Tag: M.W=0-100

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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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. Formula: C4H5N3

Pyrimidin-5-amine (9.84 mg, 0.104 mmol) was dissolved in DCM (1.0 mL) along with pyridine (0.039 mL, 0.487 mmol) and DIEA (0.032 mL, 0.183 mmol). Intermediate14SF (28 mg, 0.061 mmol) in 2 mL of DCM was added dropwise, and the reactionmixture was stirred at room temperature for 50 minutes. The reaction was quenched with1.0 N HC1 (0.5 mL). All solvent was removed under vacuum. The crude material wasdissolved in DMSO/THF (2:1, 6 mL) and purified via preparative LC/MS (method C,45-70% B over 30 mm, then a 5-mm hold at 100% B). Fractions containing the desiredproduct were combined and dried via centrifugal evaporation to yield Example 185 (1.6 mg, 4.3% yield). ?H NMR (500MHz, DMSO-d6) 8.86 (m, 3H), 8.76 (s, 1H), 8.60 (s, 1H), 7.90 (d, J=1 1.0 Hz, 1H), 7.85 (br. s., 1H), 5.45 (d, J7.9 Hz, 1H), 4.57 (d, J12.2 Hz, 1H), 4.45 (dd, J=12.2, 6.7 Hz, 1H), 4.09 (s, 3H), 3.68 (dd, J15.9, 9.8 Hz, 1H), 3.33 (d, J12.2 Hz, 1H), 2.64 (s, 3H); LC-MS: method C, 2 to 98% B. RT = 2.14 mm, MS(ESI) m/z: 519.30 (M+H) Analytical HPLC purity (method B): > 86%.

With the rapid development of chemical substances, we look forward to future research findings about 591-55-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; JIANG, Wen; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (545 pag.)WO2018/13776; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, 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.591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.

6-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (prepared as described in WO 2012/032018, Example AE) was combined with DMF (30 ml) at RT, to give a colorless solution. Pyrimidin-5 -amine, TBTU and N-Ethyldiisopropylamine were added. The reaction mixture was stirred at RT for 15 h. The reaction mixture was poured into 150 mL ]0 and extracted with EtOAc (2 x 150 mL). The combined organic layers were washed with brine, dried over MgS04 and evaporated. The crude material was purified by flash chromatography (silica gel, 20g, 0% to 50% EtOAc in hexane). LC-MS (ESI) 409.068 (M+H)+.

Statistics shows that 591-55-9 is playing an increasingly important role. we look forward to future research findings about 5-Aminopyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC; FORNONI, Alessia; (59 pag.)WO2020/21097; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, Formula: C5H6N2, blongs to pyrimidines compound. Formula: C5H6N2

To a solution of compound 4-methylpyrimidine (2.07 g, 22.0 mmol) in THF (150 mL) was added AIBN (0.36 g,2.2 mmol) followed by a solution of NBS (4.7 g, 26 mmol) in THF (20 mL) at 0 C,The reaction was then heated to 70 C overnight. After cooling the reaction mixture was filtered through celite, the filtrate was concentrated under reduced pressure,The crude product was purified by silica gel column chromatography (eluent:PE / EtOAc (v / v) = 3/2) to give 1.5 g of a red-brown oil, yield: 39%.

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3438-46-8 ,Some common heterocyclic compound, 3438-46-8, 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.

Step A-Preparation of pyrimidine-4-yl formaldehyde Pyrimidine-4-yl formaldehyde was prepared from 4-methyl pyrimidine through a reference described in M. C. Liu et al., J Med Chem., 1995, 38 (21), 4234-4243.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amgen Inc.; US6878714; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 109-12-6, Pyrimidin-2-amine, 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, 109-12-6, blongs to pyrimidines compound. Product Details of 109-12-6

General procedure: 0.5 mol% ruthenium(II) catalyst was stirred with 4 mmol ofKOH in toluene. To this mixture, 2 mmol of alcohol and 2 mmolof amine were added and the temperature was raised up to120 C. The progress of the reactions was monitored using TLC.As soon as the reaction was completed, the mixture was cooledto room temperature and added 3 mL of distilled water. The combinedmixture was extracted with CH2Cl2 and dried by addingmagnesium sulfate. The crude product was purified by columnchromatography (n-hexane/EtOAc) and characterized by 1H NMRspectral analyses. The 1H NMR data obtained for the catalytic productswere compared with literature [19].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-12-6, its application will become more common.

Reference:
Article; Prakash, Govindan; Ramachandran, Rangasamy; Nirmala, Muthukumaran; Viswanathamurthi, Periasamy; Sanmartin, Jesus; Inorganica Chimica Acta; vol. 427; (2015); p. 203 – 210;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 31575-35-6 ,Some common heterocyclic compound, 31575-35-6, molecular formula is C4H3FN2, 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.

Example 182 N-(3-Chloro-4-fluorophenyl)-N’-hydroxy-2-((pyrimidin-2-ylamino)methyl)-1H-imidazo[4,5-b]pyridine-7-carboximidamide A solution of (7-(4-(3-chloro-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1-(methylsulfonyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl methanesulfonate (59 mg, 0.114 mmol) in acetonitrile (3 mL) was treated with ammonia (0.5 M solution in dioxane, 1.9 mL, 0.97 mmol) and stirred at room temperature overnight. The solution was then divided into two batches of equal volume. One of the batches was concentrated under reduced pressure and the resulting residue taken up in DMSO (1 mL). The solution was treated with N,N-diisopropylethylamine (0.061 mL, 0.35 mmol) followed by 2-fluoropyrmidine (23 mg, 0.23 mmol) and stirred for at room temperature for 48 h. The mixture was then treated with water (1 mL) and 2 M sodium hydroxide (0.5 mL) and stirred for 15 min, then acidified acetic acid, diluted with dimethyl sulfoxide, and purified by reverse phase preparative HPLC to provide the desired product. C18H14ClFN8O. 413.1 (M+1).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 31575-35-6, 2-Fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Sciences, Inc.; Bartlett, Mark J.; Codelli, Julian Andrew; Corkey, Britton Kenneth; Cosman, Jennifer Leigh; Elbel, Kristyna; Loyer-Drew, Jennifer Alissa; Sperandio, David; Van Veldhuizen, Joshua; Yang, Hai; Yeung, Suet Chung; (251 pag.)US2016/333009; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 109-12-6, 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: Alcohol (1.00 mmol)and amine (1.10 mmol) were weighed into an oven-dried Schlenkflask containing 4A molecular sieves (60 mg). tBuOK (0.50 mmol)was added, followed by dry toluene (0.50 mL). The mixture wasput under an atmosphere of nitrogen, and catalyst (0.01 mmol)was added before stoppering the flask and immersing it in a pre-heated oil bath (110C) for 48 h. Then, the solvent was evaporatedand the crude solid was purified by column chromatography using petroleum ether and triethylamine. The analytical data of all products are consistent with the data reported in literature [6j,8,11e].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-12-6, its application will become more common.

Reference:
Article; Zhu, Xiao-Han; Cai, Li-Hua; Wang, Chen-Xi; Wang, Ya-Nong; Guo, Xu-Qing; Hou, Xiu-Feng; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 134 – 141;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, 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 591-55-9 as follows.

Example 203: Preparation of N4-cyclopropyI-N2-(pyrimidin-5-yl)-5-(trifluoromethyl) pyrimidine-2,4-diamin2-Chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (0.070 g, 0.295 mmol) and pyrimidin-5-amine (0.028 g, 0.295 mmol) were mixed in Acetic Acid (1 ml). The mixture was microwaved at 120 C for 10 minutes and then concentrated. 3 mg of product was recovered after automated reverse phase chromatography (water-MeCN eluent). MS calcd for297.1 1 , found 296.90.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); 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. 591-55-9, name is 5-Aminopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 591-55-9

A mixture of 5-ethyl-6-oxo-6, 7-dihydro-5H-1-oxa-s-indacene-7-carboxylic acid ethyl ester (150 mg. 0.6 mmol) and 5-aminopyrimidine (52 mg, 0.6 mmol.) in benzene (40 ml) was refluxed over a Dean-Stark trap for 1 hour. The mixture was cooled to room temperature, diluted with hexanes and the resulting precipitate filtered. The filtrant was dissolved in ethyl acetate (75 ml) and methanol (3 mi) and washed with 1N hydrochloric acid (1 X 5 ml), brine (1 X 5 ml), dried (sodium sulfate) then concentrated in vacuo. The residue was dissolved in methylene chloride (2 ml), diluted with diethyl ether (5 mi) and triturated with hexanes to give 54 mg 5-ethyl-6- oxo-6, 7-dihydro-5H-1-oxa-5-aza-s-indacene-7-carboxylic acid pyrimidin-5-ylamide (31%) as an orange solid, mp 100-3 C.’H-NMR (CDCI3) : No. 8.9 (s, 1H), 8.6 (d, 1H), 8.1 (d, 1H), 7.9 (s, 1H), 7.7 (s, 1H), 7.1 (s, 1H), 6.8 (s, 1H), 4.5 (s, 1H), 3.9 (q, 2H), 1.3 (t, 3H). MS (m/z, %): 321 (M+-1, 100).

The synthetic route of 591-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/41957; (2005); 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.109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: To a microwave vial (0.5-2.0 mL) was added iron(III) phthalocyanine chloride (10mol%), tBuOK (2.0 mmol), under an atmosphere. The vial was sealed using vial capsinclude reseal septa and then purged with nitrogen To the vial was added amine (1.0mmol) and alcohol (4.0 mmol) via syringe. The mixture was stirred and heated undermicrowave irradiation for 12 h at 130 C. After the reaction, the resulting mixture wasfiltered through celite with diethyl ether. The solution was evaporated and theresulting residue was purified by flash column chromatography (EtOAc:Hexane = 1:10)to yield the corresponding N-alkylated amine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-12-6, Pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Minakawa, Maki; Okubo, Masataka; Kawatsura, Motoi; Bulletin of the Chemical Society of Japan; vol. 88; 12; (2015); p. 1680 – 1682;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia