterocyclic compound, 13544-44-0, molecular formula is C4HCl2IN2, 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.

While being cooled with ice, 3.55 mL of propylamine was added to 83 mL of a tetrahydrofuran solution containing 5.77 g of 2,4-dichloro-5-iodopyrimidine synthesized according to the method described in WO2008/155140A1 and 7.86 mL of N,N-diisopropylethylamine, and the mixture was stirred for 1 hour at room temperature. Then, water and ethyl acetate were added to the reaction mixture. The organic layer was fractionated, and the water layer was extracted using ethyl acetate. The organic layer and the extract were mixed together, washed sequentially with a 1.0 mol/L aqueous hydrochloric acid solution, water, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure, thereby obtaining 6.44 g of 2-chloro-5-iodo-N-propylpyrimidin-4-amine in the form of oil. MS m/z(M+H): 298.3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13544-44-0, its application will become more common.

Reference:
Patent; FUJIFILM Corporation; NAGATO, Yusuke; MIZUMOTO, Shinsuke; MURAKAMI, Tatsuya; TANAKA, Tomoyuki; (25 pag.)US2018/127382; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia