Day: June 17, 2021

Application of 84905-80-6 ,Some common heterocyclic compound, 84905-80-6, molecular formula is C6H4ClN3, 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 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (100 mg), tetrahydrofuran (5 mL) was added, and N-bromosuccinimide (116 mg) was further added thereto, followed by stirring for 1 hour. After completion of the reaction, the reaction mixture was mixed with ethyl acetate and washed with water. The washed mixture was dried over anhydrous sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound. [0211] 1H NMR (300 MHz, DMSO-d6): delta 12.95 (s, 1H), 8.71 (s, 1H), 8.24 (d, 1H)

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. 84905-80-6, 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM. CO., LTD; Son, Jung Beom; Kim, Nam Du; Chang, Young Kil; Kim, Hee Cheol; Kim, Ji Sook; Jung, Young Hee; US2013/274268; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1207518-63-5 ,Some common heterocyclic compound, 1207518-63-5, molecular formula is C8H6ClN3O2, 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 5 Step 2: 4-Chloro-7-[(2R,3R,4R,5R)-3-ethynyl-3-hydroxy-4-(4-methyl- benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-7H-pyrrolo[2,3- d]pyrimidine-5-carboxylic acid methyl ester; A dry flask is charged with 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester (698 mg, 3.3 mmol, 1.1 equiv.), NaH (156 mg as 60% dispersion in oil, 3.9 mmol) and acetonitrile (10 ml), stirring for 10 mins. Then crude compound 1 ,2-anhydro-2-C-ethynyl-3,5- bis(4-methylbenzoyl)-alpha-D-ribofuranose (1.2 g, 3.0 mmol) in acetonitrile (5 ml) is added and the reaction is heated at 80 0C for 3 h. The mixture is neutralized to pH = 7.0 by addition of 1 N HCI solution and evaporated under vacuum. Ethyl acetate (80 ml) is added and the mixture is washed with 1 N HCI solution (20 ml), H2O (20 ml), brine (20 ml), dried (Na2SO4), filtered, concentrated and purified by flash column to give 4-chloro-7-[(2R,3R,4R,5R)-3-ethynyl-3- hydroxy-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-7H- pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester. ESI-MS (pos.): 604.3 [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,1207518-63-5, its application will become more common.

Reference:
Patent; NOVARTIS AG; CHEN, Yen Liang; DURAISWAMY, Jeyaraj; HALLER, Sarah; KEIM, Matthias; KONDREDDI, Ravinder Reddy; YIN, Zheng; WO2010/15643; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 767-15-7, 2-Amino-4,6-dimethylpyrimidine, 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, SDS of cas: 767-15-7, blongs to pyrimidines compound. SDS of cas: 767-15-7

2-Chloromethyl-5,7-dimethyl-imidazo[1,2-a]pyrimidine A solution of 2-amino-4,6-dimethylpyrimidine (2.46 g, 20.0 mmol) and 1 ,3-dichloro-2- propanone (2.67 g, 21.0 mmol) in 1 ,2-dimethoxyethane (20 ml_) was stirred at 45 0C overnight. A precipitate formed, and this was collected by filtration, and was then refluxed with ethanol (15 ml_) for 2 hours. After cooling to room temperature, the product precipitated as white needles which were collected by filtration and vacuum dried to yield the title compound pure as its hydrochloride salt (883 mg, 19percent). 1H NMR (500 MHz, DMSO-de): delta7.84 (s, 1 H), 6.88 (s, 1 H), 4.84 (s, 2H), 2.60 (s, 3H), 2.49 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,767-15-7, 2-Amino-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; WO2009/152825; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 271-70-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Procedure A: To a solution of 5-bromo-2-(4-methoxybenzyl)isoindolin-1-one (1, 0.5 g, 1.5 mmol) in dioxane (10 mL) was added 7H-pyrrolo[2,3-d]pyrimidine (2, 0.27 g, 2.25 mmol) and potassium tert-butoxide (0.51 g, 4.52 mmol) followed by the addition of XantPhos (0.087 g, 0.15 mmol). The reaction mixture was degassed with argon for 15 min. Tris(dibenzylideneacetone)dipalladium(0) (0.14 g, 0.15 mmol) was then added and the reaction mixture was heated at 90 C. and maintained at that temperature for 12 h. (0193) Following heating, the reaction mixture was cooled and concentrated under reduced pressure. The concentrated reaction mixture was extracted in ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue obtained was purified by silica gel (100-200 mesh) column chromatography using 5% methanol in dichloromethane as eluent so as to afford 2-(4-methoxybenzyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)isoindolin-1-one (3). Yield: 0.21 g, 38%;

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 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 705263-10-1, 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. 705263-10-1, name is 6-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, 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.

In a muwave vial, 6-bromopyrazolo[1,5-a]pyrimidine, 9, (0.25 g, 1.26 mmol, 1.0 eq), 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine, 10, (0.36 g, 1.26 mmol, 1.0 eq), and Pd(dppf)Cl2?DCM (52.0 mg, 0.06 mmol, 0.05 eq) were added. The muwave vial was evacuated under reduced pressure and purged with Argon (3x). To the mixture was added 1,4-dioxane (9 mL), followed by a solution of K3PO4 (0.54 g, 2.52 mmol, 2.0 eq) in H2O (4.0 mL). The reaction was heated to 150 C for 30 min under microwave irradiation. The reaction was added to EtOAc: H2O (1:1, 100 mL). The organic layer was separated, washed with H2O (25 mL), Brine (25 mL), dried (MgSO4), filtered and concentrated. The material was purified by reverse-phase HPLC (5-35% acetonitrile: H2O w/ 0.1% TFA) to afford 4-(4-(pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)morpholine, 11 (0.25 g, 71% yield).LCMS: RT = 0.560 min, >98% (at) 215 and 254 nM, m/z = 281.1 [M + H]+.

According to the analysis of related databases, 705263-10-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Engers, Darren W.; Frist, Audrey Y.; Lindsley, Craig W.; Hong, Charles C.; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3248 – 3252;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 607740-08-9 , The common heterocyclic compound, 607740-08-9, name is 4-(3,5-Dibromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H14Br2N2, 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.

Under a nitrogen stream3,6-bis (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -9-phenylcarbazole 10.0 gmmol),4- (3,5-Dibromo-phenyl) -2,6-diphenyl-pyrimidine 9.41 g (20.19 mmol) K2CO3 16.7 g,800 ml of toluene,Then, 200 ml of a mixed solution was put into a 2-liter 2-neck round bottom flask, stirred for 30 minutes at room temperature,Pd (PPh3) 4 (70 mg, 0.61 mmol) was added thereto and refluxed for 18 hours.After the reaction was completed, the reaction mixture was extracted with methylene chloride, added with MgSO 4 and filtered.After removal of the solvent of the obtained organic layer, the residue was purified by column chromatography to obtain the target compound Macrocycle-II (4.93 g, yield 22.3%).

The synthetic route of 607740-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Co., Ltd; Um Min-sik; Kim Tae-hyeong; Baek Yeong-mi; (20 pag.)KR101847236; (2018); B1;,
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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Recommanded Product: 4270-27-3

Into a dry Schlenk reaction tube was added 6-chloropyrimidine-2,4 (1H, 3H) -dione (0.29 g, 2.0 mmol), pyridin-2-ylboronic acid (0.3 g, 2.2 mmol), Tetrakis (triphenylphosphine) palladium (29 mL, 0.025 mmol) and K2CO3 (0.33 g, 2.4 mmol) were added , then 1,4-dioxane (10 mL), water (2 mL) was added under nitrogen atmosphere for 4 h at 45 C. After completion of the reaction, the solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate , then separated by silica gel column chromatography and eluting with petroleum ether / ethyl acetate 20: 1 to give a pale yellow solid 6- (pyridin-2-yl)pyrimidine-2,4 (1H,3H)-dione. Its 0.28 g of a pale yellow solid, 98% purity, yield 74%.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mudanjiang Medical School; Song Jing; Sun Zhiguo; Han Guangyu; Li Hailin; Wang Wei; (15 pag.)CN106946851; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Toluene (40.8g) was stirred and heated to 700C. Methyl (E)-2-{2-[6-chloropyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (24.2g at 98%w/w, 0.074mols), DABCO (0.85g at 98%w/w, 0.007mols) and 2-cyanophenol (9.9g at 97.5%w/w, O.Odeltamols) were added at 10 minute intervals, maintaining the temperature at 7O0C. After a further 10 minutes DBU , (13.8g at 98%w/w, 0.09mols) was added over 5.5 minutes. During the addition the temperature went up to 78C and cooling was applied to maintain 7O0C. The reaction mixture was stirred at 700C for 90 minutes (still 35.8 area% methyl (E)-2-{2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate unreacted by GC analysis). The reaction temperature was raised to 800C and stirring continued for another 90 minutes at which time the reaction was still not complete (14.2 area% methyl (E)-2- {2-[6-chloropyrimidin-4- yloxy]phenyl}-3-methoxyacrylate unreacted by GC analysis). The temperature was raised to 1000C and stirring continued for a further 60 minutes to complete the reaction. The reaction mixture was cooled to 700C before hot water (75C) (78.3g) was added. The mixture was stirred for 15 minutes at 70-75C, then settled and the aqueous phase separated. A second water wash (78.3g) was applied in the same way. The toluene phase (66.6g) contained methyl (J£)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (32.8%w/w), 73.3% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43978; (2008); 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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 13544-44-0

The mixture of 2,4-dichloro-5-iodopyrimidine (400 mg) and N-(3-aminopropyl)carbamic acid tert-butyl ester (0.24 ml) in 3 ml of ACN with 0.23 ml od TEA was stirred overnight at rt. The product was then precipitated by the addition of water and collected and dried as an opaque yellow oil. 20 mg of this product was then reacted with N-(3-aminophenyl)pyrrolidine-1-carboxamide (14.9 mg, prepared previously28) overnight at 115C in 1 ml of MeOH in a sealed vial with 1.5 mul concn HCl. Then 1 ml of TFA was added overnight at rt to deprotect. The product was then purified by RP HPLC to give the final product, which was then lyophilized to give a white powder. Overall yield of 16%.

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lazarus, Michael B.; Shokat, Kevan M.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5483 – 5488;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1224944-77-7, 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. 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate. A new synthetic method of this compound is introduced below.

A mixture of ethyl 5-chloropyrazolo[1 ,5-a]pyrimidine-3-carboxylate (677 mg, 3.00 mmol), methanamine (3.0 ml, 2.0 M, 6.0 mmol) and N,N-diisopropylethylamine (1.6 ml, 9.0 mmol) in 2-propanol (20 ml) was refluxed for 5 h. Upon cooling, ice water was added and the mixturewas extracted with ethyl acetate (3x). The combined organic phases were filtrated through a silicone filter and concentrated to give the title compound (570 mg).[C-MS (Method 1): R = 0.74 mm; MS (ESIneg): m/z = 219 [M-H]1H-NMR (400 MHz, DMSO-d6) 6 [ppm]: 1.258 (7.44), 1.276 (16.00), 1.293 (7.62), 1.296 (2.96), 1.338 (1.13), 2.902 (6.89), 2.914 (6.83), 4.155 (3.10), 4.173 (9.99), 4.191 (9.82),4.209 (2.93), 6.336 (1.70), 6.355 (1.74), 7.855 (1.41), 7.867 (1.40), 8.126 (5.66), 8.482 (1.60), 8.501 (1.56).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224944-77-7, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia