Pyrimidines

Reference of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine. A new synthetic method of this compound is introduced below.

Step B: 2-Propen-1-yl {3-[(2-chloro-4-pyrimidinyl)acetyl]phenyl}carbamate; Ethyl 3-{[(2-propen-1-yloxy)carbonyl]amino}benzoate (20.0 g, 80.24 mmol) was dissolved in 1 M LiHMDS in THF (260 mL) and cooled to 0 C. A solution containing 2-chloro-4-methylpyrimidine (10.32 g, 80.24 mmol) in 20 mL dry THF was added to the reaction mixture. The reaction was stirred at 0 C. for 2 h, quenched with MeOH (100 mL), dried directly onto silica, and purified via flash chromatography EtOAc/CH2Cl2 0-100% gradient run over 60 min. The desired fractions were combined and the solvent was removed to give the title compound (13.6 g, 51% yield); ES-LCMS m/z 332 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13036-57-2, 2-Chloro-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 933702-55-7, 2-Chloropyrimidine-5-carbaldehyde, 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, 933702-55-7, blongs to pyrimidines compound. Application In Synthesis of 2-Chloropyrimidine-5-carbaldehyde

To a solution of 2-chloropyrirnidine-5-carbaldehyde (0.30 g, 2.11 mmol) in THE (10 mL) was added intermediate 74 (0.36 g, 1.75 mmoi) and the reaction mixture was stirred at ambient temperature for 1 h. To the resulting solution was added sodium cyanoborohydride (0.27 g, 4.38 mmoi) and MeOH (mu.) and stirring was continued for 14 h. The reaction mixture was dilutedwith water (20 mL) and extracted with 7% MeOH:DCM (3 x 30 mL), The combined organic layers were dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was triturated with DCM/n-hexane to obtain Intermediate 98 (0.45 g, 43.00%), ?Fl NMR (400 MHz, DMSO-d6) ppm 2.23 (s, 3 H), 2.59-2.67 (rn, 2 H), 3.17 (d, J 4.16 Hz, I H), 3.80 (s, I H), 4.57 (d, J= 4.65 Hz, I H), 5.01 (d, J= 3.67 Hz, I H), 5.38 (d, J= 3.42 Hz, 2El), 5.48 – 5.62 (m, I H). 7.56 – 7.74 (m, 2 H). 8.64 – 8.76 (m, 2 H). LCMS (Aithod-O): retention time 0.72 mm, [M+H1 334.5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,933702-55-7, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 129872-81-7, 2,4-Dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine, 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 2,4-Dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2,4-Dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine

General procedure: Pd(PPh3)2Cl2 (23 mg, 0.03 mmol), 4-trifluoromethoxyphenylboronic acid (73 mg, 0.35 mmol), compound 15 (100 mg, 0.32 mmol) and TEA (91 mg, 0.90 mmol) were added to a solution of DMF (5 mL) and H2O (0.5 mL). The mixture was stirred at 80 oC for 4 h. Water (10 mL) and EtOAc (30 mL) were added to the reaction. The layers were separated. The aqueous layer was extracted using EtOAc (10 mL). The combined organic extracts were dried over anhydrous Na2SO4. The solvent was removed under reduced pressure, and the resulting residue was purified via silica gel column chromatography using petroleum ether/EtOAc (5/1) to give 16 (67 mg, 48 %) as a yellow solid.

The synthetic route of 129872-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Liandi; Xin, Minhang; Shen, Han; Wen, Jun; Tang, Feng; Tu, Chongxing; Zhao, Xinge; Wei, Ping; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3486 – 3492;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, Adding some certain compound to certain chemical reactions, such as: 10320-42-0, name is 2-Chloro-5-nitropyrimidine,molecular formula is C4H2ClN3O2, 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 10320-42-0.

To a solution of 36 (400 mg, 2.5 mmol) in HOAc (5 mL) is added Fe (700 mg.12.5 mmoi). After stirring at 75 C for 2 hours, the mixture is cooled to room temperature, filtered, concentrated, and purified by silica gel column chromatography (F:A:PE == 1:5) to give 37 as as an oil (320 mg. 98% yield). (MS: [M+Hj 1300)

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32779-36-5 ,Some common heterocyclic compound, 32779-36-5, molecular formula is C4H2BrClN2, 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.

In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (110 mg, 0.589 mmol, available from Fluke), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.112 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150 C. for 0.5 hr. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)LCMS (Method C): Rt=1.26, MH+=343

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-36-5, its application will become more common.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 7752-82-1, 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. 7752-82-1, name is 5-Bromopyrimidin-2-amine. A new synthetic method of this compound is introduced below.

2-Amino-5-bromopyrimidine (210 mg, 1.21 mmol) was suspended in toluene (10 mL), the suspension was added with sodium t-butoxide (200 mg, 2.08 mmol), morpholine (2.99 g, 34.3 mmol), tris(dibenzylideneacetone)dipalladium(0) (31.2 mg, 0.03 mmol) and (2-biphenyl)di-t-butylphosphine (36.0 mg, 0.12 mmol), and the mixture was stirred at 110 C. for 66 hours in an argon atmosphere. The reaction mixture was directly separated by silica gel column chromatography, and then purified by preparative silica gel thin layer chromatography to obtain 2-amino-5-(4-morpholino)pyrimidine as pale yellow solid (43.6 mg, 20%).1H-NMR (CDCl3) delta: 3.02 (4H, t, J=4.6 Hz), 3.86 (4H, t, J=4.6 Hz), 4.80 (2H, br), 8.06 (2H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-82-1, 5-Bromopyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Kowa Company, Ltd.; US2009/54474; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6297-80-9, 4,6-Dichloropyrimidin-2(1H)-one, 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, Quality Control of 4,6-Dichloropyrimidin-2(1H)-one, blongs to pyrimidines compound. Quality Control of 4,6-Dichloropyrimidin-2(1H)-one

General procedure: #10;4,6-dichloropyrimidin-2(1H)-one (0.24 mmol) and the amine (0.24 mmol) was dissolved in NMP (1 ml) in a microwave vial. The vial was capped and heated at 120 ¡ãC for 15 min in a single node microwave reactor. Morpholine (7.5 mmol) was added and the mixture was heated at 120 ¡ãC for 30 min. The reaction mixture was worked up with DCM (3 ml) and brine (1 ml) and filtered through a phase separator. The compound was purified with HPLC using FractionLynx I instrument, Mobilphase: gradient 5-95percent ACN in 0.1 M HCO2H, pH3, Column: Sunfire Prep C18 5m OBD 19*150 mm to give the product.

The synthetic route of 6297-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Giordanetto, Fabrizio; Wallberg, Andreas; Ghosal, Saswati; Iliefski, Tommy; Cassel, Johan; Yuan, Zhong-Qing; Von Wachenfeldt, Henrik; Andersen, Soren M.; Inghardt, Tord; Tunek, Anders; Nylander, Sven; Bioorganic and medicinal chemistry letters; vol. 22; 21; (2012); p. 6671 – 6676,6;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3993-78-0, 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 3993-78-0 as follows.

2-Amino-4-chloropyrimidine (55) (13.0g, 100mmol) was added to a 57wt.% aqueous solution of hydriodic acid (115ml, 1.00mol) at 0C and the mixture was stirred at room temperature for 3h. The mixture was cooled to 0C and the resulting precipitate was removed by filtration and taken up in cold 5N aqueous Na2CO3 (200ml). The mixture was extracted with EtOAc (3¡Á500ml) and the combined organic layers were concentrated under reduced pressure to deliver 2-amino-4-iodopyrimidine (21.1g, 95.0mmol, 95% yield) as a white solid. 1H NMR (400MHz, DMSO-d6) delta ppm 7.78 (d, J=5.0Hz, 1H), 7.02 (br. s, 2H), 7.00 (d, J=5.0Hz, 1H). MS (ESI, pos. ion) m/z: 222.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3993-78-0, its application will become more common.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 183438-24-6, 5-Bromo-2-iodopyrimidine, 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, 183438-24-6, blongs to pyrimidines compound. Recommanded Product: 183438-24-6

INTERMEDIATE 163 -(5 -Bromopyrimidin-2-yl)-3 -hydroxycyclobutyl 2,2-dimethylpropanoate5-Bromo-2-iodopyrimidine (16.7 g, 58.8 mmol) was dissolved in DCM (200 mL) with stirring and cooled to -78C under N2. n-Butyllithium in hexane (2.5M, 23.5 mL)was added dropwise and the mixture was stirred for 20 minutes at -78C. Intermediate 15 (10 g, 58.8 mmol) in DCM (50 mL) was cooled in a dry ice bath and added in one portion. The reaction mixture was stirred at -78C for 10 minutes, then quenched by the addition of saturated aqueous NH4C1 solution (20 mL) and allowed to warm to room temperature. Saturated aqueous NH4C1 solution (50 mL) was added and the mixture wasextracted with DCM (2 x 100 mL). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. The crude residue was purified by column chromatography (5i02, 0-30% EtOAc in heptane), yielding the title compound (7.6 g, 35%) as a yellow solid. H (500 MHz, CDC13) 8.78 (s, 2H), 5.22-5.14 (m, 1H), 3.03-2.93 (m, 2H), 2.67-2.58 (m, 2H), 1.22 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183438-24-6, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; DELIGNY, Michael Louis Robert; HEER, Jag Paul; JACKSON, Victoria Elizabeth; KROEPLIEN, Boris; LECOMTE, Fabien Claude; PORTER, John Robert; WO2015/86509; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 53112-28-0, 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. 53112-28-0, name is 4,6-Dimethyl-N-phenyl-2-pyrimidinamine. A new synthetic method of this compound is introduced below.

Preparation of the Co-Crystal Comprising Pyrimethanil and Dithiine Tetracarboximide of the Formula (I). Preparation 83 mg of pyrimethanil and 117 mg of dithiine tetracarboximide of the formula (I) are suspended in 2 mL of water or in a mixture of water and polar organic solvent. The suspension solution is stirred until a red powder is obtained (pyrimethanil is a white powder, dithiine tetracarboximide of the formula (I) is a blue powder). The solid material is separated by filtration and dried at 25 C. for 12 hours. The corresponding PXRD pattern and DSC trace are shown in FIG. 1 and in FIG. 3, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53112-28-0, its application will become more common.

Reference:
Patent; BASF SE; BRATZ, Matthias; CHIODO, Tiziana; KOULELIS, Dennis; MERTOGLU, Murat; (16 pag.)US2016/15034; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia