Tag: M.W:100-200

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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-Chloro-5-hydroxypyrimidine

Preparation Example 15 A mixture of 2-chloro-5-hydroxypyrimidine (487 mg) and 1-(3,5-dimethoxyphenyl)ethanol (680 mg), tributylphosphine (1.37 mL), and tetrahydrofuran (14 mL) was ice cooled, and 1,1′-(azodicarbonyl)dipiperidine (1.4 g) was added thereto followed by stirring at room temperature for 12 hours and stirring at 50° C. for 3 hours. Insoluble materials were removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 2-chloro-5-[1-(3,5-dimethoxyphenyl)ethoxy]pyrimidine (415 mg).

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOTOBUKI PHARMACEUTICAL CO., LTD.; Astellas Pharma Inc.; Kameda, Minoru; Kuriwaki, Ikumi; Iikubo, Kazuhiko; Hisamichi, Hiroyuki; Kawamoto, Yuichiro; Moritomo, Hiroyuki; Suzuki, Tomoyuki; Futami, Takashi; Suzuki, Atsushi; Tsunoyama, Kazuhisa; Asaumi, Makoto; Tomiyama, Hiroshi; Noda, Atsushi; Iwai, Yoshinori; Tokuzaki, Kazuo; Okada, Haruki; Miyasaka, Kozo; US2014/142084; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13036-57-2 ,Some common heterocyclic compound, 13036-57-2, molecular formula is C5H5ClN2, 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.

A solution of Lithium bis(trimethylsilyl)amide (1M in THF, 4.05mL, 4.05mmol) was added to a cooled (0C) solution of Methyl 3-((2,6-difluorophenyl)sulfonamido)-2- fluorobenzoate (400mg, 1.16mmol) in THF (3mL). After lOmin of stirring, a solution of 2-chloro-4-methylpyrimidine (178mg, 1.39mmol) in THF (2mL) was slowly added and the reaction mixture was allowed to warm to room temperature for 2h. Aqueous saturated ammonium chloride was added to the medium. The aqueous layer was extracted with EtOAc (2 times). Combined organics were washed with brine, dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. Trituration of the brown solid in DCM/cHex afforded title compound (420mg, 82%) as a mixture of ketone and enol. LC/MS (ES+): 442.0-444.0 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-57-2, its application will become more common.

Reference:
Patent; CELLIPSE; PRUDENT, Renaud; PAUBLANT, Fabrice; (74 pag.)WO2018/55097; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 115581-36-7, Adding some certain compound to certain chemical reactions, such as: 115581-36-7, name is 2-Chloro-5-(methylthio)pyrimidine,molecular formula is C5H5ClN2S, 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 115581-36-7.

EXAMPLE 4 N-[4-(1,3-benzodioxol-5-yl)-3-(2-{[5-(methylsulfanyl)-2-pyrimidinyl]oxy}ethoxy)-5-isoxazolyl]-4-(tert-butyl)benzenesulfonamide To a solution of N-[4-(1,3-benzodioxol-5-yl)-3-(2-hydroxyethoxy)-5-isoxazolyl]-4-(tert-butyl)benzenesulfonamide (Preparation 6) (109 mg) in tetrahydrofuran (3 mL), purged with nitrogen three times, was added sodium hydride (20 mg of a 60% dispersion in oil) and the reaction mixture stirred for 15 minutes. After which time a solution of 2-chloro-5-(methylsulfanyl)pyrimidine (42 mg) in dimethylformamide (0.5 mL) was added to the reaction mixture and then left stirring at room temperature overnight. The reaction mixture was quenched with citric acid (1.0M, 10 mL) and extracted into ethyl acetate (15 mL). The organics were washed with water (10 mL), brine (10 mL) and dried over magnesium sulfate before being concentrated in vacuo to yield the crude material (150 mg). This was purified by HPLC on a 5mu ODS Phenomenex Magellen column with a gradient elution of 0.1 M NH4OAc (95% to 50%) and acetonitrile (5% to 50%) to yield the desired product as a white solid (16 mg). deltaH (300 MHz, CDCl3): 8.50(2H, s), 7.80(2H, d), 7.60(1H, br), 7.50(2H, d), 6.80(2H, d), 6.65(1H, d), 5.95(2H, s), 4.70(2H, m), 4.60(2H, m), 2.45(3H, s), 1.35(9H, s) m/z (thermospray) [MH+]=584.7, C27H29N4O7S2 requires 584.7.

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. 115581-36-7, 2-Chloro-5-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Chubb, Nathan Anthony Logan; Eshelby, James John; Pacey, Michael Stephen; Schulz, Darren John; US2002/19408; (2002); 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. 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 10132-07-7

EXAMPLE A 2-(N’-carbethoxy-piperazino)-4-chloro-6-amino-pyrimidine 29.0 gm of 2,4 -dichloro-6-aminopyrimidine [H. Bretschneider et al, Monatsh. f. Chemie 92, 132 (1961)]were suspended in 150 ml of dioxane, the suspension was heated to 80C, and 60.2 gm of N-carbethoxy-piperazine were added. After standing for 40 minutes at this temperature, the mixture was poured into 500 ml of water, and the aqueous solution was on an ice bath while stirring. The initially oily precipitating product crystallized after about 15 minutes. The crystals were suction-filtered off and recrystallized from 300 ml of methanol. Yield: 28.8 gm (57.3% of theory); m.p. 163-166C.

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, 10132-07-7, 4-Amino-2,6-dichloropyrimidine.

Reference:
Patent; Boehringer Ingelheim GmbH; US3975384; (1976); A;,
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Pyrimidine – Wikipedia

Reference of 932-52-5, 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. 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2a,b (5 mmol) in phosphorus oxychloride (10 ml) was added a solution of the appropriate amine (5 mmol) and phosphorus pentoxide (5 mmol) in phosphorus oxychloride (5 ml), and the mixture was refluxed for 5 h. After cooling, the reaction mixture was poured onto ice/water and neutralized with 5% sodium hydroxide solution; the formed precipitate was filtered, washed with water and crystallized from the ethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Abbas, Safinaz E.; Abdel Gawad, Nagwa M.; George, Riham F.; Akar, Yahya A.; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 195 – 204;,
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Pyrimidine – Wikipedia

Related Products of 1780-31-0 , The common heterocyclic compound, 1780-31-0, name is 2,4-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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.

EXAMPLE 84[4-(6-Bromobenzo[b]thiophen-2-yl)-5-methylpyrimidin-2-yl]-[3-(4-methylpiperazin-1-yl)-propyl]-amine tri-hydrochloride(A). Preparation of 2-chloro-5-methylpyrimidine; Into a 3-necked, 500 mL round bottomed flask is added 2,4-dichloro-5-methylpyrimidine (25.0 g, 153 mmol), THF (125 mL) and zinc powder (30.1 g, 460 mmol). The mixture is heated to reflux and acetic acid (HOAc) (9.21 g, 153 mmol) in THF (20 mL) is dropwise added over 1 hour. After 1.5 hours at reflux, additional HOAc (3.93 g, 65.5 mmol) in THF (12.5 mL) is added over 10 minutes, and the mixture is refluxed for an additional 1 hour. The mixture is filtered over celite, rinsed with THF (150 mL) and the organic layers are concentrated under reduced pressure. The crude mixture is partitioned in EtOAc/dichloromethane/1 N NaOH and filtered. The organic layer is concentrated under reduced pressure to yield a peach colored solid. The crude material is subjected to chromatography on silica (in hexane) to provide the title compound as a white solid (13.5 g, 69% yield).

The synthetic route of 1780-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dahnke, Karl Robert; Lin, Ho-Shen; Richett, Michael Enrico; Shih, Chuan; Wang, Q May; Zhang, Bo; US2008/306082; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 504-17-6, 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. 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of an aromatic aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol), [H-NMP]+[HSO4]- (12 mol%)and water (2 ml) was added. Then, ultrasonic probe was directly immersed inthe resulting mixture. The progress of the reactions was monitored by TLCuntil conversion of the starting materials was satisfactory. After completion ofthe reaction, the solvent was evaporated and the precipitate was washed withEtOH and hot water to afford the pure product. All products were identified byphysical and spectroscopic data. The synthesis of the compounds 4b and 4j wasinvestigated but unfortunately even after 24 h, only a trace amount of productwas observed by TLC, that is why we could not reported the spectroscopic dataof them.5-Phenyl-2,8-dithioxo-2,3,7,8,9,10-hexahydropyrido[2,3-d:6,5-d?]dipyrimidine-4,6(1H,5H)-dione (4a). Cream powder; m.p.: 211 C Lit40 (m.p.rep: 218 C).IR (KBr) (numax/cm-1): 3452 (NH), 3054 (C-H, sp2 stretch), 2898 (C-H, sp3), 1637(C=O), 1440, 1559 (C=C, Ar). 1H NMR (DMSO-d6, 400MHz) delta (p.p.m.):11.33-12.00 (3H, s, NH), 7.91 (1H, s, NH), 7.60 (1H, s, NH), 7.15 (2H, s, H-Ar),7.05 (1H, s, H-Ar), 6.98-6.99 (2H, d, J=6.0, H-Ar), 5.93 (1H, s, CH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Naeimi, Hossein; DIdar, Asieh; Rashid, Zahra; Zahraie, Zohreh; Journal of Antibiotics; vol. 70; 7; (2017); p. 845 – 852;,
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. 120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Aminopyrimidine-5-carbaldehyde

General procedure: To a solution of amine and TEA in the indicated solvent is added acyl chloride dropwise at room temperature. After stirring for 16 hours, the mixture is concentrated.Following Procedure A using isonicotinoyl chloride (2.76 g, 19.. 5 rnmoi). dioxane (20 mL), 10 (800 mg, 6.5 mmol). and TEA (5.42 ml, 39 mmoi), react at 100 C and then dilute the mixture with EA (20 rnL), wash with water (30 mL) and brine (50 mL), concentrate, and purify with silica gel column chromatography (MeOH:DCM == 1:50) to give 27 as a white solid (400 mg, 27% yield). (MS: [M+H] 229.1)

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, 120747-84-4, 2-Aminopyrimidine-5-carbaldehyde.

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

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. 69543-98-2, name is 4-Bromo-6-methylpyrimidine, the common compound, a new synthetic route is introduced below. Formula: C5H5BrN2

Step 1: ieri-butyl 2-(3-acetyl-5-((6-methylpyrimidin-4-yl)oxy)-l.H-indazol-l-yl)acetate (235) [0734] A mixture of tert-hutyl 2-(3-acetyl-5-hydroxy-l.H-indazol-l-yl)acetate (1 equiv), 4-bromo-6-methylpyrimidine (1.1 equiv), K2CO3 (3 equivj and 18-Crown-6 (l equiv) in DMF HO vol) under argon, the pressure vessel was sealed and heated at 100 C for 24 h. The reaction mixture was cooled to rt and diluted with water, then extracted with DCM. The organic layer was washed with brine, dried over anhydrous Na2S04, filtered, and then concentrated . The residue was purified by column chromatography on silica gel (EtOAc/DCM) to give compound 235

The synthetic route of 69543-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (386 pag.)WO2017/35355; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Example 37(S)-5-(1 -Methanesulfonyl-1 ,2,3,6-tetrahvdro-pyridin-4-yl)-2-methyl-2-ri -(5- trifluoromethyl-pyridin-2-yl)-piperidin-4-yl1-2,3-dihvdro-furo[2,3-clpyridineThe title compound is prepared from (S)-5-(1 -methanesulfonyl-1 ,2,3,6-tetrahydro- pyridin-4-yl)-2-methyl-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 41 ; the configuration of the stereocenter is arbitrarily assigned) and 2-chloro-5- (trifluoromethyl)pyridine in dimethylsulfoxide at 100C in the presence of potassium carbonate. LC (method 4): tR = 1 .04 min; Mass spectrum (EST): m/z = 523 [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,69034-12-4, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; WO2012/98217; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia