Day: June 1, 2021

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 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

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

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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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. name: 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

P-toluenesulfonic acid hydrate (43.25 g) was added in one portion to 3-(2-chloropyrimidin-4-yl)-1-methyl-oxime(Intermediate 4, 32.17g)And 4-fluoro-2-cyclopropylmethoxy-5-nitroaniline (intermediate 5, 24.14g)In a mixture of 2-pentanol (500 mL).The resulting mixture was stirred at 105 C for 2.5 hours.It was then cooled to room temperature.The resulting precipitate was collected by filtration, washed with 2-pentanol (50 mL), dried under vacuum to give some of the desired product as a yellow solid.The filtrate was cooled, and the obtained precipitate was collected by filtration and washed with 2-pentanol (10 mL).The two batches were combined and triturated with CH3CN to give a solid which was collected by filtration.Drying under vacuum gave the title compound in yield86%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Jiao Yuqi; (26 pag.)CN108929311; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 39876-88-5, 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.39876-88-5, name is 4-Chlorobenzofuro[3,2-d]pyrimidine, molecular formula is C10H5ClN2O, molecular weight is 204.61, as common compound, the synthetic route is as follows.

A mixture of 4-chlorobenzofuro[3,2-djpyrimidine (1.01 g, 4.94 mmol) and (4-bromo-2-fluorophenyl)methanamine (1.04 g, 5.10 mmol) in acetonitrile (50 mL) in apressure bottle was treated with Hunig?s base (1.6 mL, 9.16 mmol) and the resulting suspension stirred at RT for 10 mm, then heated to 120 C in an oil bath. After 5 hours the mixture went into solution and was then stirred for 16 hours overnight. A pale yellow solid had formed while at 120 C, then the reaction mixture was cooled to RT. Themixture was filtered and washed with CH3CN, and was dried under vacuum to give 1.43 g (78%) ofN-(4-bromo-2-fluorobenzyl)benzofuro[3,2-djpyrimidin-4-amine as a pale yellow solid. LCMS (M+1) = 371.6/373.6.

The chemical industry reduces the impact on the environment during synthesis 39876-88-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 91416-96-5, 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.91416-96-5, name is 5-Iodopyrimidin-4-amine, molecular formula is C4H4IN3, molecular weight is 221, as common compound, the synthetic route is as follows.

Example 425-(3-(5-Fluoro-2-methoxyphenyl)benzo[d]isoxazol-7-yl)pyrimidin-4-amine[00214] A reaction vial was charged with tetrakis(triphenylphosphine)palladium(0) (5.78 mg, 5.00 ?????), 5-iodopyrimidin-4-amine (33.1 mg, 0.150 mmol), sodium carbonate (42.4 mg, 0.400 mmol), and Preparation 36A (0.037 g, 0.100 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0,Volume: 373 ??), EtOH (Ratio: 1.0, Volume: 187 ??), and water (Ratio: 1.000, Volume: 187 ??) were added sequentially. The resultant mixture was heated at 90 C overnight. After 17 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a brown residue. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 10-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (9.3 mg, 27%). ESI MS (M+H)+ = 337.1. HPLC Peak tr = 1.52 minutes. Purity >99%. HPLC Conditions: E.

The chemical industry reduces the impact on the environment during synthesis 91416-96-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); 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. 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

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

Related Products of 814918-95-1, 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.814918-95-1, name is 5-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.

i) 8-(5-bromothieno[2,3-d]pyrimidin-4-yl)-8-azabicyclo[3.2.1]octan-3-ol 5-Bromo-4-chlorothieno[2,3-d]pyrimidine (2.11 g, 8.5 mmol) in dry acetonitrile (100 mL) was treated with 8-azabicyclo[3.2.1]octan3-ol (1.34 g, 10.6 mmol) and potassium carbonate (3.519 g, 25.5 mmol) and stirred and heated at reflux for 4 h. The reaction was diluted with ethyl acetate (200 mL) and dichloromethane (100 mL) and washed with water (100 mL). The organic layer was separated, dried over sodium sulphate and concentrated in vacuum to give 8-(5-bromothieno[2,3-d]pyrimidin-4-yl)-8-azabicyclo[3.2.1]octan-3-ol as a yellow solid (2.890 g, 8.5 mmol, 100%). This was used directly in the next step without further purification. 1H NMR (CDCl3) delta: 1.83 (2H, d, J=12 Hz), 2.0 (2H, br s) 2.28 (2H, d, J=6 Hz), 2.45 (2H, d, J=8 Hz), 4.15 (1H, br s), 4.7 (2H, br s), 7.35 (1H, s), 8.45 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 814918-95-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Madge, David; Chan, Fiona; John, Derek Edward; Edwards, Simon D.; Blunt, Richard; Hartzoulakis, Basil; Brown, Lindsay; US2014/371203; (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. 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: To a solution of 6-chloropyrimidin-4-amine intoluene was added substituted amine (2.5 eq). The mixture was heatedat 105 C for 24 h and concentrated in vacuo. The residue was purifiedby flash column chromatography.

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, 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia