Tag: M.W:200-300

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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C15H14N4O3

To a suspension of intermediate G (0.50 g, 1.68 mmol) in dry DMF (10 mL) was added 2-chloro-4,6-dimethoxy-1,3,5-triazine (0.35 g, 2.01 mmol) and N-methylmorpholine (0.37 mL, 3.4 mmol) and the resulting mixture was stirred at room temperature for 3 h. A solution of intermediate E (assumed 2.5 mmol) and N-methylmorpholine (0.37 mL, 3.4 mmol) in DMF (5 mL) was added and stirring was continued at room temperature overnight. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (CH2Cl2/MeOH, 15/1 to 5/1) to afford (S)-benzyl 5-acetoxy-4-(4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanoate (0.70 g, 77%). LC-MS (Waters): Rt 6.14 min; m/z calculated for C29H31N5O6 [M+H]+ 546.23. found 546.0.

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, 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Patent; Craighead, Mark; Palin, Ronald; Murray, Neil; Lindsay, Derek; US2013/225594; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7752-74-1, 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 7752-74-1, name is 5-Iodo-6-methylpyrimidin-4(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 90 g (0.38 mol) 4-hydroxy-5-iodo-6-methyl pyrimidine in 600 mL POCl3 is heated for 1 h at 90 C. The reaction mixture is concentrated under reduced pressure and the residue is poured into crushed ice. The precipitated solid is collected by filtration and washed with water. After drying, the desired product is obtained as a solid (90 g; 93%).

According to the analysis of related databases, 7752-74-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/28958; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2915-16-4, 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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. A new synthetic method of this compound is introduced below.

Under a nitrogen atmosphere, 50g (187mmol) the compound 2-chloro-4,6-diphenyl pyrimidine was dissolved in 1LTHF added thereto 37g (155mmol) (3- bromophenyl) borate, and 2.1g (1.8mmol) tetrakis (triphenylphosphine) palladium, and the mixture was stirred. Subsequently, thereto added 64g (467mmol) of potassium carbonate saturated aqueous solution, and the resulting mixture was heated at reflux for 80 12 hours. When the reaction was completed, water was added to the reaction solution, and the mixture was extracted with dichloromethane ((the DCM), followed by removal of water and dried over anhydrous MgSO4 filtered and concentrated under reduced pressure. The residue obtained was separated via flash column and chromatography to obtain 66g (92%) compound I-17.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Samsung SDI Co., Ltd.; Jin, Chengxuan; Jin, Yongquan; Liu, Dongwan; Jin, Lunhuan; Liu, Yinshan; Zheng, Chengxian; (85 pag.)CN105566200; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1146629-75-5, 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 1146629-75-5, name is (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate. This compound has unique chemical properties. The synthetic route is as follows.

Step 16: tert-Butyl 4-(6-aminopyrimidin-4-yI)-2-(5-chloro-2-methylphenyl)-1 H-pyrrole-1 -carboxylate (XXI) The crude tert-butyl 2-(5-chloro-2-methylphenyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrrole-1 -carboxylate (392 mg, 0.94 mmol), Na2003 (250 mg, 2.36 mmol), PdC2(dppf) (77 mg, 0.094 mmol) and 6-iodopyrimidin-4-amine (311 mg, 1.41 mmol) were degassed and purged with argon and suspended in degassed 1,4-dioxane (3 mL) and water (1 mL). The reaction mixture was heated to 110 00 (oil bath temperature) for 2 h. Thesolution was diluted with EtOAc and washed with water. After drying over anhydrous Na2SO4, the organic layer was evaporated. The crude was purified by chromatography on silica gel (hexane/EtOAc 8:2) providing the title compound (220 mg, 58%).1H NMR (600 MHz, DMSQ-d6) 8.55 (s, 1 H), 7.79 (s, 1H), 7.41 (d, 1H), 7.29 (d, 1H), 7.16 (m, 1H), 6.98 (s, 1H),6.66 (s, 1H), 2.30 (s, 3H), 1.44 (s, 9H).According to this procedure, but starting from tert-butyl 2-(5-chloro-2-ethyl phenyl)-4-iodo-1 H-pyrrole-1 -carboxylate, using 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate instead of 6-iodopyrimidin-4-amine in the step 16 and removing the 2,2-dimethylpropanoyl protecting group with LiOH.H20 in THE/water at roomtemperature, the following compound was prepared:2-(5-Chloro-2-ethylphenyl)-N-methyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yI)-1 H-pyrrole-1 -carboxamide (compd185)ESI (+) MS: m/z 380 (MW).

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 1146629-75-5, (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Reference Example 1: N,N-dibenzyl-N’-tert-butyl-2-chloro-5-nitropyrimidine-4,6-diamine To 2,4,6-trichloro-5-nitropyrimidine (, 22.8 g) in methylene chloride(l 70 mL), a solution of tert-butylamine (7.3 g) in methylene chloride (30 mL) was slowly added dropwise at 0 C. To the reaction mixture, diisopropylethylamine (17.3 mL) was slowly added dropwise at 0 C. The reaction mixture was stirred at 0 C for 60 minutes. To the reaction mixture, water was poured and the reaction mixture was extracted with methylene chloride. The obtained organic layer was washed with a saturated saline solution, and was dried over sodium sulfate, and thereafter, was concentrated under a reduced pressure. 12.7 g of the obtained intermediate (27.8 g) was dissolved in methylene chloride (170 mL). To the solution, a solution of dibenzylamine (19.2 mL) in methylene chloride (30 mL) was added dropwise at 0 C. To the reaction mixture, diisopropylethylamine (17.3 mL) was added dropwise at 0 C. The reaction mixture was stirred at 0 C for 60 minutes. To the reaction mixture, water was poured and the reaction mixture was extracted with methylene chloride. The obtained organic layer was washed with a saturated saline solution, and was dried over sodium sulfate, and thereafter, was concentrated under a reduced pressure. The remaining intermediate (15.09 g) was similarly reacted. The obtained crude product was purified by silica gel column chromatography to give the title compound (27.2 g) having the following physical properties. TLC: Rf 0.45 (hexane: ethyl acetate = 9 : 1); 1H-NMR (CDCl3): delta1.51, 4.52, 7.06-7.14, 7.23-7.38, 8.41.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; YAMAMOTO, Shingo; KURONO, Masakuni; YOSHIDA, Atsushi; HOTTA, Shingo; (53 pag.)EP3560926; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 64224-60-8, 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. 64224-60-8, name is 5-Bromo-4-pyrimidinecarboxylic acid. A new synthetic method of this compound is introduced below.

S-bromopyrimidine^-carboxylic acid (prepared according to the procedure described in U.S patent 4,110,450) (1.0 eq, 6.14 g, 30.2 mmol) was suspended in CH2Cl2 (100 ml). Oxalylchloride (1.1 eq, 2.9 ml, 33.0 mmol) was added followed by 2 drops of DMF. The mixture was stirred at room temperature overnight and the volatiles were removed in vacuo. The residue was taken in MeOH (50 ml) and heated. After evaporation of MeOH in vacuo the compound was dissolved in CH2Cl2 and poured on a prepacked silica gel column. The material was eluted using 20% Ethyl acetate in hexanes. Evaporation of the solvent provided methyl-5- bromopyrimidine-4-carboxylate as a light orange crystalline solid (2.54 g, 39% yield). LCMS (ES): 95% pure, m/z 217 [M]+; 219 [M+2]+; 1H NMR (CDCl3, 400 MHz) delta 4.04 (s, 3H), 9.02 (s, IH), 9.21 (s, IH) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64224-60-8, 5-Bromo-4-pyrimidinecarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; CYLENE PHARMACEUTICALS, INC.; WO2008/28168; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 18740-39-1, 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 18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

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 percent) as a yellow solid.

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 18740-39-1, 2,4-Dichlorothieno[2,3-d]pyrimidine.

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

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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H6Cl2N2

General Method 2 Step 2A.2. To 1 mmol of 2,4-dichloro-6-phenylpyrimidine (X) and 4-chloroaniline in 4 mL of dry THF was added 1 mmol (0.5 mL, 2M in THF/heptane/ethylbenzene) of lithium diisopropylamide. The reaction was followed by TLC (30% ethyl acetate/hexane). The reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate and the organic layers were dried over magnesium sulfate and concentrated under reduced pressure. The mixture was purified by chromatography on silica gel with elution by 30% ethyl acetate/hexanes to afford 70 mg of 2-chloro-N-(4-chlorophenyl)-6-phenylpyrimidin-4-amine (XII) as an amorphous solid. ESI/MS 315.883, 317.915 (M+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, 26032-72-4, 2,4-Dichloro-6-phenylpyrimidine.

Reference:
Patent; Vestaron Corporation; US2012/22066; (2012); 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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, 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. HPLC of Formula: C6H4Cl2N2OS

Step 2. Preparation of 4-Chloro-6-methylsulfanyl-]H-pyrazolo[3,4-d]pyrimidine 4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (7.54 g, 0.0338 mol) was added to 80 mL of dioxane and stirred for 10 minutes at room temperature. Diisopropyl ethylamine (6.03 mL, 0.0340 mol) was added and the mixture was cooled in an ice bath with stirring for 10 minutes. Anhydrous hydrazine (1.08 mL, 0.0338 mmol) was added dropwise over three minutes, and stirring was continued for an additional five minutes. The ice bath was removed, and the reaction ixture was heated to reflux with stirring for two hours. The reaction mixture was then stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was added to 20 mL of 2 N HCl and 100 mL EtOAc. The resulting suspension was stirred and filtered, ad the solid was washed with water followed by EtOAc. The organic phase of the filtrate was collected, and the aqueous phase was extracted three times with 150 mL EtOAc. The combined organic phases were dried (MgSO4), filtered, and the filtrate was evaporated under reduced pressure. The resulting solid was washed with diethyl ether/hexanes (1:1) and the solid was dried to provide 3.13 g of crude 4-Chloro-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H =201.

With the rapid development of chemical substances, we look forward to future research findings about 33097-11-9.

Reference:
Patent; Arora, Nidhi; Billedeau, Roland Joseph; Dewdney, Nolan James; Gabriel, Tobias; Goldstein, David Michael; O’Yang, Counde; Soth, Michael; US2005/197340; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, 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, 171887-03-9, blongs to pyrimidines compound. Application In Synthesis of N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide

To a slurry of N-(2-amino-4,6-dichloro-5-pyrimidinyl) formamide (70 gm) in ethanol (700 ml), pulverized sodium bicarbonate (56.80 g) was added at -230C and heated to 75-8O0C. A solution of 4-amino-2-hydroxymethylbutan-l-ol (45 gm, -95% purity) in a mixture of ethanol (200 ml) and water (20 ml) was slowly added to the refluxing reaction mass in -60 minutes. The mixture was stirred at 75-8O0C for 90 minutes and cooled to -230C. The precipitated salts (~45g) were filtered off and then washed with ethanol (100ml). The filtrate and washings were combined and treated with activated charcoal (3 g). The solution was filtered through celite to remove carbon and the residue washed with ethanol (40 ml). To the filtrate, triethylamine (38 g) and 10% palladium on carbon (50% water paste, 10 g) were added. The slurry was transferred to an autoclave and hydrogenated at 5O0C and 5-6 kg/cm2 for 18 hrs. After completion of the reaction, the catalyst was removed by filtration and the residue was washed with ethanol (50 ml). The combined filtrate (~1150 ml) was concentrated to -300 ml under reduced pressure at <60C. The concentrate was cooled to 230C and a solution of hydrogen chloride in ethanol (118 gm, 15% w/w) was added to the reaction mass. The resulting light yellow coloured reaction mass was stirred for 5-10 minutes and triethylorthoformate (23Og) was added. The reaction solution was heated to 45- 5O0C and continued stirring at 45-5O0C for 3 hrs. Thereafter a mixture of 6.4g concentrated hydrochloric acid and 9.6 g water was added. Stirring was continued at 45-5O0C for 90 minutes, to crystallize the product. The suspension was cooled to 15-180C, stirred for 60 minutes and the product was filtered. The wet product was washed with ethanol (2 x 50ml, 250C), and dried at 5O0C under reduced pressure to constant weight. (Yield 50.5 gm; light yellow powder, HPLC purity >97%.)This product can be taken as such for famciclovir preparation or can be purified by a process described below:The above obtained product (50.5 gm) was suspended in a mixture of ethanol (220 ml) and water (7 ml) and the slurry was refluxed for 30-40 minutes. Thereafter, cooled the mass to 8-1O0C and maintained for 1 hr. Product was filtered, washed with ethanol (60 ml), and dried at 5O0C under reduced pressure to constant weight. (Yield 43.8gm; off white powder, HPLC purity > 99.3 %.)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171887-03-9, its application will become more common.

Reference:
Patent; AUROBINDO PHARMA LIMITED; WO2008/72074; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia