Day: August 13, 2021

Adding a certain compound to certain chemical reactions, such as: 22177-99-7, 4-(6-Chloro-2-methylpyrimidin-4-yl)morpholine, 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, 22177-99-7, blongs to pyrimidines compound. Quality Control of 4-(6-Chloro-2-methylpyrimidin-4-yl)morpholine

2-Methyl-4-chloro-6-morpholino-pyrimidine (10.7 g.; 50 mmol) was dissolved in tetrahydrofuran (200 mL). The reaction was chilled to -78C under an inert atmosphere. A solution of n-butyllithium in hexanes (25 mL, 2.5M, 62.50 mmol) was added, and the reaction mixture was stirred for thirty minutes. A solution of isobutylene oxide 6.6 mL, 75 mmol) was added, and the reaction was allowed to warm to room temperature while stirring overnight. The solvent was removed under reduced pressure, and the crude material was dissolved in methylene chloride (200 mL) and washed with saturated ammonium chloride (2×50 mL), dried with sodium sulfate, and evaporated to dryness. The compound was purified by column chromatography to give 4-(4-chloro-6-morpholin- 4-yl-pyrimidin-2-yl)-2-methyl-butan-2-ol (6.2 g., 21.7 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22177-99-7, its application will become more common.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2006/124662; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147118-37-4, 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. A new synthetic method of this compound is introduced below.

(1) Synthesis of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acrylonitrile Add 30 g of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde into a reaction flask of 500 ml, add toluene 130 ml, and start to agitate. Add in turn phosphate diethylacetonitrile 20.5 g and Aliquat336 (catalyst) 1.4 g, and titrate with 20% sodium hydroxide solution 62.7 g below 25 C., with the reaction solution gradually clarifying and turning out to be a pink clear solution after titration. React for 3 hours at room temperature, and a white solid precipitates. Filter with a pump, wash with water, pump, and dry, and obtain a white solid 30.5 g with a yield of 95.4%. Add 30 g of 4-4′-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde into a reaction flask of 500 ml, add toluene 140 ml, and start to agitate. Add in turn phosphate diethylacetonitrile 16.4 g and Aliquat336 1.6 g, and titrate with 20% sodium hydroxide solution 60.5 g below 25 C., with the reaction solution gradually clarifing and turning out to be a pink clear solution. React for 4 hours at room temperature, and a white solid precipitates. Filter with a pump, wash with water, drain with a pump, dry, and obtain a white solid 28.5 g, with a yield of 89.1%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Anhui Quingyun Pharmaceutical and Chemical Co., Ltd.; US2008/91014; (2008); 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.1005-38-5, name is 4-Amino-6-chloro-2-(methylthio)pyrimidine, molecular formula is C5H6ClN3S, molecular weight is 175.64, as common compound, the synthetic route is as follows.COA of Formula: C5H6ClN3S

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)Dissolved in pyridine (1 mL)and stirred at 80C for 1 hour. Thin film chromatography (TLC) in verifying, new spot the system is moved, and adding water to the composition, a reaction mixture of a, die chloro methane at extracted times 2. The organic layer extracted are dried, using magnesium sulfate, after, concentrating it under reduced pressure, organic for extract of moisture MgSO4removal of filtering the concentrate and a thin silica gel fraction is concentrated to after chromatography (preparative TLC, n/ethyl acetate = 1/1-hexanediol) for purifying the white solid thereby, a desired compound (11%) is obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Korea research Institute of Chemical Technology; Han, Soo Bong; Achari, Ragavendra; Kim, Mi Hyeon; Jong, Yong Sik; Kim, Pil Ho; (119 pag.)KR2016/21163; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 65996-58-9, Adding some certain compound to certain chemical reactions, such as: 65996-58-9, name is 2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one,molecular formula is C6H6N4O, 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 65996-58-9.

General procedure: Amixture of 9-deazapurine 5 (150.0 mg, 1.0 mmol) and benzoylchloride (2.2 equiv) in trifluoromethanesulfonic acid (3.45 g,23 mmol) was stirred at 80-120 C for 48 h. After the mixturewas cooled and H2O (15 mL) was added. Then the reaction wasneutralized with NaOH 1.0 mol/L, the volume adjusted to approximately35 mL by adding H2O and then 60 equiv of NaOH wereadded. The reaction was stirred for 2.5 h at 60 C. The mixturewas neutralized with glacial acetic acid and the formed solid wasfiltered under vacuum and washed several times with dichloromethane(10 mL), ethyl acetate (10 mL), acetone (5 mL) andmethanol (5 mL). The precipitate purity was monitored by CCDand depending on the product, further purification was necessaryby recrystallization in methanol or flash chromatography usingCH2Cl2/MeOH (4:1) as eluent.

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. 65996-58-9, 2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rodrigues, Marili V.N.; Barbosa, Alexandre F.; Da Silva, Julia F.; Dos Santos, Deborah A.; Vanzolini, Kenia L.; De Moraes, Marcela C.; Correa, Arlene G.; Cass, Quezia B.; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 226 – 231;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 111196-81-7 ,Some common heterocyclic compound, 111196-81-7, molecular formula is C6H7ClN2, 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 mixture of(S)-3-((4-bromophenoxy)methyl)pyrrolidine hydrochloride (1.15 g, 3.9 mmol), 2- chloro-5-ethylpyrimidine (0.62 g, 4.3 mmol) and diisopropylethylamine (1.27 g, 9.7 mmol) in dimethylformamide (50 mL) was stirred at 130C overnight. After cooling to ambient temperature, dimethylformamide was removed under reduced pressure and the residue was treated with water (200 mL). A brown precipitate was formed and then the mother liquor was decanted. The precipitate was re dissolved in dichloromethane, dried over sodium sulfate and purified on a 3 em silica gel pad eluted with hexanes: ethyl acetate mixture gradient (4:1 to 2:1) to afford the title product (0.73 g, 51%) as colorless powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111196-81-7, its application will become more common.

Reference:
Patent; Peu Lama Na Perm Syutikeolseu In Keu .; Man Su-reu-ta-rek-su-ha-il; Cha Pi-beu-mi-ka-il; Yu Din-mi-ka-il; Ge Jen-cheu-be-i-yu-ri; Ni Ki-tin-al-rek-san-deu-reu; (190 pag.)KR2019/15535; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1514-96-1 ,Some common heterocyclic compound, 1514-96-1, molecular formula is C5H2ClF3N2, 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 mixture of 4-chloro-2-(trifluoromethyl)pyrimidine (0.01 g, 0.055 mmol), (S)-tert-buty (2,4-dimethyl-l-(2-methyl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 367, Part A) (0.029 g, 0.066 mmol), and KBr (6.52 mg, 0.055 mmol) in 1,4-dioxane (1 mL) was purged with nitrogen fori 5 min. PdCl2(dppf)-CH2Cl2 adduct (4.47 mg, 5.48 muetaiotaomicron) was added, purged for a further 5 min then the reaction mixture was stirred at 80 C microwave for 1.3 h. The reaction mixture was cooled to room temperature and diluted with THF (20 mL) and filtered through diatomaceous earth (Celite). The bed was washed with excess of THF. Filtrate was concentrated under reduced pressure. The crude product was purified via silica gel chromatography (30-40% of ethyl acetate in pet ether) to afford (S)-tert-buty (2,4-dimethyl-l-(2-methyl-4-(2- (trifluoromethyl)pyrirnidin-4-yl)phenoxy)pentan-2-yl)carbamate (0.015 g, 0.024 mmol, 44% yield) as a pale yellow oil. LCMS (ESI) m/e 468.3 [(M+H) +, calcd for C24H33F3N3O3, 468.24]; LC/MS retention time (method B); t& = 1.29 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. 1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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. HPLC of Formula: C4HCl3N2

Example 2: Synthesis of 5-halo-N2,N4-diarylpyrimidine-2,4-diamine derivatives (using reaction conditions A and C, Method 1)To a solution of appropriate amine (10 mmol, 1 equiv.) in DMF (30 mL) were added2,4,5-trichloro pyrimidine (13 mmol, 1.3 equiv.) and K2C03(13 mmol, 1.3 equiv.). The reaction mixture was stirred at 75 C for 5 h. It was then cooled to room temperature and poured into water (300 mL). The resulting precipitate was collected by filtration followed by washing with 50% aqueous acetonitrile and dried to provide the desired 2,5-dihalo-N-arylpyrimidin-4-amine derivative. The crude product was used for next step without further purification (Method 1 a). A mixture of 2,5-dichloro-N-arylpyrimidin-4-amine (1 mmol, 1 equiv.) and appropriate aniline (2 mmol, 2 equiv.) were taken in “BuOH (1 0 mL) and heated at 1 10 C for 12 h. The reaction mixture was cooled to room temperature and excess solvent was reduced under reduced pressure. The crude residue was purified using automated prep-HPLC to yield the desired S- sdo-N2,N4- diarylpyrimidine-2,4-diamine derivatives (Method lb).

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. Application In Synthesis of 4,6-Dichloropyrimidine

With stirring and at RT, 11.8 ml (12.1 g, 241.6 mmol) of hydrazine hydrate are added dropwise to a solution of 20.0 g (134.3 mmol) of 4,6-dichloropyrimidine in 300 ml of ethanol. If the solution becomes turbid during the addition of the hydrazine hydrate, more solvent (about 400 ml of ethanol) is added. The reaction solution is stirred at RT for a further 12 h. For work-up, the precipitated solid is filtered off, the filter residue is washed twice with in each case 150 ml of water and twice with in each case 100 ml of diethyl ether and the product is dried under reduced pressure. A further crystalline fraction is obtained from the concentrated mother liquor.Yield: 16.8 g (87% of theory)LC-MS (Method 1): Rt=1.17 min; MS (ESIpos): m/z=145 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=8.81 (s, 1H), 8.17 (br. s, 1H), 6.75 (s, 1H), 4.48 (br. s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; Thede, Kai; Flamme, Ingo; Oehme, Felix; Ergueden, Jens-Kerim; Stoll, Friederike; Schuhmacher, Joachim; Wild, Hanno; Kolkhof, Peter; Beck, Hartmut; Akbaba, Metin; Jeske, Mario; US2012/264704; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 287714-35-6, 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 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 2-chloropyrimidine-5-carboxylate (200 mg, 1.16 mmol) in dichloromethane (4.00 mL) was added to a stirred solution of 1-ethyl-1,4-diazepane (149 mg, 1.16 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (0.902 mL, 5.22 mmol) in dichloromethane (4.00 mL) at 25 C. The resulting solution was stirred at ambient temperature for 18 h. The reaction mixture was evaporated to dryness and redissolved in MeOH (20 mL) and the crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford methyl 2-(4-ethyl-1,4-diazepan-1-yl)pyrimidine-5-carboxylate (268 mg, 87%) as a cream oil which crystallised on standing. This was used directly with no further purification. 1H NMR (399.9 MHz, DMSO-d6) delta 0.98 (3H, t), 1.81-1.87 (2H, m), 2.45-2.50 (2H, m), 2.55 (2H, m), 2.70-2.72 (2H, m), 3.81 (3H, s), 3.82 (2H, q), 3.86-3.89 (2H, m), 8.79 (2H, s). MS: m/z 265 (MH+).

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 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 49845-33-2 ,Some common heterocyclic compound, 49845-33-2, molecular formula is C4HCl2N3O2, 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 solution of 5 g (25 mmol) 2,4-dichloro-5-nitro-pyrimdine in 150 mL EtOAc was added 50 mL 28-34% aqueous NH4OH. After stirred at rt for 1 hour, the reaction mixture was filtered. The organic layer was concentrated to give desired solid product. 1H NMR (CD3OD): 9.03 (1H, s). LC-MS [M+H]=175.

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. 49845-33-2, 2,4-Dichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhu, Song; US2005/250779; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia