Day: May 25, 2021

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. 1445-39-2, name is 2-Amino-5-iodopyrimidine. A new synthetic method of this compound is introduced below., Safety of 2-Amino-5-iodopyrimidine

5-(4-(trifluoromethyl)phenyl)pyrazin-2-amine A 100 mL round bottom flask was charged with 2-amino-5-iodopyrimidine (3.66 g, 21.1 mmol), (4-(trifluoromethyl)phenyl)boronic acid (4.00 g, 21.1 mmol) and MeCN (84 mL). Stirred 15 minutes at room temperature until a nice clear solution is obtained. The resulting solution is then treated with 1,1′-Bis(diphenylphosphino)ferrocene-palladium(11)dichloride dichloromethane complex (508 mg, 695 mumol) was added followed by the sodium carbonate 1M aq. (52.7 mL, 52.7 mmol). Reaction refluxed for 2 hours. Reaction cooled down to room temperature and dissolved with ammonium chloride solution (aq. sat.). Aqueous layer extracted with ethyl acetate (3*). Combined organic layers washed with brine (1*), dried over sodium sulfate, filtered and concentrated to give the crude material. Purification by silica gel flash chromatography (Ethyl Acetate/DCM) provide the title compound as a light yellow solid (4.4 g, 87%). 1H NMR (400 MHz, DMSO-d6) delta 6.76 (s, 2H) 7.76 (d, J=8.41 Hz, 2H) 7.99 (d, J=1.57 Hz, 1H) 8.14 (d, J=8.22 Hz, 2H) 8.62 (d, J=1.37 Hz, 1H). MS (M+1): 240.2.

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, 1445-39-2, 2-Amino-5-iodopyrimidine.

Reference:
Patent; Pfizer Inc.; US2012/165343; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, 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.

a- Synthesis of Int. 314: In a dry flask and under N2 atmosphere, a sol. of Ethyl 4-(4- methoxybenzyloxy)benzoate (2.00 g, 6.99 mmol) and 4-methylpyrimidine (723 mg, 7.68 mmol) in dry THF (10 mL) was cooled to 0C and treated with LiHMDS (14.0 mL, 14.0 mmol) (slow addition over 10 min). After the end of the addition, the r.m. was allowed to warm to r.t. and stirred for 17 h. The r.m. was then poured in a 10% aq. sol. of NH4C1 (100 mL). The mixture was filtered on a glass frit. The precipitate was washed with water (2 x 50 mL) and with Et20 (2x 50 mL). The solid was dissolved in a mixture of DCM and MeOH. The organic sol. was dried over MgS04 and evaporated in vacuo to give 2.14 g of Int. 314, white solid (92%).

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1004-38-2, 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.1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, molecular weight is 125.13, as common compound, the synthetic route is as follows.

General procedure for thiocyanation of aminopyrimidine derivatives: Ammonium thiocyanate (3 mmol) and iodine (1.0 mmol) are added at room temperature to a stirred solution of the corresponding aminopyrimidine derivative (1.0 mmol) in methanol (10 mL). After completion of the reaction (TLC control), a sodium thiosulfate solution [20% (w/v)] is added to destroy the remaining iodine. The solid formed is filtered off, washed with water, and recrystallized from a methanol/water solution. For more details see Table 1 and Supplementary data.

Statistics shows that 1004-38-2 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Triaminopyrimidine.

Reference:
Article; Rodriguez, Ricaurte; Camargo, Patricia; Sierra, Cesar A.; Soto, Carlos Y.; Cobo, Justo; Nogueras, Manuel; Tetrahedron Letters; vol. 52; 21; (2011); p. 2652 – 2654;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3167-50-8, 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. 3167-50-8, name is 2-Aminopyrimidine-5-carboxylic acid, molecular formula is C5H5N3O2, 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.

In a 100mL one-neck flask,2-amino-5-pyrimidinyl acid (1.39g, 10.0mmol) was dissolved in DMF (25mL), wasadded 1- (3-dimethylaminopropylAminopropyl) -3-ethylcarbodiimidehydrochloride (191mg, 1.0mmol) and triethylamine (0.42mL, 3.0mmol), stirred for10min, add1 -tert-butoxycarbonyl-piperazine (135mg,1.0mmol), the reaction at room temperature 12h. The organic solvent wasdistilled off under reduced pressure, the residue was purified by columnchromatography (twoDichloromethane / methanol (V / V) = 10/1),to give a pale yellow oil (1.25g, 56.60%).

According to the analysis of related databases, 3167-50-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; East Sunshine Pharmaceutical Co., Ltd.; Liu, Bing; Zhang, Yingjun; Nie, Linlin; Bai, Shun; Zheng, Changchun; Nie, biao; Li, Zhiyong; Tan, Yumei; (61 pag.)CN105294737; (2016); A;,
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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid

Weigh 4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (60 g 0.2 mol) Add to a 500ml four-neck bottle,Add 200ml of DMF and 60.6g of triethylamine to the temperature to 30 C and stir to dissolve.Benzyl chloride (0.3 mol) was added dropwise, and the mixture was heated to 60 C for 1 hour, and DMF was evaporated to dryness under reduced pressure.Adjust the pH to 6 with dilute hydrochloric acid, stir the crystals, cool down to 0-5 C, filter, and dry the product.4-[2-(2-Benzylamino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (molar yield 96.9%) , purity 99.4%).

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, 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Xia Mingjun; Zang Chao; (11 pag.)CN110305137; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3073-77-6, Adding some certain compound to certain chemical reactions, such as: 3073-77-6, name is 2-Amino-5-nitropyrimidine,molecular formula is C4H4N4O2, 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 3073-77-6.

Synthesis of I-5 Into a 1-L round-bottom flask, was placed 5-nitropyrimidin-2-amine (30 g, 214.13 mmol, 1.00 equiv), methanol (400 mL), Palladium carbon (12 g). The resulting solution was stirred overnight at room temperature in a hydrogen bath. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 20 g (85%) of pyrimidine-2,5-diamine as a light brown solid.

According to the analysis of related databases, 3073-77-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; LIANG, Fang; MISHRA, Pranab Kumar; MOLTENI, Valentina; NAGLE, Advait Suresh; SUPEK, Frantisek; TAN, Liying Jocelyn; VIDAL, Agnes; US2014/275119; (2014); 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. 1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4Cl4N2

(4.408 mmol) of 4- (10H-phenoxazin-10-yl) phenylboronic acid were successively added,(0.92 mmol) of 2,4,5,6-tetrachloropyrimidine,103 mg (0.46 mmol) of palladium acetate,241 mg (0.92 mmol) of triphenylphosphine as well1.17 g (11.04 mmol) of anhydrous potassium carbonate was added100ml three-mouth flask,Then, 50 mL of ethylene glycol dimethyl ether was added as a reaction solvent,Air was removed and refluxed for 24 h.After completion of the reaction, the reaction solvent was distilled off under reduced pressure, and the mixture was extracted three times with DCM and then dried by passing through a column.To give 0.38 g of a yellow solid,Yield 38.6%.

The synthetic route of 1780-40-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dalian University of Technology; Liu, Di; Zhang, Dan; (16 pag.)CN106243086; (2016); A;,
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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1211443-61-6

50 mL two neck-flask was charged with 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d] pyrimidine-6-carboxamide(835 mg, 2.85 mmol), 2-amino-5-(4-(tertbutoxycarbonyl)piperazin-1-yl) pyridine 1-oxide (840 mg,2.85 mmol), Palladium diacetate(16 mg, 0.071 mmol),BINAP (89 mg, 0.143 mmol), cesium carbonate (1.39 g,4.3 mmol) and 1,4-dioxane (20 mL) and stirred at 100 Cunder inert atmosphere overnihgt. The reaction mixture wasconcentrated and purified by column chromatography toafford the title compound 7 (1.1 g, 68%) as tan solid. 1HNMR (400 MHz, Chloroform-d) delta 9.63 (s, 1H), 8.73 (d, J= 1.3 Hz, 1H), 8.65 (d, J = 9.4 Hz, 1H), 7.95 (d, J = 2.3 Hz,1H), 7.05 (dd, J = 9.5, 2.5 Hz, 1H), 6.46 (d, J = 1.3 Hz,1H), 4.86-4.72 (m, 1H), 3.59 (t, J = 5.0 Hz, 4H), 3.15 (s,6H), 3.06 (t, J = 5.0 Hz, 4H), 2.66-2.43 (m, 2H), 2.15-1.96(m, 4H), 1.85-1.64 (m, 2H), 1.48 (s, 9H). 13C NMR(101 MHz, CDCl3) delta 163.83, 154.53, 153.19, 151.76,151.55, 141.72, 139.75, 132.98, 126.73, 118.85, 113.68,113.18, 100.74, 80.24, 58.01, 49.49, 39.42, 35.20, 30.20,28.41, 24.61.

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, 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Guo, Qingxiang; Li, Yongtao; Zhang, Chao; Huang, Zhi; Wang, Xin; Nie, Yongwei; Li, Yao; Liu, Yanhua; Yang, Shengyong; Xiang, Rong; Fan, Yan; Medicinal Chemistry Research; vol. 27; 6; (2018); p. 1666 – 1678;,
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 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

2-oxa-6-thiospiro [3.3] heptan-6-oxalate oxalate (55,359 mg, 1.02 mmol) was added to a solution of 2- ((6-chloro-2-methyl Yl) amino) -n- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,200 mg, 0.51 mmol) and N, N-diisopropylethylamine (0 (35 mL), 2.04 mmol) in 1,4-dioxane (5 mL), heated to reflux, reacted overnight, and TLC monitored the disappearance of the starting material. The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 4%). 1

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 89466-42-2, 4-Chloro-6-methoxy-2-(methylthio)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, HPLC of Formula: C6H7ClN2OS, blongs to pyrimidines compound. HPLC of Formula: C6H7ClN2OS

(2) Synthesis of Compound III-29 from the intermediate The compound (IV-29) (19.0 g, 0.100 mol) which was the intermediate obtained in the step (1) above, was dissolved in acetic acid (200 ml), then 31% aqueous hydrogen peroxide (25.2 g, 0.100*2.3 mol) was added, and the solution was heated to 100 C. while stirring. After stirred for 2 hours, the reaction solution was poured into water and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and filtered, and thereafter, the solvent was distilled off to obtain a crude product (20.0 g), which was then purified on silica gel column chromatography (Wakogel C300, 300 ml, ethyl acetate/hexane=400 ml/400 ml) to obtain the compound (III-29) as a white crystalline product from the fraction of 300 ml to 600 ml. Yield: 11.5 g. m.p. 68 to 74 C. 1 H-NMR (60 MHz, CDCl3, delta): 3.30(3H,s), 4.07(3H,s), 6.87 (1H,s).

The synthetic route of 89466-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5599770; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia