Pyrimidines

Electric Literature of 69034-12-4, Adding some certain compound to certain chemical reactions, such as: 69034-12-4, name is 2-Chloro-5-(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 69034-12-4.

Step A: (2S,3R)-tert-butyl 2-methyl-3-((5-(trifluoromethyl)pyrimidin-2-yl)amino)piperidine-1-carboxylate. A solution of intermediate B-4 (1 g), 2-chloro-5-(trifluoromethyl)pyrimidine (850 mg) and DIPEA (1.6 mL) in n-BuOH (15 mL) was heated to 100 C. for 1 h. The mixture was diluted with H2O and extracted with EtOAc. The combined organics were dried (MgSO4). Purification via silica gel chromatography (0-30% EtOAc in heptane) gave the title compound (1.5 g, 89%). MS (ESI) mass calcd. for C16H23F3N4O2, 360.4; m/z found 305.1 [M-55]+.

According to the analysis of related databases, 69034-12-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147118-37-4, 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 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

The present embodiment of rosuvastatin calcium intermediate preparation,which is 6 – [(1E) -2- [4- (4- fluorophenyl) -6-isopropyl- 2- [methyl (methylsulfonyl) amino] -5-pyrimidinyl] ethenyl] -dimethyl-l, 3-dioxane-4-acetic acid tert-butyl ester comprises the following steps: (1) under the protection of N2,To a 1000 mL reaction flask was added 36 g of compound of formula 3,21 g of compound of formula 2 and 620 mL of tetrahydrofuran,Heated to 42 C and stirred until clear,Then cooled to -15 C, added 1.8mL of water, 20g of potassium tert-butoxide, the reaction was incubated for 60 minutes after the addition; (2) The reaction was quenched with 105mL saturated ammonium chloride, quenched after the addition of 600mL water, and then 600mL ethyl acetate extraction, washed with brine, dried and concentrated to give a pale yellow solid,Add 288mL of methanol and 48mL water recrystallization,Filtration and drying gave 31 g of a white solid, which was the target product.

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 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Zhejiang Mei Nuohua Pharmaceutical Chemical Co., Ltd.; Yu Kui; Huang Xiangliang; Xing Yulong; Shen Qi; Yu Shenggang; Chen Weiren; Yao Chengzhi; (7 pag.)CN107298675; (2017); A;,
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.696-82-2, name is 2,4,6-Trifluoropyrimidine, molecular formula is C4HF3N2, molecular weight is 134.06, as common compound, the synthetic route is as follows.Quality Control of 2,4,6-Trifluoropyrimidine

EXAMPLE 12 Preparation of 2-benzylamino-4,6-difluoropyrimidine (Variant A) STR20 23.5 g (0.22 mol) of benzylamine were added at -20 C. to a stirred mixture of 13.4 9 (0.1 mol) of 2,4,6-trifluoropyrimidine in 150 ml of diethyl ether within 15 min, and the mixture was stirred at this temperature for 1 hour. After a further hour at 25 C., working up was carried out as in Example 10. 21.4 g (98% of theory) of the title compound of melting point 70-73 C. were obtained in this way.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,696-82-2, 2,4,6-Trifluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF Aktiengesellschaft; US5011927; (1991); A;,
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 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,5-Diamino-4,6-dichloropyrimidine

Scheme 4. Synthesis of 7-substituted-2-amino-4-chloro-8-((4-methoxy-3,5-dimethylpyridin- 2-yl)methyl)-7,8-dihydropteridin-6(5H)-one: (a) NaBH(OAc)3, TEA, CH2Cl2, room temperature, 2 hr; 57 – 76% yield (b) 4,6-dichloropyrimidine-2,5-diamine, H2SO4, MeOH, reflux, overnight; 2.1% yield c) DIEA, nBuOH, 150C in sealed tube, 48 h; 5 – 10% yield (d) NaH, DMF, RX., room temperature, overnight.

With the rapid development of chemical substances, we look forward to future research findings about 55583-59-0.

Reference:
Patent; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1421372-67-9, 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. 1421372-67-9, name is N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine. A new synthetic method of this compound is introduced below.

Under nitrogen protection,928 ml of methanol was added to a 2 L four-necked flask,Then, 92.8 g of the compound represented by the formula (III)Stirring,18.6g was added Raney nickel (water-wet product)8 at atmospheric pressure under hydrogenation,Reaction temperature 25 ,The reaction was carried out for 6 hours.Filtered by rotary evaporation to yield 82.6 g of gray solid, yield: 95.0%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1421372-67-9, N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Luoxin Bio-technology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Pan Longgang; Cai Zhengyuan; Li Guoliang; Yang Wenqian; Wang Tielin; (10 pag.)CN107188888; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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