Pyrimidines

Synthetic Route of 23906-13-0, Adding some certain compound to certain chemical reactions, such as: 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine,molecular formula is C6H10N4, 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 23906-13-0.

General procedure: An ethanolic solution (25 mL) of 2-hydrazino-4,6-dimethylpyrimidine 1 (0.27 g, 2 mmol) and trifluoromethyl-bdiketones 2a-c (2 mmol) was refluxed for 7 h. The reaction was monitored by tlc. On completion of reaction, solvent was evaporated in vacuo and the solid obtained was recrystallized from ethanol. The tlc and 1H NMR of the reaction mixture showed the formation of a single product 3a-c.

According to the analysis of related databases, 23906-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aggarwal, Ranjana; Bansal, Anshul; Rozas, Isabel; Kelly, Brendan; Kaushik, Pawan; Kaushik, Dhirender; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 350 – 357;,
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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, the common compound, a new synthetic route is introduced below. Application In Synthesis of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Example 6b Using NaHMDS N-(4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (0.5 g, 1.4 mmol) and 2-((4 ,6S)-6-((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl- 1 ,3-dioxan-4-yl)acetate te/f-butyl ester (0.7 g, 1.6 mmol) were added to 10 mL of dry THF. After stirring for 10 min at 20C, the reaction mixture was cooled to -70C. At this temperature 1.9 mL of NaHMDS solution (1 M in THF, total 3.8 mmol) was added in 60 min keeping the temperature between -70 and -75C. When dosing was completed, the temperature of the reaction mixture was allowed to increase to -10C. After stirring at this temperature for 1 h, the reaction was quenched with 10% aqueous NaHC03 (5 mL). The phases were separated. The aqueous layer was extracted with 2 x 20 mL of ethyl acetate. The combined organic phases were washed with 5% aqueous Na2C03 and concentrated under vacuum. H PLC analysis indicated an E to Z ratio of >99: 1 . The residue was crystallized from methanol to give 2-((4f?,6S)-6-((E)-2-(4-(4-fluorophenyl)-6- isopropyl-2-(N-methylmethylsulfonamido) pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan- 4-yl)acetate, te/f-butyl ester as a solid (0.52 g, 0.9 mmol, 64% yield).

The synthetic route of 147118-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel; WO2012/98048; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 180869-36-7, Adding some certain compound to certain chemical reactions, such as: 180869-36-7, name is 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine,molecular formula is C8H12N2O2S, 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 180869-36-7.

(11-[2″{4″Pgperldinyloxy)-4-pyrjmi’dg?yf]ethyl}oxy)-2-th|opheStep A – 4-[Bis(methy.oxy)methy l]-2-(methylsuifonyl)pyrimidine4-[betais(methyfoxy)methyl]-2-(methyithlo)pyrimldme (US Patent 6218537, 2001) (8.24 g, 46.1 mmo.) was dissolved s? 150 mL of DCM and cooled to 0 C with stirring. 3-Chloroperoxybenzoic acid (23.87 g, 70%, 98.8 rnmoi) was added in a single portion. The reaction was altowed to reach r? slowly, The reaction was stirred 2 h and quenched by the addition of 150 ml of 10% sodium sulfite solution. The mixture was poured into a separatory funnel and the layers were separated. The organic layer was washed with 150 mL of 10% Na2COs solution (2X) and brine (IX). The organic layer was dried over ^IgSO4, filtered, and concentrated in vacuo. Purification by Hash chromatography afforded 10.25 g (98%) of the title compound. 1H NMR (400 IVlHz8 CDCb) S 8.96 (d, J- 4.9 Hz1 1 H), 778 (d , J^- 4.9 Hz, 1 H), 5.34 (s, 1 H), 3.48 (s, 6H), 3.38 (s, 3H).

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. 180869-36-7, 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143456; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 19810-79-8, 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. 19810-79-8, name is 2-Morpholinopyrimidin-4-ol, molecular formula is C8H11N3O2, 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.

2c) 4- (4-BROMO-PVRIMIDIN-2-VL)-MORPHOLINE A mixture of 2-morpholin-4-yl-pyrimidin-4-ol (6.08 g, 33.6 MMOL) and phosphorus OXYBROMIDE (12.5 g, 43.7 MMOL) in 330 mL MECN is heated to reflux for 1 hour. The reaction is cooled to room temperature, concentrated to half volume, and poured over ice. The resulting mixture is neutralized with a saturated solution of NaHCOs, and then extracted with methylene chloride. The organic phase is washed with saturated NACI (aqueous), dried over ANHYDROUS MGS04, FILTERED, concentrated and dried to an off-white solid (7.11 g, 87%). M+H’= 245.97. H NMR (CDC13) ; a 8.05 (d, 1H), 6.70 (d, 1H), 3.75 (m, 8H).

According to the analysis of related databases, 19810-79-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56686-16-9, 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 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred anhydrous THF containing 5-bromo-2,4-dimethoxypyrimidine (0.29g, 1.3mmol) was added dropwise a 2.5M n-BuLi/hexane solution (0.6mL, 1.4mmol) at 195K under argon atmosphere. After 30min, 8a (0.52g, 1.3mmol) was added and the reaction mixture was stirred for 2h at this temperature. The reaction was allowed to warm to room temperature and quenched by addition of water. The product was extracted with diethyl ether. Then the combined organic layers were dried over MgSO4, filtered and concentrated. Column chromatography on SiO2 with petroleum ether and ethyl acetate (v/v=6/1) as the eluent afforded 0.35g of 1o as a colorless solid in 52% yield.

According to the analysis of related databases, 56686-16-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Dyes and Pigments; vol. 102; (2014); p. 159 – 168;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 514854-12-7, 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 514854-12-7 as follows.

A suspension of 2,4-diamino-6-ethylpyrimidine (0.8750 g, 5.00 mmol) and iodine monochloride (0.40 mL, 7.50 mmol) in methanol (15 mL) was stirred at roomtemperature for 2 hours. Water (5 mL) was added and adjusted pH to 7 with 10% aq NaOH. The reaction was extracted 3 times with ethyl acetate (15 mL each), dried over anhydrous MgSO4 and evaporated. The product was obtained as a light brown solid (1.1355 g, 86% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,514854-12-7, its application will become more common.

Reference:
Patent; NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY; KAMCHONWONGPAISON, Sumalee; CHAROENSETAKUL, Netnapa; PEEWASAN, Krisana; VANICHTANANKUL, Jarunee; RATTANAJAK, Roonglawan; TAWEECHAI, Supannee; ANUKUNWITHAYA, Tosapol; YOOMUANG, Aphisit; YUTHAVONG, Yongyuth; VILAIVAN, Tirayut; (44 pag.)WO2017/52479; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13479-88-4, 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. 13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, 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.

Step 5N-(3-(2-Oxa-6-azaspiro[3.3]heptan-6-yl)phenyl)-5-chlorothiazolo[5,4-d]pyrimidin-7-amine Procedure:A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (108 mg, 0.526 mmol), 3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)aniline (100 mg, 0.526 mmol) and DIEA (102 mg, 0.789 mmol) in 5 mL of DMSO was stirred at room temperature for 16 hours. The mixture was poured into water and the precipitate was filtered. The crude N-(3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)phenyl)-5-chlorothiazolo[5,4-d]pyrimidin-7-amine (160 mg, 85%) was used into the next step without purification. LC-MS: 360 [M+H]+, tR=1.53 min.

According to the analysis of related databases, 13479-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1224944-77-7, 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.1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.63, as common compound, the synthetic route is as follows.

Chiral amine ((S) -2- (2-((R) -1-aminoethyl) -4-fluorophenoxy) propyl-3,3,3-d3) carbamic acid tert-butyl ester (10g ) And 5-chloropyrazolo [1,5-a] pyrimidine-3-carboxylic acid ethyl ester (10g)Diisopropylethylamine base (6.5g) in n-butanol solvent (50mL)The target compound was obtained by condensation at 114-120 C for 8 hours.

Statistics shows that 1224944-77-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; Jiao Yuqi; (29 pag.)CN110577549; (2019); 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. 23945-44-0, name is 2,4-Dihydroxypyrimidine-5-carboxylic acid, molecular formula is C5H4N2O4, 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. Recommanded Product: 2,4-Dihydroxypyrimidine-5-carboxylic acid

(a) (2,4-dichloropyrimidin-5-yl’)(2-methylmorpholino’)methanone (compound 3) Phosphorus pentachloride (128.1 g, 0.615 mol) was added portionwise to a stirred mixture of 2,4-dihydroxypyrimidine-5-carboxylic acid (compound 1) (26.7 g, 171 mmol, Alfa Aesar) in phosphorous oxychloride (122.2 ml_, 1.29 mol) at RT. The reaction mixture was heated to 115 C and stirred overnight. The reaction was cooled to RT and the volatiles were removed under vacuum. The residue was diluted with cyclohexane and filtered. The filtrate was evaporated under reduced pressure to give 2,4-dichloropyrimidine-5-carbonyl chloride (compound 2) as a yellow oil (37.9 g). This material was used in the next step without further purification. A solution of 2-methylmorpholine (Intermediate B) (4.91 g, 48.6 mmol, Enamine) and DIPEA (8.5 ml_, 48.8 mmol) in DCM (60 ml.) was added dropwise over 30 minutes to a stirred solution of 2,4-dichloropyrimidine-5-carbonyl chloride (compound 2) (9.34 g, 44.2 mmol) in DCM (242 ml.) at 0 C. The reaction mixture was stirred for 2 h at 0 C and then quenched with H20. The phases were separated and the organic phase washed with 0.5 M HCI, H20, dried over Na2S04 and then evaporated under reduced pressure. The residue was purified by flash column chromatography (Cyclohexane/EtOAc 6/4 to 4/6) to give desired (2,4- dichloropyrimidin-5-yl)(2-methylmorpholino)methanone (compound 3) as a colourless oil which solidified on standing (11.02 g, 90% yield). It will be appreciated by the skilled artisan that the above reaction may be carried out using 2-methylmorpholine hydrochloride salt (Intermediate B, hydrochloride salt), in which case an extra one equivalent of base (DIPEA) may be used in the reaction. Alternatively, 2-methylmorpholine hydrochloride salt may be converted to 2-methylmorpholine free base by treatment with a suitable base (e.g. DIPEA) prior to being employed in the reaction. MS (+ve ion electrospray): m/z 276 [MH+]

With the rapid development of chemical substances, we look forward to future research findings about 23945-44-0.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; UNIVERSITY OF DUNDEE; MILES, Timothy James; THOMAS, Michael George; (60 pag.)WO2016/116563; (2016); 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 14080-23-0, name is 2-Cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Cyanopyrimidine

General procedure: The nitrile (or combination of two different nitriles) and zinc triate (0.05 eq to the total nitrile content) were combined. When this did not yield a clear solution this was achieved by shortly heating the mixture at 60 C or by the addition of a minimum amount of Et0H. When a clear solution was obtained hydrazine monohydrate (2 eq to the total nitrile content) was added at once and the mixture was stirred at 60 C for typically 16 h, after which the volatiles were removed in vacuo. A1. Oxidation of dihydrotetrazine precursor ([2H]-TZ) having NHBoc functionality: The crude mixture containing [2H]-TZ was divided between CHC13 and H90 and the aqueous layer was extracted with CHC13 (3x). The organic layer was dried with Na2SO4, filtrated and the volatiles were removed in vacuo. Thecrude [2H]-TZ was dissolved in CH2C12 and PhI(OAc)2 (1.5 eq) was added. The mixture was stirred at room temperature until HPLC-PDAIMS indicated full conversion of [2H]-TZ to TZ (typically 2 to 4 h).

With the rapid development of chemical substances, we look forward to future research findings about 14080-23-0.

Reference:
Patent; TAGWORKS PHARMACEUTICALS B .V.; ROBILLARD , Marc Stefan; VERSTEEGEN, Ronny Mathieu; ROSSIN, Raffaella; HOUBEN, Freek Johannes Maria; VAN KASTEREN, Sander Izaak; (261 pag.)WO2019/212356; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia