Day: March 22, 2022

Related Products of 41244-53-5, 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. 41244-53-5, name is 2,4-Bis(benzyloxy)-5-bromopyrimidine. A new synthetic method of this compound is introduced below.

Preparation 21 : 4-bis(benzyloxy)-5-(thiophen-2-yl)pyrimidine (Prep21); The mixture of 2,4-bis(benzyloxy)-5-bromopyrimidine (Prep20, 6Og, 0.16 mol), 2- thienylboronic acid (81.7 g, 0.64 mol), Tetrakis(triphenylphosphine)palladium (18.5 g, 0.02 mol), sodium carbonate (34 g, 0.32 mol) was degassed three times. Then water (600ml) and 1 ,4-dioxane (1800ml) were added quickly. The resulting mixture was degassed, and the reaction mixture was heated to 1 1O0C under nitrogen for 4 hours. After cooling to room temperature, water and ethyl acetate were added. The aqueous was extracted three times with ethyl acetate and the combined organic layer was dried and concentrated. The residue was purified by column (P:E=10:1) to afford the title compound (2Og; y = 33%). 1H NMR (DMSO) delta: 5.43 (2H, s), 5.55 (2H, s), 7.10-7.13 (1 H, m), 7.34-7.58 (12H, m), 8.77 (1 H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41244-53-5, 2,4-Bis(benzyloxy)-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/125061; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 876-21-1, 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 876-21-1, name is (4-Amino-2-ethylpyrimidin-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

4.59 g (0.03 mol) of 4-amino-2-ethyl-5-(hydroxymethyl)-pyrimidine was charged into a 100 ml flask, followed by 20 ml of dichloromethane, 20 ml of toluene and 0.1 ml of pyridine. 6.5 ml of thionyl chloride (0.28 mol) was dropped in slowly with cooling by ice bath. Then the reaction was stirred overnight. Solvent was removed and the residue was used for next step directly. 1H-NMR(400M, d-DMSO): 8.45 (s, 1H),4.80(s, 2H), 3.64(s, 2H), 2.80(dd, 2H, J=7.6,14.8), 1.24(t, 3H, J=7.6).

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 876-21-1, (4-Amino-2-ethylpyrimidin-5-yl)methanol.

Reference:
Patent; GUANGZHOU ORIGMOL FEED-ADDITIVE CO., LTD; Peng, Xianfeng; Qin, Zonghua; Liu, Qijun; US2015/133480; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 17180-94-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 17180-94-8 as follows.

In a reaction flask, M250g (100mmol), 2-chloro-4,6-diphenyltriazine 20.8g (110mmol), Pd2 (dba) 3 0.9g (0.785mmol, 0.5%), toluene 1500ml, potassium carbonate 43.3 g (314 mmol), reacted at 100 C for 3.5 h. When the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization from toluene to obtain white powder A13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17180-94-8, its application will become more common.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Xing Qifeng; Zeng Lichang; Li Zhiyang; Huang Xinxin; Gao Yue; (20 pag.)CN110857297; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 149765-15-1 ,Some common heterocyclic compound, 149765-15-1, molecular formula is C11H13ClN4O, 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-Chloro-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidine 34 (150 mg, 0.59 mmol) and selectfluor (320 mg, 0.90 mmol) were placed in a round-bottom flask, followed by the addition of anhydrous MeCN (6 mL) and AcOH (0.6 mL). The mixture was then heated at 50 00 for 30 mm under N2. The mixture was then cooled by ice-water and diluted with CH2CI2 (50 mL). The organic layer was washed with sat. NaHCO3 (50 mL). The inorganic layer was separated and extracted with CH2CI2 (2 x 20 ml). The combined organic layers were dried with Na2SO4, filtered and concentrated under reduce pressure. The residue was then purified by column chromatography on silica gel (gradient DCM/MeOH, 200:1) to give 35 (48 mg, 30%) as a colorless foam. 1H NMR (300 MHz, CDCI3): 611.79 (s, 1H, NHOO), 8.25 (s, 1H, H-6), 1.39 (s, 9H, (0H3)30); 130 NMR (75 MHz, 0D013): 176.5 (NHCO), 151.3 (0-2), 150.8 (0-4), 147.8 (0-7a), 141.4 (d, 1JC,F = 248.8 Hz, 0-5), 111.2 (d, 2JC,F = 26.0 Hz, 0-6), 103.6 (d, 2JC,F = 14.9 Hz, C-4a), 40.5 (C(0H3)3), 27.7 (C(CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149765-15-1, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; ANDREI, Graciela; DE JONGHE, Steven; GROAZ, Elisabetta; HERDEWIJN, Piet; LUO, Min; SCHOLS, Dominique; SNOECK, Robert; (81 pag.)WO2018/55071; (2018); 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.83255-86-1, name is 3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H4BrN5, molecular weight is 214.02, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4BrN5

Intermediate 5 (2 g, 9.34 mmol), 4-phenoxyphenylboronic acid (4 g, 18.69 mmol),Pd(PPh3)4 (531 mg, 0.46 mmol), K3PO4.3H2O (7.45 g, 28.02 mmol),Add into a 250 ml two-necked flask and add 100 ml of solvent 1,4-dioxane: water = 4:1 (v/v) to dissolve.Nitrogen protection, ultrasonically removes oxygen from the solution, and replaces the air in the device with nitrogen.The oil was heated to reflux in a 135 C oil bath, and the reaction was completed after TLC detection for 30 h.The reaction mixture was cooled to room temperature, filtered over Celite, and evaporated.Obtained a pale yellow solid of 2.23 g, a yield of 78.8%.The elution system was dichloromethane: methanol = 100:1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83255-86-1, 3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong University; Zhao Guisen; Ran Fansheng; Liu Meixia; Liu Yang; Wang Luhua; (48 pag.)CN109369654; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1060815-90-8, 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. 1060815-90-8, name is 2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3ClIN3, 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.

-lodopropane (2.1 mL, 19.68 mmol) was added to a mixture of 2-chloro-5-iodo-7H- pyrrolo[2,3-d]pyrimidine (5.50 g, 19.8 mmol) and cesium carbonate (19.18 g, 59.04 mmol) in DMF (30 mL). The mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with EtOAc, washed with water, brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 10% EtOAc in hexane to afford the title compound as a white solid (5.5 g, 87%). 1H NMR (400 MHz, CDCl3): delta ppm 1.50 (d, 6H), 5.10 (m, 1 H), 7.36 (s, 1 H), 8.55 (s, 1 H). LCMS (System 10) Rt = 3.6 minutes MS m/z 322 [M+H]+

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 1060815-90-8, 2-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 494194-61-5, 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.494194-61-5, name is 2,4-Dibromo-5-methylpyrimidine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

Intermediate 32- IY2-Bromo-5 -methyl-4-pyrimidinyl)amino1 -N-( 1 -methylethvDbenzamideIn a tube were combined Intermediate 1 (4.0 g, 15.9 mmol)), Intermediate 2 (2.8 g, 15.9 mmol), isopropanol (30 mL), and di-isopropyl-ethylamine (3.7 mL, 21.2 mmol). The vessel was sealed and the mixture was heated to 110 0C for 3 days. The reaction mixture was poured onto EtOAc and water. The layers were separated and the aqueous layer was further extracted with more EtOAc. The combined organic layer was washed with brine, dried (MgSO4), filtered and concentrated. Purification by flash chromatography on silica gel (0 – 30% EtOAc/hexanes) afforded the desired product (2.8 g, 50%) as a white solid. LC-MS (ES) m/z = 349, 351 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 494194-61-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/147831; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 43024-61-9, 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.43024-61-9, name is Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate, molecular formula is C9H9N3O3, molecular weight is 207.19, as common compound, the synthetic route is as follows.

(a) 7-Hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylic acid A mixture of ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (0.50g., 2.4mM) and 10% sodium hydroxide solution (5ml) was heated on a steam bath for 3 hours. The reaction mixture was cooled and acidified with acetic acid to give the required product as white crystals in 76.3% weight yield (0.33%), m.p. 319-320 C (decomposition), numax (nujol) 1740 (acid C=O) and 1675 (lactam C=O)cm-1.

The chemical industry reduces the impact on the environment during synthesis 43024-61-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beecham Group Limited; US4081545; (1978); 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.38275-34-2, name is 5-Chloro-2-(methylsulfonyl)pyrimidine-4-carboxylic acid, molecular formula is C6H5ClN2O4S, molecular weight is 236.6329, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Chloro-2-(methylsulfonyl)pyrimidine-4-carboxylic acid

3B. 5-Chloro-2-(methylsulfonyl)pyrimidine 5-Chloro-2-(methylsulfonyl)pyrimidine-4-carboxylic acid (5.7 g, 24 mmol) was refluxed in anisole (8 mL) until the evolution of carbon dioxide ceased. The reaction mixture was cooled to room temperature and filtered. The solid was washed with light petroleum ether (1×50 mL) and dried to obtain the title compound (4.10 g, 88% yield) as a light orange solid. ESI-MS: 193.5 (MH+); HPLC Rf: 1.8 minutes (HPLC method 1); HPLC purity: 100%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-34-2, 5-Chloro-2-(methylsulfonyl)pyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2007/270438; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 914347-48-1, 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. 914347-48-1, name is 2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol. A new synthetic method of this compound is introduced below.

General procedure: Scheme 1 compound 8 (180.0 mg, 0.636 mmol) and 2-[4-(6-amino-2-methyl- pyrimidin-4-yl)-piperazin-l-yl]-ethanol (180.0 mg, 0.763 mmol) were dissolved in anhydrous dioxane (8 mL) in a flask. To this flask were added t-BuONa (183.0 mg, 1.908 mmol), X- PHOS (60.6 mg, 0.127 mmol), Pd(dba)2 (36.6 mg, 0.0636 mmol) under nitrogen atmosphere. The mixture was stirred at 80 C under nitrogen atmosphere overnight. TLC showed the starting material was consumed completely. The reaction mixture was concentrated, the residue was purified by prep-HPLC to give Compound 5 (90.0 mg, yield: 29.0%>) as a white solid. 1H NMR (400 MHz, CDC13+ MeOD + D20): delta 8.43 (s, 1H, CH), 7.97 (s, 1H, ArH), 7.61-7.25 (m, 5H, ArH), 6.44 (s, 1H, ArH), 4.30 (q, J= 7.2 Hz, 2H, CH2), 3.65-3.59 (m, 6H, 3CH2), 2.56-2.53 (m, 6H, 3CH2), 2.41 (s, 3H, CH3), 1.38 (t, J= 7.2 Hz, 3H, CH3). EXAMPLE 7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914347-48-1, its application will become more common.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia