Tag: M.W:100-200

Electric Literature of 3177-24-0, 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. 3177-24-0, name is 2,4-Dichloropyrimidine-5-carbonitrile, molecular formula is C5HCl2N3, 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.

General procedure: DIPEA (0.86mmol) was added to the solution of 2,4-dichloropyrimidine-5-carnonitrile (0.57mmol) in DMF (0.5ml) and stirred at room temperature for 10min. A solution of aminobenzene reagent corresponding to desired product (0.57mmol) in DMF (0.5ml) was added dropwise to the reaction mixture and stirred for 1h. The resultant was evaporated under vacuum and extracted with EtOAc. The organic layer was collected, washed with brine, dried over MgSO4, filtered, and dried under reduced pressure. 4c was obtained from the reaction of 4b, whereby substitution at the 2-position occurred.

According to the analysis of related databases, 3177-24-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Phuangsawai, Oraphan; Beswick, Paul; Ratanabunyong, Siriluk; Tabtimmai, Lueacha; Suphakun, Praphasri; Obounchoey, Phongphat; Srisook, Pimonwan; Horata, Natharinee; Chuckowree, Irina; Hannongbua, Supa; Ward, Simon E.; Choowongkomon, Kiattawee; Gleeson, M. Paul; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 896 – 905;,
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.1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.Quality Control of 2-Chloropyrimidine-5-carbonitrile

To a stirred solution of compound GV (0.5 g, 1.78 mmol) and 2-chloropyrimidine-5-carbonitrile (AF, 0.37 g, 2.67 mmol) in EtOH (20 mL) was added DIPEA (0.96 mL, 5.35 mmol) and the reaction mixture was stirred at 90C for 14 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 2% MeOH/DCM to afford compound GW (0.35 g, 51.0%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): _ 8.80 (d, = 8.4 Hz , 1H), 8.69 (s, 2H), 7.46 – 7.39 (m, 2H), 7.38-7.14 (m, 4H), 5.23-5.18 (m, 1H), 3.41-3.37 (m, 1H), 3.30-3.25 (m, 1H), 2.83 (s, 3H); LC-MS: m/z 384.05 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-50-0, 2-Chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
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

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

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

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

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

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

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

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