Pyrimidines

Reference of 111196-81-7, Adding some certain compound to certain chemical reactions, such as: 111196-81-7, name is 2-Chloro-5-ethylpyrimidine,molecular formula is C6H7ClN2, 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 111196-81-7.

To a reaction flask was added compound18(700 mg, 2.19 mmol) and 2-chloro-5-ethylpyrimidine (621 mg, 4.37 mmol) in one-portion in the presence of anhydrous DMF. After stirring at room temperature for 5 min, to the resulting clear solution was added anhydrous K2CO3(453 mg, 3.28 mmol) in one-portion. The reaction flask immersed in a pre-heated oil-bath (90) and the reaction mixture was stirred at 90for 4 h and cooled to room temperature. To the reaction mixture at room temperature under vigorous stirring and H2O was added slowly dropwise over 30 min to give an off-white slurry. After the addition was finished, the resulting slurry was stirred at room temperature for additional 10 min. The precipitate was filtered and then rinsed with H2O (2 x 30 mL) and the precipitate was dissolved in EtOAc, and washed with H2O (2 x 30 mL). The organic layer was collected, dried over anhydrous Na2SO4, filtered, concentrated and purifiedby silica gel column chromatography using 40% EtOAc in hexanes to afford compound19(680 mg, 73%).1H-NMR (CDCl3, 300 MHz) delta 9.87 (1H, s, CHO), 8.19 (2H, s, pyrimidine), 7.64 (2H, d,J= 6.9 Hz, Ar), 7.29 (1H, s, thiazole), 7.18 (1H, t,J= 6.9 Hz, Ar), 5.32 (2H, s, OCH2), 4.81 (2H, d,J= 6.0 Hz, CH2), 3.33 (1H, t,J= 12.3 Hz, CH), 3.25 (2H, t,J= 9.3 Hz, CH2), 2.46 (2H, q,J= 9.3 Hz, CH2), 2.19 (2H, d,J= 11.7 Hz, CH2), 1.79 (2H, dq,J= 12.0 Hz, 2.7 Hz, CH2), 1.22 (3H, t,J= 9.0 Hz, CH3).

According to the analysis of related databases, 111196-81-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kim, Hyojin; Cho, Suk Joon; Yoo, Minjin; Kang, Seung Kyu; Kim, Kwang Rok; Lee, Hwan Hee; Song, Jin Sook; Rhee, Sang Dal; Jung, Won Hoon; Ahn, Jin Hee; Jung, Jae-Kyung; Jung, Kwan-Young; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5213 – 5220;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 799842-07-2 , The common heterocyclic compound, 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, molecular formula is C16H19BrFN3O2S, 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.

Example-3Preparation of N-[4-(4-FIuoro-phenyl)-6-isopropyI-5-(pyridin-2-ylsulfanylmethyl)- pyrimidin-2-yI]-N-methyl-methanesulfonamide (III)2-mercaptopyridine (II) 3.23g was taken in 16mL tetrahydrofuran and chilled to -25 to -30 C and added 30% n-butyl lithium(l 1.OmL) drop wise at -5 to -10 C and stirred at the same temperature for one hour. Added N-[5-Bromomethyl-4-(4-fluoro-phenyl)-6- isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide (11. Og) dissolved in 22 mL THF at -60 C to -700C drop wise and stirred for 15 minutes at -60 to-70 C. Slowly brought the temperature to 250C and stirred for 2 h. Adjusted the pH of the reaction mixture to 7-8 with saturated ammonium chloride and added 5OmL ethyl acetate and separated the layers. Organic layer was given water washes and a brine wash. Organic layer was dried over anhydrous sodium sulphate and concentrated to get solid N-[4-(4- Fluoro-phenyl)-6-isopropyl-5-(pyridin-2-ylsulfanylmethyl)-pyrimidin-2-yl]-N-methyl- methanesulfonamide (V) Yield: 11. Og

The synthetic route of 799842-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCON LIMITED; ANEGONDI, Sreenivasa, Prasad; RAJMAHENDRA, Shanmughasamy; JOSEPH, Jibin; SRINIVAS, Pullela, Venkata; WO2010/23678; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 87253-62-1, 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 87253-62-1 as follows.

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,87253-62-1, its application will become more common.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
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 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 287714-35-6

To the reaction mixture of methyl 2-chloropyrimidine-5-carboxylate (2.5 g, 14.487 mmol) in THE (10 mL), methyl magnesium chloride (14.487 mL, 43.463 mmol) was added drop wise at 0C and the mixture was stirred at rt for 30 mm. After completion of reaction the reaction mixture was poured into 50 mL of IN HCI and extracted with ether. The ether layer was washed with water, dried over anhydrous Na2SO4 and concentrated. The resulting crudeproduct was purified by flash chromatography (Elutant: 55-60% EtOAc in pet ether) to afford title compound (pale yellow solid). 1H NMR (400 MHz, DMSO-d6): 6 1.48 (5, 6H), 5.51 (5, IH), 8.84 (5, 2H). LCMS: (Method A) 173.0 (M +H), Rt. 1.659 mm, 98.64% (Max).

With the rapid development of chemical substances, we look forward to future research findings about 287714-35-6.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); 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 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C11H15ClN2O2

Step A 9-((tert-butyldimethylsilyl)oxy)-3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one A solution of 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (1.0 g, 4.12 mmol) in DMF (5 mL) was treated with 1H-imidazole (701.24 mg, 64.66 mmol), followed by a solution of t-butyldimethylchlorosilane (683.12 mg, 4.53 mmol) in DMF (1 mL). After stirring for 18 h at room temperature, the solvents were removed under vacuum and the residue was taken up in dichloromethane/water (10 mL/10 mL) with addition of a spatula of potassium carbonate. The aqueous layer was extracted with dichloromethane (three times 10 mL). The combined organic fractions were dried over Na2SO4, filtered, and the solvent was removed under vacuum. The crude mixture was used without further purification in the next step. (ESI-MS (M+1) 357).

With the rapid development of chemical substances, we look forward to future research findings about 130049-82-0.

Reference:
Patent; Hryhorenko, Eric; Sankaran, Banumathi; DeCory, Thomas R.; Tubbs, Theresa; Colt, Linda; Vliegen, Maarten; Haspeslagh, Pieter Rik; US2014/57301; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5604-46-6, 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.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.

A solution of methyl 1-hydrazinyl-1, 2, 3, 4-tetrahydronaphthalene-1-carboxylate hydrochloride (0.7 g, 2.7 mmol) and 2-amino-4, 6-dichloropyrimidine-5-carbaldehyde (0.52 g, 2.7 mmol) in MeCN (30 ml) was stirred at rt overnight and then heated to 70. The reaction mixture was stirred at 70 for 1h. After completion, the mixture was filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by column chromatography with PE: EtOAc (5: 1) to afford product (0.66 g, 68%) as a light yellow solid. MS: M/e 358 (M+1) +.

The chemical industry reduces the impact on the environment during synthesis 5604-46-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 75833-38-4, 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.75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

1.2 (2-Chloro-pyrimidin-4-ylmethyl)carbamic acid tert-butylester; 2-Chloropyrimidine-4-carbonitrile (24 g), 40.8 g of t-butyl dicarbonate (BOC2O) in 1.2 L of methanol and 5 g of Raney nickel (Raney 2400) were charged in an autoclave. The autoclave was sealed and purged with hydrogen. The hydrogenation was run at 30 psi hydrogen gas. The reduction was carried out to completion and the reactor was vented and purged with nitrogen. The reaction mixture was filtered over diatomaceous earth and the filtrate was concentrated. The residue was purified by chromatography to yield the title compound (35 g, 84%) as white solid of melting point of 86-88 0C.

Statistics shows that 75833-38-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; BASF SE; WO2008/62011; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1074-41-5, 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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol, molecular formula is C5H7N3OS, 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.

General procedure: A mixture of equimolar amounts of 6-amino-2-(methylthio)pyrimidin-4(3H)-one (1) (1 mmol), ethylcyanoacetateor meldrum?s acid (2 or 5) (1 mmol) and aldehyde(3 or 6) (1 mmol) was added to a vial containinga magnetic stirring bar and [DMBSI]HSO4 (0.18 mmol,0.06g) and heated at 80 C in an oil bath. Stirring at 80C was continued until disappearance of the startingmaterials. At this stage, due to the poor solubility in theionic liquid, the product appears as a precipitate. Thereaction mixture was cooled and washed with water toextract the ionic liquid. The solid obtained was recrystallizedfrom ethanol to furnish the desired pure product.The ionic liquid was recovered from the aqueous extractsby evaporation under reduced pressure, and reusedin the next run.

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 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Nia, Roghayeh Hossein; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Shirini, Farhad; Rassa, Mehdi; Acta Chimica Slovenica; vol. 60; 4; (2013); p. 889 – 895;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33034-67-2, Adding some certain compound to certain chemical reactions, such as: 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 33034-67-2.

Stir a mixture of (S)-(2,4-dichlorobenzyl)-pyrrolidin-3-ylamine (266 mg5 1 mmol), 2-chloro-4-(trifluoromethyl)-pyrimidine (365 mg, 2 mmol) and polymer supported potassium carbonate (626 mg, 2 mmol) at 8O0C overnight. Filter away the EPO polymer and pour the filtered reaction mixture onto a SCX-2 column. Elute with methanol and then elute with 2 M ammonia in methanol. Concentrate to give a residue and chromatograph on silica gel to give the title compound (258 mg, 66percent). Prepare the hydrochloride salt essentially as described in EXAMPLE 1 to give the hydrochloride salt of the title compound. 1H NMR (400 MHz, MeOH-O4) delta 8.39 (2H, m), 7.71 (IH, d, J = 8.56 Hz), 7.68 (IH, d, J = 1.71 Hz)5 7.51 (IH, dd, J = 8.31, 1.96 Hz), 4.46-4.55 (2H, m), 4.19-4.26 (IH, m), 4.09-4.14 (IH, m), 3.89-3.98 (2H, m), 3.73 (IH, m), 2.63-2.70 (IH, m), 2.39-2.48 (IH, m), MS (ES): m/z = 391[M+].

According to the analysis of related databases, 33034-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32980-71-5, 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 32980-71-5, name is Perchloropyrimido[5,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2M Ethylamine/THF (27 mL, 54.00 mmol) was added dropwise to a solution of 2,4,6,8-tetrachloro-pyrimido[5,4-djpyrimidine (1)(3.00 g, 11.15 mmol) in THF (150 mL) at 0C. The reaction mixture was stirred at room temperature for 2 h. The volatiles were removed and the residue was suspended in water (50 mL). The resultanthe precipitate were filtered, washed with water (2 x 30 mL) and dried over solid P205 to give 2,6-dichloro-N,N?-diethyl-pyrimido [5,4-djpyrimidine-4,8-diamine (160) (2.93 g, 92% yield). 300 MHz ?HNMR (DMSO-d6, ppm): 8.68 (2H, t, J=5.9 Hz) 3.52-3.40 (4H, m) 1.16 (6H, t, J7.1 Hz).ESI-MS (m/z): 287, 289, 291 [M+Hjt

According to the analysis of related databases, 32980-71-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia