Tag: M.W:100-200

Application of 1004-39-3, Adding some certain compound to certain chemical reactions, such as: 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol,molecular formula is C4H6N4S, 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 1004-39-3.

EXAMPLE 47 N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-4-(4,6-diamino-2-pyrimidinylthio)butyramide Following a procedure similar to that described in Example 34, but using N-[4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenyl]-4-chlorobutyramide (prepared as described in Preparation 2) and 4,6-diamino-2-mercaptopyrimidine as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as an oil in a 48% yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.39-1.50 (2H, multiplet); 1.55-1.67 (4H, multiplet); 1.83-2.14 (4H, multiplet); 2.30-2.47 (6H, multiplet); 3.10 (2H, triplet, J=6.8 Hz); 3.45 (2H, singlet); 3.99-4.09 (2H, multiplet); 4.61 (2H, broad singlet); 4.92 (2H, doublet, J=6.8 Hz); 5.24 (1H, singlet); 5.63-5.72 (1H, multiplet); 5.78-5.87 (1H, multiplet); 6.12-6.23 (1H, broad); 6.72-6.79 (1H, multiplet); 6.91 (1H, doublet, J=4.4 Hz); 8.05 (1H, doublet, J=4.4 Hz). Infrared Absorption Spectrum (CHCl3) numax cm-1: 2940, 1655, 1610, 1580, 1555, 1310.

According to the analysis of related databases, 1004-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sankyo Company, Limited; US5616579; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22536-66-9, 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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. A new synthetic method of this compound is introduced below.

A tube containing a solution of 2-chloropyrimidine-4-carboxamide (0.24 g, 1 eq) and potassium(S)-trifluoro(3- ((3-hydroxy- 1 -methyl-2-oxopyrrolidin-3y1)ethynyl)phenyl)borate (1 eq) in Ethanol (0.25 M) was purged with nitrogen before addition of Pd(OAc)2 (0.06 eq), RuPhos (0.12 eq), and Sodium Carbonate (2 eq). The tube was sealed and stuffed at 85 C for 18 hours. The reaction mixture was cooled to room temperature and extracted with dichloromethane and saturated ammonium chloride then dried with Magnesium sulfate, filtered and concentrated todryness. The crude material subjected to reverse phase purification to afford 53 mg of the title compound (10%). M+H = 337.0; 1H NMR (400 MHz, DMSO-d6) oe 9.16-9.11 (m, 1H), 8.70- 8.60 (m, 3H), 7.98 (s, 1H), 7.94 (d, J = 5.0 Hz, 1H), 7.64 – 7.54 (m, 2H), 6.47 (s, 1H), 3.40 – 3.35 (m, 2H), 2.81 (s, 3H), 2.48 – 2.43 (m, 1H), 2.25 – 2.17 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-66-9, 2-Chloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); 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. 130838-36-7, name is 2,6-Dichloropyrimidine-4,5-diamine, the common compound, a new synthetic route is introduced below. Recommanded Product: 130838-36-7

4, 5-Diamino-1,6-DICHLOROPYRIMIDINE (0,55MMMOL), prepared as described in Example 16, was suspended in water (2 ml) and heated to dissolve. After cooling the solution in the ice-water bath, acetic acid (2ml) was added to the solution. Sodium nitrite in water (0,5 MOL/1-2 ml) was added to this stirred solution at 0C during 15 minutes. After next 20 minutes in the ice-water bath, the reaction mixture was etracted with diethyl ether. The etheric solution was neutralized and dried and then evaporated to give the crude product (100%). This product was purified by crystallization from absolute diethyl ether. Yield= 47% m. p. 260C. TLC (I, 12: 2: 1). RF= 0,22. MS: 188,0 (100%, M-H+), 190,0 (65 %, M-H+)

The synthetic route of 130838-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSTITUTE OF EXPERIMENTAL BOTANY ASCR; WO2004/18473; (2004); A2;,
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. 944129-00-4, name is Methyl 6-amino-2-chloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 944129-00-4

Example 4 Preparation of methyl 6-amino-2-(4-chloro-2,3-difluorophenyl)-pyrimidine-4-carboxylate 2-(4-Chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.4 g, 5.1 mmol, 1.2 equiv) and methyl 6-amino-2-chloropyrimidine-4-carboxylate (800 mg, 4.3 mmol, 1.0 equiv) were sequentially added to a 20 mL Biotage microwave vessel, followed by cesium fluoride (1.3 g, 8.5 mmol, 2.0 equiv), palladium(II) acetate (38 mg, 0.17 mmol, 0.04 equiv), and sodium 3,3′,3″-phosphinetriyltribenzenesulfonate (190 mg, 0.34 mmol, 0.08 equiv). A 3:1 mixture of water:acetonitrile (8.5 mL) was added and the resulting brown mixture was placed in a Biotage microwave and heated at 150 C. for 5 m. The cooled reaction mixture was diluted with water (300 mL) and extracted with dichloromethane (5*100 mL). The combined organic layers were dried (magnesium sulfate), gravity-filtered, and concentrated under vacuum. The product was purified by flash chromatography (SiO2, 40% ethyl acetate in hexane) to afford the title compound as an off-white powder (880 mg, 68% yield): mp 192-195 C.; 1H NMR (300 MHz, CDCl3) delta 7.77 (m, 1H), 7.21-7.28 (m, 2H), 7.15 (s, 1H), 5.23 (br s, 2H), 4.00 (s, 3H); IR (neat film) 3493 (w), 3393 (m), 3342 (m), 3211 (s), 1730 (m), 1649 (m); ESIMS m/z 300 ([M+H]+).

The synthetic route of 944129-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; US2012/190549; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4595-61-3 , The common heterocyclic compound, 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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.

General procedure: General CouIinQ Procedure 4 COMU (1 .5 eq.) and DIPEA (4 eq.) were added to a stirred solutionCarboxylic acid A (1.0 eq.) and Amine B (1.2 eq.) in THF (2 mL) at RT. Thereaction mixture was stirred for 16 h at RT. The reaction mixture was then poured in ice water, stirred for 5 mm. and the resulting precipitate was filtered and washed with water. The cake was dried under reduced pressure and washed with diethyl ether and n-pentane to obtain a crude product. Additional purification by flash chromatography over silica was performedwhen necessary.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FROST BIOLOGIC, INC.; SIDDIQUI-JAIN, Adam; WO2015/127284; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Take 9 (23.44 mmol) and DIPEA (4.5 g, 35.16 mmol) in 50 mL dioxane,8 (3.8 g, 23.44 mmol) was added slowly, warmed to 60 C,After 5 hours reaction, the reaction was completed, cooled, 400mL water was added,Precipitation yellow-white solid, suction filtration, drying,Obtained as a white solid, without purification directly to the next reaction.

According to the analysis of related databases, 5750-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Medical University; Ma Xiaodong; Ge Yang; Song Zhendong; Huang Shanshan; Wang Changyuan; Zhang Jianbin; Tang Zeyao; Liu Kexin; (22 pag.)CN106565782; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 150010-20-1, 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 150010-20-1, name is 2-Bromo-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A flask was charged with trans-4-(tert-butyldimethylsiloxy)- 1 -buten- 1 -ylboronic acid pinacol ester (3.37 mL, 9.61 mmol), cesium carbonate (6.89 g, 21.13 mmol), triphenyiphosphine (1.01 g, 3.84 mmol), 2- bromo-5-methylpyrimidine (1.70 g, 9.80 mmol), ACN (60 mL), and water (15 mL). Argon was bubbled through the reaction mixture. Diacetoxypalladium (0.2 16 g, 0.96 mmol) was then added and Argon was bubbled through the reaction again. The mixture was then heated at 85 C for 16 h. Water was added to the mixture which was then extracted with EtOAc. The EtOAc layer was dried, concentrated, and purified by silica gel column chromatography with gradient hexanes/EtOAc solvent system to give (E)-2- (4-((tert-butyldimethylsilyl)oxy)but- 1-en-i -yl)-5-methylpyrimidine (Example 70.1, 2.3 g 86%) as a yellow oil. LCMS-ESI (pos.) m/z: 279.2 (M+H)t

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 150010-20-1, 2-Bromo-5-methylpyrimidine.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 213265-83-9, Adding some certain compound to certain chemical reactions, such as: 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 213265-83-9.

A solution of 4,6-dichloro-5-fluoropyrimidine (102 mg, 0.61 mmol), (1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-cyclopentanamine (200 mg, 0.56 mmol), and triethylamine (0.16 mL, 1.11 mmol) in ethanol (2.00 mL) was heated in a sealed tube under microwave irradiation at 140 C. for 1 h. The reaction mixture was concentrated under vacuum, and the residue was purified by flash chromatography (0 to 15% ethyl acetate/hexanes) to afford the title compound (213 mg, 70%) as a light yellow solid. LC/MS: Rt=2.60 min, ES+ 490.5 (AA standard).

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. 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/51404; (2008); A1;,
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 3993-78-0, name is 2-Amino-4-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Amino-4-chloropyrimidine

5-Methoxy-1H-pyrrolo[3,2-b]pyridine (201-20) (200 mg, 1.35 mmol, 1 eq), cesium carbonate (877.5 mg, 2.7 mmol, 2 eq) and 4-chloropyrimidin-2-amine (203-20) (261 mg, 2.025 mmol, 1.5 eq) were mixed in N-methylpyrrolidone (5 mL). The mixture was heated to 150C and stirred to react for 2 hours. After the reaction was completed, the temperature was lowered to room temperature, and the reaction mixture was quenched with water, filtered and the residue was washed with water, dried in vacuum to give a gray solid (300 mg, yield: 92.13%). LCMS (ESI): m/z 242[M + H]+.

With the rapid development of chemical substances, we look forward to future research findings about 3993-78-0.

Reference:
Patent; Guangzhou Bebetter Medicine Technology Co., Ltd.; CAI, Xiong; QIAN, Changgeng; WENG, Yunwo; LIU, Bin; WANG, Yanyan; LIN, Mingsheng; LI, Junqi; QING, Yuanhui; YOU, Huajin; ZHOU, Shiqing; XUE, Weicai; (76 pag.)EP3345900; (2018); A1;,
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 1193-22-2, name is 4-Amino-6-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-Amino-6-hydroxypyrimidine

Step three, the above-mentioned 4-amino-6-hydroxypyridine and sodium acetate added to the water quality amino-6-hydroxy-pyrimidine and water ratio of 1: 15,4- amino-6-hydroxypyridine and sodium acetate in molar ratio of 1: 4, was heated to 70 , 2- chloroacetaldehyde solution was added slowly, the concentration of the aqueous solution of 2-chloro-acetaldehyde was 30%, 4-amino-6-hydroxypyridine and 2-chloroacetaldehyde the molar ratio of 1: 4, the reaction was stirred for 5 hours, cooled to room temperature, filtered and the solid washed with 30ml of water, 40 dried to give 4-hydroxy-pyrrolopyrimidine in 89% yield;

With the rapid development of chemical substances, we look forward to future research findings about 1193-22-2.

Reference:
Patent; Shanghai Titan Technology Co., Ltd; Xie, Yingbo; Zhang, Qing; Zhang, Hua; Xu, Xiaobing; Luo, Guiyun; (7 pag.)CN105218554; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia