Day: June 23, 2021

Application of 1337532-51-0, 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.1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, molecular weight is 227.06, as common compound, the synthetic route is as follows.

To a stirred solution 4-(2 , 5-dimethylbenzyl)-2-(3-fl uoro-4-(4,4, 5, 5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.2 g, 0.47 mmol, 1 equiv) in 1,4-Dioxane (20 mL) was added 5-bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.085 g, 0.37 mmol, 0.8 equiv), tripotassium phosphate (0.2 g, 0.94 mmol, 2.0 equiv) and water (0.5mL).The reaction mixture was degassed with argon for 10 minutes. Pd2(dba)3 (0.021 g, 0.023 mmol, 0.05 equiv) and (tBut)3PHBF4 (0.013 g, 0.047 mmol, 0.1 equiv) were added and degassed with argon for 10 minutes. The reaction mixture was stirred for 0/N at 100 C in a sealed vessel. The reaction was cooled to room temperature. The Reaction mixture was evaporated to obtain crude product, which was purified over silica gel flash column chromatography. The compound eluted out in 2% MeOH:DCM. Fractions obtained were concentrated to give 2-(4-(4-amino-7-methyl-7H-pyrrolo[2 ,3-d]pyrimidin-5- yl)-3-fluorophenyl)-4-(2 ,5-dimethyl benzyl)-2,4-dihydro-3H- 1,2 ,4-triazol-3-one (0.07 g, 33 %) as off white solid. LCMS (ES) m/z = 444.2 [M+H]. 1H NMR (400 MHz, DMSO-d6) O ppm: 2.23 (5, 3H), 2.28 (5, 3H), 3.73 (5, 3H), 4.84 (5, 2H), 6.03 (br.s, 2H), 6.97 (5, 1H), 7.03 (d, J=7.2 Hz, 1H), 7.10 (d, J=7.2 Hz, 1H), 7.31 (5, 1H), 7.47 (t, J=8.0 Hz, 1H), 7.83-7.86 (m, 2H), 8.13 (5, 1H), 8.27 (5, 1H)

Statistics shows that 1337532-51-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90213-66-4, 2,4-Dichloro-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, 90213-66-4, blongs to pyrimidines compound. COA of Formula: C6H3Cl2N3

Compound 20.2 (3.80 g, 20.0 mmol) was dissolved in THF (200 mL) and cooled to- 20C for 20 min. N-IODOSUCCINIMIDE (7. 0g, 30.0 mmol) was slowly added and the resulting mixture was stirred at room temperature. After 2h, the mixture was evaporated to dryness and the residue was re-dissolved in ethyl acetate, washed with 5% sodium thiosulphate, saturated sodium chloride solution and then dried over sodium sulfate and evaporated to dryness. The crude product was purified by silica gel column chromatography using 20 % ethyl acetate in hexane to give 4.6 g of compound 20.3 as a yellowish solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90213-66-4, its application will become more common.

Reference:
Patent; BIOTA, INC.; WO2005/21568; (2005); A2;,
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. 53342-27-1, name is 1-(2-Pyrimidinyl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. name: 1-(2-Pyrimidinyl)ethanone

Step 2: 3-Dimethylamino-1-pyrimidin-2-ylpropenone On a very short distillation bridge, 11 g (90 mmol) of 2-acetylpyrimidine and 23 g (193 mmol) of DMF-DMA were stirred at 100 C. for 1 h, during which time some distillate passed over. The mixture was concentrated by evaporation and the residue was recrystallized from benzotrifluoride. Yield: 11.4 g (70% of theory) 1H-NMR (D6-DMSO): 3.1 (s, 6H), 6 (d, 1H), 7.5 (t, 1H), 7.7 (d, 1H), 8.9 (d, 2H)

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, 53342-27-1, 1-(2-Pyrimidinyl)ethanone.

Reference:
Patent; Bayer CropScience AG; US2011/212949; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1193-21-1, name is 4,6-Dichloropyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4,6-Dichloropyrimidine

The 4,6-dichloropyrimidine 3.88g (26mmol) were dissolved in 40ml of isopropyl alcohol and p-anisidine 2.46g (20mmol), under stirring, 1.5ml of concentrated sulfuric acid was added dropwise, the reaction was heated at reflux for 6 hour monitoring of the reaction system. After completion of the reaction was cooled to room temperature, placed in 4 refrigerator overnight, the precipitated white solid was filtered off with suction, the filter cake was dried in an oven, to give 6-chloro -N- (4- methoxyphenyl) pyrimidin-4-amine The crude product 4.3g, 93% yield.

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, 1193-21-1, 4,6-Dichloropyrimidine.

Reference:
Patent; XI’AN JIAOTONG UNIVERSITY; ZHANG, JIE; ZHANG, TAO; DONG, JINYUN; PAN, XIAOYAN; HE, LANGCHONG; LU, WEN; WANG, SICEN; SHI, YALING; (19 pag.)CN104262263; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1439-09-4, 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 1439-09-4, name is 5-Bromo-4-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 32:[00194] A reaction flask was charged with tetrakis(triphenylphosphine)palladium(0) (6.08 mg, 5.26 muiotaetaomicron?), Preparation 32A (30 mg, 0.105 mmol), sodium carbonate (44.6 mg, 0.421 mmol), and 5-bromo-4-methylpyrimidine (19.11 mg, 0.1 10 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0, Volume: 393 mu?), EtOH (Ratio: 1.000, Volume: 196 mu?), and water (Ratio: 1.000, Volume: 196 mu?) were added sequentially. The resultant mixture was heated at 90 C overnight. After 15 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a yellow residue. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge C18, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5acetonitrile:water with 10-mM ammonium acetate; Gradient: 10-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (6.9 mg, 26%). ESI MS (M+H)+ = 252.1. HPLC Peak tr = 1.88 minutes. Purity = 99%. HPLC Conditions: B.

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 1439-09-4, 5-Bromo-4-methylpyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, 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, Recommanded Product: 1211443-61-6, blongs to pyrimidines compound. Recommanded Product: 1211443-61-6

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

The synthetic route of 1211443-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 428854-24-4, 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, 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, Safety of 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, blongs to pyrimidines compound. Safety of 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine

Example 9A 3-Bromo-1,1,1-trifluoropropan-2-yl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate 0.888 ml (8.563 mmol) of 3-bromo-1,1,1-trifluoro-2-propanol were initially charged in 22 ml of dichloromethane, 952 mg (3.211 mmol) of bis(trichloromethyl) carbonate were added and the mixture was cooled to 0 C. Thereafter, 0.519 ml (6.422 mmol) of pyridine were added dropwise and the mixture was stirred at 0 C. for 1 h. Then 1.5 g (4.281 mmol) of the compound from example 1A dissolved in pyridine (11 ml) were added and the mixture was stirred at 0 C. for a further 30 min. After a further 12 h at RT, the reaction was stopped by addition of 30 ml of saturated aqueous sodium hydrogencarbonate solution and extracted three times with dichloromethane. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (dichloromethane/methanol gradient). This gave 532 mg (21% of theory) of the title compound. LC-MS (method 2): Rt=0.92 min; MS (EIpos): m/z=569/571 [M+H, Br pattern]+.

The synthetic route of 428854-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; Baerfacker, Lars; Weigand, Stefan; US2014/148433; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, 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 N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, blongs to pyrimidines compound. Application In Synthesis of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Method 2 Solution of aldehyde A (16 mg, 0.046 mmol) and ylide (R)-B (same as with method 1) (30 mg, 0.046 mmol) in 1 ml of toluene was reflux during 48h and evaporated under residue pressure to remove toluene. Product was purified by column chromatography (silica, EtOAc, Rf = 0.92) affording 10 18 mg (52%) as colorless viscous oil. 1H-NMR (300 MHz1 CDCI3): delta = 1.00 (s, 9H1 Me3C)1 1.26 (m, 3H + 6H, Me2CH + CH2Me), 3.52 (s, 3H, Me-N), 3.59 (s, 3H, MeSO2N)1 2.49 (m, 2H, CH2CO2Et), 2.69 (dd, 1 H, J = 15.75 Hz, J = 5.53 Hz, C(O)CHH), 2.83 (dd, 1 H, J = 15.75 Hz, J = 7.48 Hz, C(O)CHH), 3.25 (m, 1 H, Me2CH), 4.05 (q, J = 7.11 Hz, CH2Me), 4.59 (m, 1 H, CH), 5.95 (d, 1H, J = 16.50 Hz, CH=CH), 7.07 (m, 2H, Ar), 7.36 (m, 7H, CH, CH=CH + Ar), 7.55 (m, 2H, CH, Ar), 7.65 (m, 4H, CH, Ar).

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; RATIOPHARM GMBH; WO2009/24323; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 156-81-0 , The common heterocyclic compound, 156-81-0, name is Pyrimidine-2,4-diamine, molecular formula is C4H6N4, 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.

Method 11; Synthesis of 5-bromopyrimidine-2,4-diamine; [0251] To a solution of 2,4-diaminopyrimidine (1.0 g, 9.1 mmol) in chloroform (30 mL) was added N-bromosuccinimide (1.62 g, 9.08 mmol). The solution was stirred in the dark for 12 hours, at which time it was added to CH2Cl2 (150 mL) and IN NaOH (50 mL). The solid that formed was filtered, rinsed with water and concentrated in vacuo, yielding 1.4 g (74%) of 5-bromopyrimidine-2,4-diamine: LCMS (m/z): 189/191 (MH+); 1H NMR (DMSO-J6): delta 7.78 (s, IH), 6.58 (bs, 2H), 6.08 (bs, 2H).

The synthetic route of 156-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. SDS of cas: 6299-85-0

Intermediate C5; 2-Chloro-6-(piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester dihydrochloride; Step 1: 6-( l-tert-Butoxycarbonyl-piperidin-4-ylamino)-2-chloro-pyrimidine-4-carboxylic acid methyl ester; A mixture of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester (3.98 g, 19.19 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-l-carboxylic acid tert- butyl ester (5.0 g, 24.94 mmol, 1.3 equiv) in anhydrous DMF ( 100 mL) was heated to 60 0C for 18 h. The organic phase was concentrated under reduced pressure and the crude reaction mixture extracted from a 1 M NaOH ( 100 mL) solution with ethyl acetate (3 x 50 mL). The combined organic phases were dried over MgStheta4 and the product purified with silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of heptane/ ethyl acetate providing 3.46 g (49%) of the title compound. 1H NMR (300 MHz, CDCl3): delta 1.42-1.51 (m, 2H), 1.47 (s, 9H), 2.00- 2.05 (m, 2H), 2.90-3.01 (m, 2H), 3.92 (s, 3H), 4.05-4.10 (m, 2H), 4.19 (br s, IH), 7.10 (s, IH), 7.17 (br s, IH). 13C NMR (75 MHz, CDCl3): (528.30, 31.23, 42.41, 48.00, 52.88, 79.61, 106.38, 153.58, 154.61, 161.21, 163.75, 164.23. MS (ISP): 371.1 [M+H]+.

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/692; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia