Day: March 24, 2022

Reference of 60025-06-1, Adding some certain compound to certain chemical reactions, such as: 60025-06-1, name is 1-(4,6-Dichloropyrimidin-5-yl)ethanone,molecular formula is C6H4Cl2N2O, 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 60025-06-1.

Step 1 : A solution of 1-(4,6-dichloropyrimidin-5-yl)ethanone (3.81 g, 19.9 mmol) (see Clark et al., J.C.S. Perkin 1 , 1976, 1004) in dioxane (90 mL) was cooled to O0C, and the chilled solution was treated with TEA (2.78 mL, 19.9 mmol) and hydrazine hydrate (1.16 mL, 23.9 mmol). The reaction mixture was then stirred for 18 hr. at 25SC. The mixture was filtered and the precipitate washed with dioxane. The combined filtrates were concentrated, and the resultant residue was chromatographed on silica gel, eluting with 30-35% ethyl acetate/ hexanes to provide 4-chloro-3-methyl-1 H-pyrazolo[3,4-d]pyrimidine (C24). Yield: 2.98 g, 89%. 1H NMR (500 MHz, DMSO-d6) delta: 8.71 (1 H), 2.60 (3H) ppm.

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. 60025-06-1, 1-(4,6-Dichloropyrimidin-5-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12635; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 60722-67-0, 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. 60722-67-0, name is 2-(Phenylmethoxy)-4-pyrimidinamine. A new synthetic method of this compound is introduced below.

KHMDS, 0.5M solution in toluene (5.95 mL, 2.98 mmol), was added to a stirred solution of the 2-(benzyloxy)pyrimidin-4-amine (0.50 g, 2.48 mmol) in toluene (15 mL) at 0C under nitrogen atmosphere. The reaction was stirred for 30 mm. In another flask, 4- iodobenzoic acid (1,85 g, 7.44 mmol) was dissolved in CH2CI2 (20 mL) under an N2. The solution was cooled to 0 C, oxalyichloride (0.65 mL, 5.16 mmol) was added dropwise followed by the addition of two drops of DMF. The reaction was allowed to stir for 30 mm, until the solution becomes clear. The mixture was concentrated under reduced pressure; the acid chloride formed was dissolved in dichloromethane (10 mL) added into the deprotonated aminopyrimidine dropwise. The reaction was allowed to warm to rt and was stirred overnight. The reaction was quenched with saturated solution of NH4CI (10 mL), extracted with EtOAc (3 x 10 mL). The combined fractions was washed with brine (10 mL) and dried with anhydrous Na2SO4, filtered and concentrated under reduced presure. Purification on silica gel using flash chromatography (10% EtOAc/hexanes) afforded the desired compound as a white solid. MP. 110 C. 1H NMR (500 MHz, CDCI3); ppm 8.50 (d, IH), 8.48 (br s, 1H), 7.96 (d, 1H), 7.88 (d, 2H), 7.60 (d, 2H), 7.47 (d, 2H), 7.38 (t, 2H), 7.34 (t, IH), 5.43 (s, 2H). ?3C NMR (100 MHz, CDCI3); ppm 165.4, 164.7, 160.9, 159.2, 138.5, 136.4, 132.8,128.9, 128.6, 128.2, 128.0, 104.4, 100.6, 69.3. IR(neat); 3303, 3061, 1695, 1585, 1516, 1402, 1288 cm-?. HRMS (ES) Calculated for C,8H,4N3O2Na1 m/z (M+Na) 454.0028, Obs?d.454.0030.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60722-67-0, 2-(Phenylmethoxy)-4-pyrimidinamine, and friends who are interested can also refer to it.

Reference:
Patent; CURZA GLOBAL, LLC; THE UNIVERSITY OF UTAH RESEARCH FOUNDATION; REDDY, Hariprasada R. Kanna; SEBAHAR, Paul R.; SERRANO, Catherine M.; LOOPER, Ryan E.; (117 pag.)WO2019/13789; (2019); 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. 55150-17-9, name is 4-Ethoxypyrimidin-5-amine, molecular formula is C6H9N3O, 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: C6H9N3O

To a solution of 2-phenylimidazo[l,2-Z>]pyridazine-8-carboxylic acid (40 mg, 0.167 mmol) and 4-ethoxypyrimidin-5 -amine (46.5 mg, 0.334 mmol) in DMF (2 mL) was added N,N-diisopropylethylamine (0.175 mL, 1.003 mmol) and HATU (127 mg, 0.334 mmol). The reaction mixture was stirred at rt for 2 h. The reaction mixture was transferred to a separatory funnel containing saturated aqueous NaHCCb solution (15 mL). The aqueous layer was extracted with ethyl acetate (3 x 15 mL). The combined organic layers were washed with brine (20 mL), dried over MgS04, filtered, and concentrated. The residue was purified by column chromatography on silica gel (80%? 90% ethyl acetate in hexanes; 24 g column) to afford N-(4-ethoxypyrimidin-5-yl)-2- phenylimidazo[l,2-)]pyridazine-8-carboxarnide (20 mg, 0.055 mmol, 33% yield) as a yellow solid: NMR (400MHz, DMSO-de) delta 12.28 (s, IH), 9.64 (s, IH), 9.17 (s, IH), 8.81 (d, J=4.8 Hz, IH), 8.65 (s, IH), 8.27 – 8.23 (m, 2H), 7.92 (d, J=4.8 Hz, IH), 7.60 – 7.55 (m, 2H), 7.50 – 7.45 (m, IH), 4.79 (q, J=7.0 Hz, 2H), 1.47 (t, J=7.0 Hz, 3H); LCMS (ESI) m/e 361.1 [(M+H) + , calcd for CioHnNeC 361.1]; HPLC (Method A): fe. = 13.50 min; (Method B) = 12.55 min.

With the rapid development of chemical substances, we look forward to future research findings about 55150-17-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (104 pag.)WO2018/98411; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42839-08-7, 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.42839-08-7, name is Ethyl pyrimidine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.

The 2 – (2 – methoxy phenoxy) malonamide (II) (35.0 g, 156.1 mmol) dissolved in ethanol (600 ml) in, are tertiary butanol sodium (30.0 g, 312.2 mmol) and 2 – pyrimidine formic acid ethyl ester (III) (23.8 g, 156.1 mmol), stirred under the protection of nitrogen reflux 1 h, TLC detection reaction is completed. Recovering the ethanol, the residue with water (200 ml) mixed beating, filtering, a little water to wash the filter cake, drying, to obtain compound 5 – (2 – methoxyphenoxy) – 1H – [2, 2′] – bipyridyl – 4, 6 – dione (IV) 40.5 g, yield is 83%.

The chemical industry reduces the impact on the environment during synthesis 42839-08-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Tianci International Pharmaceutical Co., Ltd.; Li Xinjuanzi; Li Jianzhi; Ma Xilai; Chi Wangzhou; Liu Hai; Hu Xuhua; Zheng Xiaoli; Zhai Zhijun; Li Jianxun; (14 pag.)CN104193687; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 87026-45-7, 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.87026-45-7, name is 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

Ethyl 4-(2-{(3,5-bis-trifluoromethyl-benzyl)-[2-(4,4?5,5-tetramethyl- [1,3 , 2] dioxaborolan-2-yl) – 5-trifluoromethyl-benzyl] -amino}-pyrimidin- 5- yloxy)-butyrate (300mg) is dissolved in 1,4-dioxane (5ml) and thereto are added 4-chloro-5-methoxy-2-methylsulfanil-pyrimidine (117mg), [1, 1′- bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex (33mg) and cesium carbonate (199mg), and the mixture is stirred under nitrogen atmosphere at 80C overnight. The reaction solution is cooled to room temperature, and thereto are added chloroform and water, and the insoluble materials are removed by filtration through Celite. The filtrate is separated, and the organic layer is dried and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = 9: 1?7:3) to give ethyl 4-(2-{(3,5- bis-trifluoromethyl-benzyl) – [2- (5-methoxy-2 -methylsulfanil-pyrimidin-4-yl) – 5-trifluoromethyl-benzyl]-amino}-pyrimidin-5~yloxy)-butyrate (165mg). MS (m/z): 764 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 87026-45-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88996; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14631-08-4, 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. 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, 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.

Example 133[2-(4-Dimethylamino-piperidin-1-yl)-9H-purin-8-yl]-(2-isoquinolin-4-yl-pyridin-4-yl)- methanoneStep 1 : A toluene suspension of 2-chloro-pyrimidine 4,5-diamine (289 mg, 2.0 mmol), trimethylorthoformate (1.9 g, 18 mmol) and benzenesulfonic acid (14 mg, 0.08 mmol) was heated at reflux overnight. The reaction was cooled and diisopropylethylamine (28 Dl, 0.08 mmol) was added. The mixture was evaporated to dryness and the 2-chloro-9-dimethoxymethyl-9H-purine was used without further purification

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 14631-08-4, 2-Chloropyrimidine-4,5-diamine.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 114040-06-1 , The common heterocyclic compound, 114040-06-1, name is 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H2BrCl2N3, 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 3-bromo-5,7-dichloropyrazolo[l,5-a]pyrimidine (5.0 g, 19 mmol) in DCM (50 mL) was added cyclopropylmethanamine (1.48 g, 21 mmol), and DIPEA (6.6 mL, 38 mmol). The reaction was stirred at rt for 2 h. Water and DCM were added to separate the phases and the aqueous phase was extracted with DCM. The combined organic extracts were dried over NaSC>4, filtered and concentrated. The crude product was purified by flash chromatography (gradient: EtO Ac/hex 0-50%) to give the title compound as a yellow solid (5.25 g, 92%). NMR (400 MHz, CDCl3) delta ppm 7.97 (s, 1H), 6.50 (br. s, 1H), 5.97 (s, 1H), 3.25 (dd, J = 7.3, 5.5 Hz, 2H), 1.26-1.13 (m, 1H), 0.74-0.65 (m, 2H), 0.37 (q, J= 5.0 Hz, 2H); MS ESI [M + H]+ 301.0, calcd for [Ci0Hi0BrClN4 + H]+ 301.0.

The synthetic route of 114040-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LAUFER, Radoslaw; NG, Grace; LI, Sze-Wan; PAULS, Heinz W.; LIU, Yong; PATEL, Narendra Kumar B.; WO2015/70349; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3, 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 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

b) methyl 3-((7-(2,4-dimethylpyrimidin-5-yl)-3-sulfamoylquinolin-4-yl)amino)-5- isopropoxybenzoate. A mixture of methyl 3-((7-bromo-3-sulfamoylquinolin-4- yl)amino)-5-isopropoxybenzoate (250 mg, 0.506 mmol) bis(pinacolato)diboron (141 mg, 0.556 mmol), potassium acetate (174 mg, 1.770 mmol) [1 , 1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and 1 ,4-dioxane (3 mL) was purged with nitrogen for 15 minutes, and then heated at 1 10 C for 30 minutes in a microwave reactor. 5- bromo-2,4-dimethylpyrimidine (0.036 mL, 0.321 mmol), cesium carbonate (330 mg, 1 .01 1 mmol), [1 ,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and water (1 mL) were added to the mixture and this again purged with nitrogen for 15 minutes. The mixture was heated in a microwave reactor at 1 10 C for 30 min, then cooled and filtered. The filtrate was purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to give the title compound (120 mg, 80% pure, 36%) as a brown solid. LCMS (ES+) m/e 522 [M+H]+.

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 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1672-50-0, name is 4,5-Diamino-6-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1672-50-0

4, [5-DIAMINO-6-HYDROXYPYRIMIDINE] [(1] g) and dimethylaniline [(1] mL) in POC13 (10 [ML)] were heated at reflux under an inert atmosphere for 4 hours. The reaction mixture was concentrated in vacuo, carefully diluted with ice-water and then neutralised with NaHCO3. The product was extracted with EtOAc (4 x 30 mL) and then the organics were dried [(MGS04),] filtered and concentrated in vacuo. The crude product was triturated with DCM to afford the product as a pale grey solid [(168MG, 15%)] ; [‘H] NMR [(CDC13)] 8 4.95 (br s, 2H), [6. 73] (s, 2H), 7.65 (s, 1H); m/e (MH+MeCN) [+ 186.]

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, 1672-50-0, 4,5-Diamino-6-hydroxypyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/13141; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 199678-12-1, 4-Pyrimidin-2-yl-benzoic acid, 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, 199678-12-1, blongs to pyrimidines compound. SDS of cas: 199678-12-1

General procedure: Synthesis of amides from the carboxylic acid: A 100 mL round bottom flask was charged with carboxylic acid (11 mmol) to which thionyl chloride (10 mL) was added dropwise under flow of argon at room temperature. The reaction mixture was refluxed for 3 h at 85 C, then the excess SOCl2 was removed in vacuo to afford the crude acid chloride on one hand, whereas in another flask solution of 8-aminoquinoline (10 mmol) and NEt3 (11 mmol) in dichloromethane (20 mL) was stirred for 10-15 minutes. Deprotonated amine was added to a solution of acid chloride at 0 C. The reaction was allowed to warm to room temperature and stirred overnight for complete conversion. Upon completion, it was quenched with saturated NaHCO3 solution and extracted with CH2Cl2 three times. These extracts were combined and dried over NaSO4. After evaporation in vacuum, the crude amide product was purified by flash column chromatography (Hexane: ethyl acetate 10:1) through silica gel.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,199678-12-1, its application will become more common.

Reference:
Article; Kalsi, Deepti; Barsu, Nagaraju; Dahiya, Pardeep; Sundararaju, Basker; Synthesis; vol. 49; 17; (2017); p. 3937 – 3944;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia