Category: 591-55-9

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

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, 591-55-9, blongs to pyrimidines compound. Computed Properties of C4H5N3

Example 75(1R,2S)-2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3-pyrimidine-5-yl)ureido)phenyl)cyclopropanecarboxylic acid 75A. (1R,2S)-ethyl 2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3- (pyrimidin-5-yl)ureido)phenyl)cyclopropanecarboxylateIn a one-dram sample vial with stirbar was placed 73F (53.3 mg, 0.129 mmol) and THF (1988 tl). To this stirred solution was added 4-nitrophenyl carbonochloridate (27.3 mg, 0.136 mmol). The reaction was stirred at rt for 30 mm. Pyrimidin-5-amine (36.9 mg, 0.388 mmol) and triethylamine (54.0 tl, 0.388 mmol) were added and the reaction was heated at 50 C. After 17 h, the reaction was cooled to rt, then dried under a stream ofnitrogen. The concentrate was diluted with water and extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated under a reduced pressure to give 75A. The crude product was used directly in the subsequent procedure. Anal. Calc?d for C27H34F3N503 533.26, found [M+H] 534.4, T = 2.15 mm (Method E).

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; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; CHEN, Bin; CHEN, Libing; SEITZ, Steven P.; HART, Amy C.; MARKWALDER, Jay A.; WO2014/150677; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, Recommanded Product: 5-Aminopyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Aminopyrimidine

A mixture of Pch(dba)3 (7 mg, 0.01 mmol) and BrettPhos (9 mg, 0.02 mmol) in 1,4- dioxane (1 mL) was stirred at 50 C for 10 min. l-(3-chloro-5-methyl-5H-chromeno[4,3- c]pyridin-8-yl)pyrrolidin-2-one (50 mg, 0.16 mmol), pyrimidin-5-amine (18 mg, 0.19 mmol) in dioxane (3 mL) and CS2CO3 (155 mg, 0.476 mmol) were added and the resulting mixture was stirred at 100 C for 16 h. A black brown mixture was formed. LCMS (Rt = 0.605 min; MS Calcd: 373.2; MS Found: 373.9 [M+H]+). The reaction mixture was diluted with DCM (10 mL), filtered and concentrated. The residue was purified by prep-HPLC (0.05% NH32O as an additive) and lyophilized to give l-(5-methyl-3-(pyrimidin-5-ylamino)-5H-chromeno[4,3- c]pyridin-8-yl)pynOlidin-2-one (13.8 mg, yield: 23%) as a white solid. (1160) NMR (400 MHz, DMSO-r/e) d 1.55 (3H, d, J= 6.8 Hz), 2.02-2.09 (2H, m), 2.53 (2H, overlap with DMSO), 3.85 (2H, t , J= 7.6 Hz), 5.31 (1H, q, J= 6.8 Hz), 6.77 (1H, s), 7.33 (1H, dd, J= 8.8, 2.4 Hz), 7.42 (1H, d, J= 2.0 Hz), 7.91 (1H, d, J= 8.4 Hz), 8.72 (1H, s), 8.73 (1H, s), 9.16 (2H, s), 9.64 (1H, brs).

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

Reference:
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 591-55-9, 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.

12167] To a solution of 992C (80 mg, 0.22 8 mmol) in THF(1141 pi) was added 4-nitrophenyl carbonochloridate (55.2mg, 0.274 mmol). After stirring at room temperature for 2hours, pyrimidin-5-amine (65.1 mg, 0.685 mmol) and TEA(95 jil, 0.685 mmol) were added. The mixture was heated to 500 C. overnight. The reaction mixture was diluted with MeOH, followed by sodium hydroxide (1M, 1826 pi, 1.826 mmol) and heated to 500 C. for 1 h. The mixture was neutralized to pH-4, filtered and purified via preparative LC/MS with the following conditions: Colunm: Waters XBridge Cl 8, 1 9×200 mm, 5-jim particles; Mobile Phase A:5:95 acetonitrile:water with 0.1% trifluoroacetic acid; Mobile Phase B: 95:5 acetonitrile:water with 0.1% trifluoroacetic acid; Gradient: 35-95% B over 15 minutes, then a 8-minute hold at 100% B; Flow: 20 mE/mm. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford Example 48 (80 mg, 0.18 mmol, 77% yield). EC-MS Anal. Calc?d. for C24H35N504, 457.27. found [M+H] 458.20. Tr=0.79 mm. (Method A). ?H NMR (500 MHz, DMSO-d5) oe 9.90 (s, 1H), 8.91 (s, 2H), 8.80 (s, 1H), 8.09 (s, 1H), 7.83 (s, 1H), 7.16 (d, J=8.2 Hz, 1H), 6.89 (d, J=7.2 Hz, 1H), 3.61-3.49 (m, 1H), 3.40 (t, J=6.7 Hz, 1H), 3.20 (s, 3H), 2.89 (d, J=7.2 Hz, 1H), 2.68-2.58 (m, 4H), 2.41 (dd, J=15.7, 8.6 Hz, 1H), 1.61 (dt, J=13.2, 6.6 Hz, 2H), 1.14 (t, J=7.2 Hz, 1H), 0.84 (d, J=6.6 Hz, 12H).

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 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Cherney, Emily Charlotte; Guo, Weiwei; Huang, Audris; Markwalder, Jay A.; Seitz, Steven P.; Shan, Weifang; Williams, David K.; Murugesan, Natesan; Nara, Susheel Jethanand; Roy, Saumya; Thangavel, Soodamani; Sistla, Ramesh Kumar; Cheruku, Srinivas; Thangathirupathy, Srinivasan; Kanyaboina, Yadagiri; Pulicharla, Nagalakshmi; (495 pag.)US2016/289171; (2016); 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.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.Safety of 5-Aminopyrimidine

To a stirred solution of (4,S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrariydro-l,4- methanopyrido[2,3-?][l,4]diazepine (700 mg, 2.77 mmol) in THF (15 mL) was added triphosgene (823 mg, 2.77 mmol) at 30 C and stirred for lh. Then pyrimidin-5-amine (317 mg, 3.33 mmol) and TEA (0.387 mL, 2.77 mmol) were added at 30 C and heated the reaction mixture at 75 C for 16 h. The reaction was allowed to 30 C and poured in to cold water (30 mL), extracted with DCM (2×50 ml). The combined organic layer was washed with brine, dried over sodium sulfate and solvent was evaporated under reduced pressure to obtain crude product. The crude mixture was purified by flash column chromatography (silica-gel: 100-200 mesh, 3% MeOH in Ethyl acetate) to afford (4S)-7- (2-methylpyridin-4-yl)-N-(pyrimidin-5-yl)-3,4-dihydro-l,4-methanopyrido[2,3-^][l,4] diazepine-5(2H)-carboxamide (275 mg, 0.737 mmol, 32%) as a pale yellow solid (TLC: Rf: 0.4, 10% MeOH in EtOAc), LCMS (m/z): 374.22 [M+H]+.1H NMR (400 MHz, CDC13): delta 13.25 (s, 1H), 9.01 (s, 2H), 8.94 (s, 1H), 8.68 (d, J = 0.8 Hz, 1H), 7.67 (d, J= 7.9 Hz, 1H), 7.55 (dt, J= 1.6, 0.8 Hz, 1H), 7.47 (ddd, J= 5.2, 1.7, 0.7 Hz, 1H), 7.39 (s, 1H), 5.69 (dd, J = 5.9, 3.2 Hz, 1H), 3.33 – 3.13 (m, 3H), 3.04 (dd, J = 12.2, 3.2 Hz, 1H), 2.69 (s, 3H), 2.36 (dd, J= 10.1, 4.1 Hz, 1H), 2.15 – 2.04 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,591-55-9, 5-Aminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 591-55-9, Adding some certain compound to certain chemical reactions, such as: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, 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 591-55-9.

Step 8: 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide 6-Chloro-3-(4-ethylphenylamino)benzo[d]isoxazole-7-carboxylic acid (0.195 g, 0.615 mmol) was dissolved in DMF, followed by TEA (0.223 ml, 1.61 mmol) and HATU (0.285 g, 0.749 mmol). The mixture was allowed to stir for 5 min before adding pyrimidin-5-amine (0.0509 g, 0.535 mmol) and the mixture was heated to 50 C. overnight. The mixture was then cooled to RT, partitioned between EtOAc/brine, the layers were separated, and the aqueous was extracted with EtOAc (3*). The combined organics were washed with H2O and brine, filtered and concentrated. The crude material was purified by silica gel chromatography using 20:1 DCM/MeOH to give 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide as a light brown solid. MS calculated 393.8, found M+H+=394.1.

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; US2008/227779; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

[00160] Step 1: Synthesis of tert-butyl 2-(tert-butyldimethylsilyloxy)-3-(3-(l-isopropyl- 4- (pyrimidin-5-ylamino)-lH-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenoxy) propyl(methyl)carbamate. A mixture of tert-butyl 2-(tert-butyldimethylsilyloxy)-3-(3-(7- chloro-3-isopropyl- pyrazolo[l,5-a]pyrimidin-5-yl)-5-methoxyphenoxy)-propyl(methyl)- carbamate (600 mg, 0.97 mmol); pyrimidin-5-amine (139 mg, 1.46 mmol); Pd2(dba)3 (136 mg, 0.194 mmol); BINAP (121 mg, 0.19 mmol) and NaOt-Bu (286 mg, 2.31 mmol) in 15 mL of dioxane was heated at 100 C under N2 for 14h. After cooling down to room temperature, water (30 mL) was added and the mixture was extracted with EtOAc (30 mL X 3). The organic phase was concentrated and the residue was purified by preparative TLC on silica gel developed with DCM/MeOH = 20: 1 to afford 2-(tert-butyldimethylsilyloxy)-3-(3-(l- isopropyl-4-(pyrimidin-5-ylamino)- lH- pyrazolo[3,4-b]pyridin-6-yl)-5- methoxyphenoxy)propyl (methyl)carbamate (190 mg, 29 % yield) as a pale yellow solid. ESI-LCMS (m/z): 678.3 [M+l]+.

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

Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEL, Oscar Miguel; SHAPIRO, Gideon; DUNCAN, Kenneth W.; MITCHELL, Lorna Helen; JIN, Lei; BABINE, Robert E.; WO2014/144455; (2014); A1;,
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. 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H5N3

(2) 2,2,2-Trichloroethyl pyrimidin-5-ylcarbamate; To a solution of pyrimidine-5-amine (100 mg, 1.05 mmol) and pyridine (0.255 ml, 3.15 mmol) in tetrahydrofuran (3 ml) was added 2,2,2-trichloroethyl chloroformate (0.217 ml, 1.58 mmol) with ice-cooling, the mixture was stirred for 30 minutes with ice-cooling, the reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 1 : 1) to obtain the desired product (100 mg, 35.2%) as a solid. 1H-NMR (CDCl3) delta; 4.87 (2H, s), 7.60 (1H, br s), 8.95 (2H, s), 9.02 (1H, s).

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, 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 591-55-9, 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 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 368 mg (1 equiv) of tert-butyl 2-(5-bromo-3-carbamoyl-1H-indazol-1-yl)acetate (112), pyrimidin-5-amine (95 mg, 1 equiv), and cesium carbonate (650 mg, 2 equiv) in DMF (20 mL) was purged with argon in a pressure vessel for 5 min, then tris(dibenzylideneacetone) dipalladium(O) (0.01 equiv) and 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (0.01 equiv) were added under argon. The pressure vessel was sealed and heated at 100 C for 24 h. The reaction mixture was then cooled to rt and the solvent was removed under reduced pressure. The remaining residue was purified by flash column chromatography (eluted with DCM/CH3OH) to give tert-butyl 2-(3-carbamoyl-5-(pyrimidin-5-ylamino)-1H-indazol-1-yl) acetate (113).

According to the analysis of related databases, 591-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (319 pag.)WO2017/35351; (2017); 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. 591-55-9, name is 5-Aminopyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3

To a degassed DMF (12 mL) in a sealed reactor were added tert-butyl 2-(3-acetyl-5-bromo- lH-indol-l-yl)acetate (90b) (1.05 g, 2.98 mmol), cesium carbonate (1.94 g, 5.96 mmol), pyrimidin-5-amine (340 mg, 3.58 mmol), Pd2(dba)3 (273 mg, 0.3 mmol), (9,9-dimethyl-9H- xanthene-4,5-diyl)bis(diphenylphosphine) (Xanthphos, 172 mg, 0.3 mmol) and heated with stirring at 100 C for 16 h. The mixture was cooled to room temperature, diluted with EtOAc (30 mL) and filtered over Celite pad. The pad was washed with EtOAc (2 x 15 mL) and combined filtrate was concentrated to give a crude residue which was purified by flash column chromatography [silica gel (40 g), eluting with CMA80 in CHCb 0 to 20%] to afford tert-butyl 2-(3-acetyl-5-(pyrimidin-5-ylamino)-lH-indol-l-yl)acetate (97a) (0.34 g, 0.93 mmol, 31% yield) as light yellow solid; MS (ES+): 367.5 (M+l), MS (ES-): 401.4 (M+Cl).

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, 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; ZHANG, Weihe; VOGETI, Lakshminarayana; WU, Minwan; CHINTAREDDY, Venkat, R.; RAMAN, Krishnan; (479 pag.)WO2017/136395; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia