Tag: M.W:100-200

Application of 696-45-7, 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. 696-45-7, name is 4-Amino-6-methoxypyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 4-bromo-2-(2,6-dichlorophenyl)-3H-imidazo[4,5-c]pyridine (400 mg, 1.166mmol)andcyclopropanecarboxamide(198 mg, 2.33mmol), Pd2dba3(53 mg, 0.0583mmol),XantPhos(67 mg, 0.117mmol) and Cs2CO3(1.14 g, 3.5mmol) in 1,4-dioxanes (5 mL)and 1,2-dimethoxyethane (5 mL) was heated in a microwave at 150°C for 10 min. The reaction mixture was cooled and filtered, and the filter cake was washed withdichloromethane. The combined organics were washed with brine, dried over MgSO4and concentrated. The crude product was purified by reverse phase HPLC to give the title compound (321 mg, 79percent yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-45-7, its application will become more common.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
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. 31058-83-0, name is 6-Chloro-N,N-dimethylpyrimidin-4-amine. A new synthetic method of this compound is introduced below., Computed Properties of C6H8ClN3

To a solution of N- (cis-4-amino-cyclohexyl)-3, 4-difluoro-benzamide (442 mg) was added (6-chloro-pyrimidin-4-yl)-dimethyl-amine obtained in step A of example 1 (250 mg). The mixture was stirred at 180C for 8 hr in a sealed tube. To the mixture was added saturated aqueous NaHC03 and the aqueous layer was extracted with CHCl3 (three times). The combined organic layer was dried over MgS04, filtered, concentrated under reduced pressure, and purified by flash chromatography (NH-silica gel, 33% to 50% EtOAc in hexane and silica gel, 3% MeOH in CHCI3) to give N-(cis-4-{[6- (dimethylamino) pyrimidin-4-yl] amino} cyclohexyl)-3, 4-difluorobenzamide. To a solution of the above material in EtOAc (10 mL) was added 4 M hydrogen chloride in EtOAc (0.2 mL). The mixture was stirred at ambient temperature for 1 hr and concentrated under reduced pressure. The residue was suspended in Et2O (20 mL) and the suspension was stirred at ambient temperature for 4 hr. The precipitate was collected by filtration, washed with Et2O, and dried at 70C under reduced pressure to give N-(cis-4-{[6- (dimethylamino) pyrimidin-4-yl] amino} cyclohexyl)-3, 4-difluorobenzamide hydrochloride (99 mg). ESI MS m/e 398, M (free) +Na+ ;’H NMR (300 MHz, CDCI3) 8 1.69-2. 15 (m, 8 H), 3.00- 3.42 (m, 6 H), 3.69-3. 81 (m, 1 H), 4.03-4. 21 (m, 1 H), 5.26 (s, 1 H), 6.66-6. 80 (m, 1 H), 7.13-7. 26 (m, 1 H), 7.51-7. 62 (m, 1 H), 7.68-7. 80 (m, 1 H), 8.01 (s, 1 H), 8.68-8. 91 (m, 1 H), 13.84-14. 09 (m, 1 H).

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, 31058-83-0, 6-Chloro-N,N-dimethylpyrimidin-4-amine.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 25940-35-6, 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. 25940-35-6, name is Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid. A new synthetic method of this compound is introduced below.

To a solution of 5-[6-(difluoromethoxy)-3,4-dihydro-2H-l-benzopyran-7-yl]-l-[[2- (trimethylsilyl)ethoxy]methyl]-lH-pyrazol-4-amine (154 mg, 0.374 mmol) in DMA (3.0 mL) was added pyrazolo[l,5-a]pyrimidine-3-carboxylic acid (92.0 mg, 0.564 mmol), 4-DMAP (5.00 mg, 0.0409 mmol), DIPEA (145 mg, 1.12 mmol) and PyAOP (293 mg, 0.562 mmol). The reaction mixture was stirred at 45 C for 18 h. The reaction mixture was allowed to cool to RT and partitioned between ethyl acetate and water. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel chromatography eluting with ethyl acetate/petroleum ether (1/1) to afford N-[5-[6-(difiuoromethoxy)-3,4-dihydro-2H-l-benzopyran-7-yl]-l-[[2- (1224) (trimethylsilyl)ethoxy]methyl]- lH-pyrazol-4-yl]pyrazolo[ 1 ,5-a]pyrimidine-3-carboxamide (170 mg, 82%) as an off-white solid. LC/MS (Method F, ESI): [M+H]+ = 557, RT = 1.26 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25940-35-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ROMERO, F. Anthony; ZAK, Mark; ZHAO, Guiling; GIBBONS, Paul; LI, Wei; CHENG, Yun-Xing; YUEN, Po-Wai; CHENG, Limin; (275 pag.)WO2018/122212; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5018-38-2, Adding some certain compound to certain chemical reactions, such as: 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine,molecular formula is C5H4Cl2N2O, 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 5018-38-2.

Example 9 4-chloro-5-methoxy-6-piperazin-1-yl-pyrimidine A modification of the process used by Smith et al. in EP 0464604 was used. To a solution of 21.5 g (0.25 mol) of piperazine in 150 ml of EtOH and 50 ml of water stirred vigorously at 25C were added 17.9 g (0.1 mol) of 4,6-dichloro-5-methoxypyrimidine. The reaction was held for 3 hours, with the temperature held to between 25-30C. At the end of this time, the reaction mixture was concentrated to dryness and to the residue was added 100 ml of a solution 1N NaOH followed by extraction with 3 x 100 ml of dichloromethane. The organic phase was dried and concentrated. The residue was purified by chromatography on silica gel, eluding with CH2Cl2/EtOH/NH4OH 70/25/5 thus to yield 19.2 g (83.9%) of a colourless oil which rapidly solidifies.

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. 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VITA-INVEST, S.A.; EP714896; (1996); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 504-17-6 ,Some common heterocyclic compound, 504-17-6, molecular formula is C4H4N2O2S, 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: [H2-DABCO][H2PO4]2 (0.065mmol, 0.020 g) was added to a mixture of the aromatic aldehyde (1 mmol), malononitrile (1 mmol) and barbituric or thiobarbituric acid (1 mmol) in water (3 mL). Then the mixture was heated at 75 C while was monitored by TLC (n-hexane:ethyl acetate; 1:9). After completion of the reaction, the mixture was cooled to room temperature and the solid productwas filtered, washed with cold distilled water (2 mL) and was recrystallized from warm ethanol if necessary.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,504-17-6, its application will become more common.

Reference:
Article; Shirini, Farhad; Langarudi, Mohaddeseh Safarpoor Nikoo; Daneshvar, Nader; Journal of Molecular Liquids; vol. 234; (2017); p. 268 – 278;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4 ,Some common heterocyclic compound, 69034-12-4, molecular formula is C5H2ClF3N2, 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.

1,1-dimethylethyl(1R,4S,6R)-4-(aminomethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate D29 (45 mg) was dissolved in DMSO (1 ml) then DIPEA (0.038 ml, 0.219 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (36.3 mg, 0.199 mmol) were added and the mixture was stirred at 100 C. for 4 hours. NaHCO3 saturated solution (10 ml) was added and the aqueous layer was extracted with DCM. The combined organic layers were dried over Na2SO4 anhydrous, filtered through a phase separator tube and concentrated under vacuum to give a crude product which was purified by silica gel chromatography (Biotage SP-column size 25 g, using Cy_EtOAc=9:1 to 5:5 as eluent). It was recovered the title compound D32 (45 mg). UPLC: (Acid Final_QC): rt=0.87, peak observed: 373 (M+1). C17H23F3N4O2 requires 372. 1H NMR (400 MHz, CDCl3) delta ppm 8.68-8.28 (m, 2H) 6.23-5.53 (m, 1H) 4.44-3.32 (m, 5H) 1.97-1.73 (m, 2H) 1.52-1.34 (m, 9H) 1.06-0.94 (m, 2H) 0.80-0.64 (m, 1H) 0.27-0.00 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 425394-89-4, 4,6-Dichloropyrimidin-5-ol, 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, Application In Synthesis of 4,6-Dichloropyrimidin-5-ol, blongs to pyrimidines compound. Application In Synthesis of 4,6-Dichloropyrimidin-5-ol

To a solution of tert-butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate (0.84 g, 3.65 mmol) in THF (15 mL) was added No.23 triphenylphosphine (1.43 g, 5.45 mmol) and No.23 4,6-dichloropyrimidin-5-ol (0.68 g, 3.65 mmol). To the mixture was added No.23 diisopropylazodicarboxylate (1.47 g, 7.27 mmol) at 0C., the mixture was stirred at room temperature for 18 hr. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=40:1 as eluent) to afford the tert-butyl (trans-4-(((4,6-dichloropyrimidin-5-yl)oxy)methyl)cyclohexyl)carbamate as colorless oil (0.45 g, 33% yield). LC/MS APCI: Calculated 375.11; Observed m/z [M-99 (boc)]+ 276.1. 1H-NMR 400 MHz, DMSO-d6: delta 8.68 (s, 1H), 6.75 (d, J=7.60 Hz, 1H), 3.94 (d, J=6.00 Hz, 2H), 3.16-3.14 (m, 1H), 1.89-1.79 (m, 4H), 1.73-1.71 (m, 1H), 1.38 (s, 9H), 1.19-1.16 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,425394-89-4, 4,6-Dichloropyrimidin-5-ol, and friends who are interested can also refer to it.

Reference:
Patent; Arrien Pharmaceuticals LLC; Vankayalapati, Hariprasad; US2020/131154; (2020); 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H5ClN4

General procedure: To s stirred suspension of the specific 1-(6-chloropyrimidin-4-yl)hydrazine (2) (3.0 mmol) inEtOH (20 mL) was added dropwise an appropriate aldehyde (3.6 mmol, 1.2 equiv) at r. t. over0.5-1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, thesolvent was removed under reduced pressure to afford the crude product. Purification by flashcolumn on silica gel furnished the corresponding pure hydrazone 3.

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, 5767-35-1, 4-Chloro-6-hydrazinopyrimidine.

Reference:
Article; Tang, Caifei; Wang, Chao; Li, Zhiming; Wang, Quanrui; Synthesis; vol. 46; 20; (2014); p. 2734 – 2746;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36315-01-2, 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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

150 ml round-bottomed Three bottles will amine class Compound (2.0 mmol) and DMAP (2. 5 mmol) was dissolved 10 ml dichloromethane or THF or DMF, at room temperature solution containing 0.43 g 3,4-dichloro-isothiazole carboxylic acid chloride (2.0 mmol) in 2 ml of methylene chloride solution was stirred overnight at room temperature after completion , the reaction mixture was diluted with dichloromethane, washed with water, the organic layer was collected, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the product after column chromatography, eluted with a volume ratio of 10: 1 petroleum ether: 1-2 : ethyl acetate, with the resulting yield of pure calculation, depending on the yield of the amine range ranging from 16.4% to 88.7%; melting point determination of structural parameters and 1Eta NMR, etc; the chemical structure of the parameters in Table IV

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangxi Tianren Ecology Co., Ltd.; Nankai University; Chen, Xiaoyan; Liu, Xiping; Fan, Zhijin; Liang, Xiaowen; Li, Yuedong; Mao, Wutao; Li, Juanjuan; Wang, Dun; Wang, Shuhua; Zhou, Lifeng; Ji, Xiaotian; HUA, XUEWEN; (23 pag.)CN102942565; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4318-56-3, 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. 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H5ClN2O2, 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.

(1) adding toluene to the reaction vessel, stirring is started, and then 6-chloro-3-methyluracil is sequentially added,2-cyano-5-fluorobenzyl bromide and tri-n-butylamine, the mixture was heated to 80 C under stirring, and the reaction was kept for 6 h. The reaction was monitored by TLC (petroleum ether: ethyl acetate = 3:2). After the -3-methyluracil is consumed, it is regarded as the end point of the reaction. After the reaction is completed, the purified water is added to the reaction vessel, the temperature is lowered to 20 C, stirred for 0.5-1 h, filtered, and the filter cake is washed twice with isopropyl alcohol to collect the filter. Cake, dried at 50 CDrying for 12h, the brownish yellow solid intermediate, intermediate 1; wherein the molar ratio of 6-chloro-3-methyluracil, 2-cyano-5-fluorobenzyl bromide and tri-n-butylamine is 1:1.1 :1.5;

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 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Sichuan Xinsidun Pharmaceutical Co., Ltd.; Du Feng; Bai Xiao; (9 pag.)CN108822080; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia