Day: March 11, 2021

Adding a certain compound to certain chemical reactions, such as: 945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, 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, Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine

To 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (42, 0.192 g, 1.44 mmol), propane-1-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide (9, 0.456 g, 1.73 mmol), potassium hydroxide (0.263 g, 4.69 mmol) and 1.0 mL of methanol were added to provide a solution. The reaction was allowed to stir at room temperature for 30 hours, then quenched with water and adjusted to pH~5 with acetic acid and sodium bicarbonate and extracted with ethyl acetate and saturated sodium chloride. The organic layer was washed with water and brine, dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluding with ethyl acetate and hexane with 4% acetic acid. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound as an off-white solid (P-0055, 215 mg). 1H-NMR(dmso-d6) showed it contains about >80% of the desired compound, used in the next step without further purification. MS(ESI) [M+H-]+=397.1.

The synthetic route of 945950-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2240-25-7, 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. 2240-25-7, name is 4-Amino-5-bromopyrimidin-2(1H)-one. A new synthetic method of this compound is introduced below.

To a solution of 9 (1 g, 5.26 mmol) in DMF (10 mL) was added 40%chloroacetaldehyde (1.24 g, 6.32 mmol) at rt. The reaction mixture wasstirred at 100 C for 10 h. The reaction mixture was diluted with H2O(20 mL) and the white precipitate was filtered and washed with water.The solid was then dried under reduced pressure to give the titlecompound (0.73 g, 64.8% yield). 1H NMR (300 MHz, DMSO-d6) delta 11.92(s, 1H), 7.89 (d, J=1.0 Hz, 1H), 7.65 (s, 1H), 7.42 (d, J=1.0 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Article; Yang, Yifei; Chen, Pan; Zhao, Leilei; Zhang, Fangqing; Zhang, Bing; Xu, Changliang; Zhang, Huibin; Zhou, Jinpei; Bioorganic Chemistry; vol. 90; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1005-38-5 ,Some common heterocyclic compound, 1005-38-5, molecular formula is C5H6ClN3S, 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.

4-(5-{[3-(trifluromethyl)phenyl]amino}-4F-l,2,4-triazol-3-yl)phenol (100 mg, 0.31 mmol) was dissolved in 3 mL of anhydrous dioxane in 2-5 mL microwave vial (Personal Chemistry). Solid CS2CO3 (101.7 mg, 0.31 mmol) was added, followed by 4-amino-6-chloro-2-(methylthio)-pyrimidine (60.3 mg, 0.34 mmol). The vial was capped and microwaved at 200 C for 10 min. Then ca. 3 mL of MeOH was added to dissolve the formed suspension. The resulting reddish-brown solution was transferred into a round-bottom flask and solvent was removed in vacuo. The residue was re-dissolved in 3 mL of DMF, filtered through 0.22 u syringe filter and purified by reverse phase preparative HPLC using acetontrile/water system with 0.01% of TFA. The fractions, containing the product, were collected and partitioned between EtOAc and saturated aqueous NaHC03. Ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate and filtered. Solvent was removed in vacuo to give the title compound as a white solid (39.5 mg).; ESI-MS: [M+H]+,461.0. lR NMR (DMSO-d6): 5 3.80 (s, 3H), 5.53 (s, 1H), 6.70 (s, 2H), 6.30 (s, 2H), (d, J= 8.6 Hz, 2H),

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. 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2006/24034; (2006); 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. 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, molecular formula is C12H12Cl2N3OP, 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. Product Details of 1197953-49-3

Compound c24-10 (200 mg, 0.58 mmol) was dissolved in 18 ml of ethylene glycol monobutyl ether, then compound b3-1 (237 mg, 0.75 mmol) was added with stirring at room temperature.0.36 ml of a hydrochloric acid solution in ethanol(5.6 M) was reacted at 120 C overnight.TLC showed that the reaction was completed, diluted with water and ethyl acetate.Concentrated to give crude product by column chromatography to give c-24,20mg.

With the rapid development of chemical substances, we look forward to future research findings about 1197953-49-3.

Reference:
Patent; Zhejiang Tongyuankang Pharmaceutical Co., Ltd.; Wu Yusheng; Zhi Wubin; Wang Xin; Wu Shiyong; Li Jingya; Guo Ruiyun; Zheng Maolin; Liang Apeng; Wang Guohui; Chen Mingtao; Ma Jie; Niu Chengshan; (65 pag.)CN108689994; (2018); 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. 720-01-4, name is Ethyl 4-chloro-2-trifluoromethylpyrimidine-5-carboxylate, molecular formula is C8H6ClF3N2O2, 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. Product Details of 720-01-4

(3,5-Bis-trifluoromethyl-ben2yl)-(5-morpholin-4-yl-pyrimidin-2-yl)-[2- (4 , 4 , 5 , 5 -tetramethyl- [ 1 , 3 , 2] dioxaborolan- 2 -yl) – 5 – trifluoromethyl-benzyl] – amine (250mg) is dissolved in 1,4-dioxane (5ml) and thereto are added ethyl 4-chloro-2-trifluoromethyl-pyrimidine-5-carboxylate (140mg), [I5 I1- bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex (30mg) and cesium carbonate (177mg), and the mixture is stirred under nitrogen atmosphere at 80C overnight. The reaction solution is cooled to room temperature, and thereto are added water and ethyl acetate and the insoluble materials are removed by filtration through Celite. The filtrate is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = 9: 1-?4: 1) to give ethyl 4-(2-{[(3,5-bis- trifluoromethyl-benzyl) – (5-morpholin-4-yl-pyrimidin-2 -yl) -amino] -methyl}- 4-trifluoromethyl-phenyl)-2-trifluoromethyl-pyrimidine-5-carboxylate (199mg). MS (m/z): 783 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 720-01-4.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88996; (2007); 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.13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, molecular weight is 274.88, as common compound, the synthetic route is as follows.Recommanded Product: 2,4-Dichloro-5-iodopyrimidine

To a solution of 2,4-dichloro-5-iodopyrimidine (5.50 g, 20.00 mmol) in dioxane (100 mL) was slowly added a solution of tert-butyl l-(4-aminophenyl) cyclobutylcarbamate (5.2 g, 20.00 mmol) in dioxane (20 mL) and triethylamine (5 ml). The reaction mixture was stirred at 80 C overnight. Lc-ms indicated 2,4-dichloro-5-iodopyrimidine was completed consumed. The solvents were removed under reduced pressure to produce a residue, which was dissolved in ethyl acetate (250 mL). The mixture was washed with brine. The combined organic layer was dried over Na2S04 and then filtered. The filtrate was concentrated to give the crude product, which was purified by flash chromatography to afford tert-butyl l-(4-(2-chloro-5- iodopyrimidin-4-ylamino)phenyl)cyclobutylcarbamate. (5.00 g, 50% yield). LC/MS: (ESI+): 501 [M+l]+ , 503 [M+l]+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13544-44-0, 2,4-Dichloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); 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 2435-50-9, name is Pyrimidine-4-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 2435-50-9

A mixture of N1 -methyl-4-trifluoromethyl-benzene-1 , 2- diamine (0.29 g) , pyrimidine-4-carbaldehyde (0.20 g) , sodium sulfite (0.48 g) , and D F (8 ml) was stirred at 80 C for 2 hours, then at 100 C for 2.5 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, saturated aqueous ammonium chloride solution was added, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.20 g of the compound of the formula: (Compound 2 ) .

With the rapid development of chemical substances, we look forward to future research findings about 2435-50-9.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; TAKAHASHI, Masaki; TANABE, Takamasa; NOKURA, Yoshihiko; WO2012/74135; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 941685-26-3, 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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

233 mg (0. 82mmo 1) 2- [(4-chloropyrrolo [2,3 -d]pyrimidin-7-yl)methoxy] ethyl-trimethylsilane was dissolved in 4 ml dry THF and cooled down to -78 C and 500 jiL (1.8 M stocksolution, 0.9 mmol, 1.1 eq.) LDA was added. The mixture was stirred under nitrogen for40 minutes at -78 C then 208 mg iodine (0.82 mmol, 1 eq.) was added and allowed to warm to r.t. It was stirred for 40 minutes, then water was added. The solution was extracted with EEO (2 x 15 ml), combined organic phase was dried (magnesium sulfate) and evaporated. The residue was purified by flash chromatography (Eluent: heptane-EEOgradient).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6, 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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

The compound of formula () (2.4g, 12.5mmol) and 37.5mL THF was added 12.5mL H 2 O mixed solution Were heated to 50 C, was added hydrazine hydrate (1.5g, 25.2mmol), 50 C After stirring for 5min, stirred at room temperature for 20min, was added 100mL of ice water stirring 15min, after unscrew the THF was filtered and dried under vacuum to give a yellow solid 2.06 g, yield 97.6%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Jiao Tong University; Shen, YuMei; Wei, XiaoFei; Gong, Bing; Hu, Yu; Jiang, Yu; Zhao, XioaDong; Shao, Zhifeng; Li, Xiaowei; Wu, XinYan; Tang, Daonian; Liu, Yazhi; (28 pag.)CN103804447; (2016); B;,
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 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 29274-24-6

To a solution of 5-chloropyrazolo[1,5-a]pyrimidine (295 mg, 1.92 mmol) in DCM (10 mL) was added (chloromethylene)dimethyliminium chloride (1.06 g, 6 mmol). The reaction was stirred at 45 C. overnight, and concentrated in vacuo. The residue was dissolved in saturated NaHCO3 aqueous solution (50 mL) and the resulted mixture was then extracted with EtOAc (50 mL¡Á3). The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a light yellow solid (380 mg, 100%). MS (ESI, pos. ion) m/z: 182.2 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 29274-24-6.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia