Tag: M.W:100-200

Synthetic Route of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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.

PREPARATION A-23 4-[2,6-Bis(morpholino)-4-pyrimidinyl]piperazine A solution of 160 g of morpholine in 1000 ml of methylene chloride is treated dropwise with 100 g of 2,4,6-trichloropyrimidine. The reaction is immersed in an ice water bath. After 1 h, 300 ml of pyridine is added. The reaction is stirred for two days and concentrated. The residue is partitioned between methylene chloride and aqueous sodium bicarbonate. The residue is chromatographed on silica gel (10percent ethyl acetate/hexane to 25percent to methylene chloride) to give 2,4-[bis-morpholino]-6-chloropyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; THE UPJOHN COMPANY; EP263213; (1988); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1450-85-7 ,Some common heterocyclic compound, 1450-85-7, molecular formula is C4H4N2S, 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: Potassium tetrachloridopalladate(II) was prepared as described previously [11]. The complexes were prepared by adding 2 equivalents of potassium cyanide in 10 ml water to a solution of K2[PdCl2](0.326 g) in 15 ml of water followed by the addition of 2 equivalents of thioamides in 15 ml methanol after 15 min stirring. On addition of KCN a light yellow turbid solution was obtained, which turned to brown or red clear solution on addition of thiones (Caution: Potassium cyanide is extremely dangerous and must be handled with care). After stirring the solutions to 1 h, their colors changed to yellow or orange red. The solutions were filtrated and were kept at room temperature for three to five days. The solid products obtained were washed with methanol and air dried. The experimental yield of the products was around 60-70%. The elemental analyses and melting points (m.p) of the complexes are given in Table 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1450-85-7, its application will become more common.

Reference:
Article; Ahmad, Saeed; Nadeem, Shafqat; Anwar, Aneela; Hameed, Abdul; Tirmizi, Syed Ahmed; Zierkiewicz, Wiktor; Abbas, Azhar; Isab, Anvarhusein A.; Alotaibi, Mshari A.; Journal of Molecular Structure; vol. 1141; (2017); p. 204 – 212;,
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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. 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

General procedure: Glovebox Procedure (General Procedure 1): Inside an argonfilled glovebox (O2 levels between 35.0 and 55.0 ppm, H2O levels unknown), to an oven dried 10-mL screw cap vial equipped with a Teflon-coated magnetic stir bar were added Ru-MACHO (1.2 mg, 2.00 mmol), KOH (1.7 mg, 30.0 mmol), and the appropriate phosphinic amide (0.200 mmol) in that order. Subsequently, toluene (0.7 mL) was added via micropipette, with care taken to ensure that solids on the wall were washed to the bottom of the vial. Next, the appropriate alcohol (0.240 mmol) was added either as a solid or via micropipette for liquid substrates. The reaction was sealed tightly with a non-puncturable cap and was further sealed by placing a piece of electrical tape around the cap and top of vial. Schlenk Line Procedure (General Procedure 2): To a flame-dried vial were quickly added Ru-MACHO (1.2 mg, 2.00 mmol) and KOH (1.7 mg, 30.0 mmol) (stored under Ar) (addition time 1 min), and the reaction vial was left open under a steady flow of nitrogen (applied via a needle placed at the top of the vial). Next, the appropriate phosphinic amide (0.200 mmol) was added, followed by the addition of toluene (0.7 mL) from a standard Solvent Purification System (SPS). Lastly, the appropriate alcohol (0.240 mmol) was added either as a solid or via micropipette for liquid substrates. The nitrogen line was removed, and the vial was then quickly and tightly sealed with a non-puncturable cap and further sealed by placing a piece of electrical tape around the cap and top of the vial. After the differing series of operations described above, General Procedures 1 and 2 then followed then same protocol. The reaction vessel was placed in a preheated oil bath at 110e140 C with a stirring rate of 500 rpm. As the reaction was proceeding, the vessel was periodically visually monitored. If large amounts of solid were found to have accumulated on the wall, the vial was briefly removed from the oil bath and shaken to wash the solids back to the bottom of the vial. After 16 h, the vial was removed from the oil bath and allowed to cool to room temperature. Methanol (1 mL) was added to dissolve all solids, and the solvent removed in vacuo. The solid was redissolved in methanol (1 mL), and the solution was filtered through a 40-mm syringe filter. Samples were then purified by reverse-phase HPLC or recrystallized from hot benzene. In the case of HPLC purification, the fractions were combined, frozen in liquid N2, and lyophilized to sublime the solvent.

The synthetic route of 25193-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jankins, Tanner C.; Qin, Zi-Yang; Engle, Keary M.; Tetrahedron; vol. 75; 24; (2019); p. 3272 – 3281;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14080-59-2, 4-Chlorothieno[2,3-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Under argon atmosphere, 4-methylphenylboronic acid (4.8 g, 35 mmol) was added to a 250 mL round bottom flask.4-chlorothiophene [2,3-d]pyrimidine (5.1 g, 30 mmol),Pd(dppf)Cl2 (440 mg, 0.6 mmol),K2CO3 (5.5 g, 40 mmol),60mL 1,4-dioxane and 20mL water,The mixture was heated at 90 C with stirring for 6 h.Cool to room temperature, quench with water, extract with dichloromethane, and remove the solvent on a rotary evaporator.Purification by column chromatography. A white solid was obtained (4.5 g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Wuhan University; Yang Chuluo; Jiang Bei; Ning Xiaowen; (32 pag.)CN107573386; (2018); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 14394-70-8 ,Some common heterocyclic compound, 14394-70-8, molecular formula is C5H6ClN3, 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.

[0152] A suspension of 2-chloro-5-methylpyrimidin-4-amine (159 muL, 1.2 mmol), 1- bromo-4-(trifluoromethyl)benzene (150 mg, 1.0 mmol), potassium tert-bntoxide (224 mg, 2.0 mmol), Xantphos (120 mg, 0.2 mmol), and palladium acetate (26 mg, 0.1 mmol) was sealed in a microwave reaction tube and irradiated at 160 C for 15 min. The mixture was allowed to cool to room temperature, the solids were filtered using DCM to rinse, and the solution was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (hexane to EtOAc) to afford the title intermediate 29 (128.7 mg, 43%) as a white solid. MS (ESI+): m/? 288 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14394-70-8, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 705263-10-1 ,Some common heterocyclic compound, 705263-10-1, molecular formula is C6H4BrN3, 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.

To a solution of 6-bromopyrazolo[1,5-a]pyrimidine (S2, 1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90 C. for 5 h and then concentrated. The remaining residue was purified by column chromatography on silica gel to give compound S3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705263-10-1, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 38275-56-8, 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 38275-56-8 as follows.

Step 1 : 5-Chloropyrimidine-2-carbonitrile (CAS 38275-56-8, 10 g) and hydroxylamine hydrochloride (5.23 g) were combined in Ethanol (107 ml) and stirred for 5 min. Sodium hydroxide (1M in Water, 72.4 ml) was added at room temperature. The mixture was stirred for 35 min. The mixture was diluted with ice and water. The precipitated solid was collected by filtration, washed with cold water and dried to give 5-chloro-N’-hydroxypyrimidine-2- carboximidamide (10.14 g) as colorless solid. MS: m/z = 173.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-56-8, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (99 pag.)WO2016/150785; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1074-40-4 ,Some common heterocyclic compound, 1074-40-4, molecular formula is C5H4Cl2N2O, 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.

Step 4. A mixture of 4,6-dichloro-2-methoxy-pyrimidine (0.66 g, 3.69 mmol), 2,2-difluoro-2-phenyl- ethylamine (0.58 g, 3.69 mmol), and NaHCO3 (0.93 g, 11.1 mmol) in 95% EtOH (10 mL) is heated to reflux. After stirred at 85C for 5 h. The mixture is diluted with water, filtered, washed (water), and dried to afford (6-chloro-2-methoxy-pyrimidin-4-ylV(2.2-difluoro-2-phenyl-ethyl)-amine as a solid (0.58 g). LCMS: RT = 3.17 minutes, MS: 300 (M+H). 1H NMR (300 MHz, CDCl3) ? 7.57-7.45 (5H, m), 6.1 (IH, s), 5.2 (IH, s), 4.2-4 (2H, m), 3.92 (3H, s).

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. 1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, 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.

A modified procedure of Rho and Abuh (Syn. Commun. 1994, 24, 253-256) was followed for the preparation of the titled aldehyde. Under nitrogen, to a solution of 5-bromopyrimidine (1 g, 6.3 mmol) in 60 mL anhydrous THF, was added BuLi (2.5 M, 2.6 mL, 6.5 mmol) at -78 C. The resulting yellow solution was stirred for 20 min, after which ethyl formate (0.55 mL, 6.7 mmol) was added dropwise over 5 min. After 20 min, the reaction was quenched with 1.5 M THF/HCl solution (4.5 mL, 6.7 mmol). The cold bathwas removed, and the reaction mixture was stirred for 1 h. THF was removed in vacco, 10 mL of water was then added. The mixture was extracted with CHCl3 (2*10 mL), and the combined organics were dried (MgSO4) and concentrated. The crude product was purified via flash column chromatography (5% MeOH/CHCl3) to give 0.35 g (51%) of the titled pyrimidine-5-carboxaldehydepyrimidine-5-carboxaldehyde.

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Patent; Kosogof, Christi; Liu, Bo; Liu, Gang; Liu, Mei; Nelson, Lissa T. J.; Serby, Michael D.; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; US2005/171131; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-93-2, 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 4316-93-2 as follows.

General procedure: To a solution of the nitrochloropyrimidine derivative in tetrahydrofuran (4 mL/mmol) were added the amine (1 equivalent) and NaHC03 (1.1 equivalents). The solution was stirred at room temperature overnight. After concentration under reduced pressure, the crude product was purified by chromatography on silica gel to afford the pure product. This compound was synthetised through general synthesis protocol XVI from 4,6-dichloro-5-nitropyrimidine (1 equivalent) and 4-aminoacetanilide (1 equivalent). It was stuffed at room temperature under argon for 7 h. The suspension was then filtered and the precipitate was washed with ethyl acetate. The filtrate was concentrated until precipitation. The precipitate was filtrated to afford pure compound120 (25%). ?H NMR (400 MHz, d6-DMSO) oe 10.02 (bs, 1H, NH), 9.99 (bs, 1H, NH),8.47 (s, 1H, CH), 7.57 (d, J = 8.9 Hz, 2H, 2 CH), 7.39 (d, J = 8.9 Hz, 2H, 2 CH),2.04 (s, 3H, CH3); HRMS (ESI) calc. for C,2H,,C1N503: [M + H] 308.05449, found308.0543.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-93-2, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE PIERRE ET MARIE CURIE – PARIS 6 (UPMC); CALLEBAUT, Isabelle; MORNON, Jean-Paul; DECOUT, Jean-Luc; BECQ, Frederic; LEHN, Pierre; HOFFMANN, Brice; BOUCHERLE, Benjamin; HAUDECOEUR, Romain; FORTUNE, Antoine; BOINOT, Clement; ALLIOT, Julien; (147 pag.)WO2016/87665; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia