Tag: M.W:100-200

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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. SDS of cas: 32779-36-5

Example III-4 In an autoclave, N,N-dimethylamine hydrochloride (2.04 g, 25 mmol), potassium carbonate (6.91 g, 50 mmol), 5-bromo-2-chloropyrimidine (4.35 g, 22.50 mmol) and toluene (25 ml) are heated at 110 C. (bath temperature) for 20 hours. Ethyl acetate (50 ml) is added to the reaction mixture, and the organic phase is then washed with water (2*50 ml), dried over sodium sulphate, filtered and concentrated. This gives 4.01 g (72% of theory) of N-(5-bromo-2-pyrimidinyl)-N,N-dimethylamine. HPLC: log P (pH 2.3)=2.20 (purity: 91%) m.p. 68-69 C.

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; Plant, Andrew; Seitz, Thomas; Jansen, Johannes Rudolf; Erdelen, Christoph; Turberg, Andreas; Hansen, Olaf; US2004/82586; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 49844-90-8, 4-Chloro-2-(methylthio)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, Formula: C5H5ClN2S, blongs to pyrimidines compound. Formula: C5H5ClN2S

The crude compound 3 (3.52 mmol) obtained from the previous step was dissolved in DCM (14 ml) and cooled to -5 C. A solution of m-CPBA (1.214 gm) in DCM (14 ml) was added drop wise to the solution of compound 3 at -5C over a period of 30 min. After complete addition, the reaction mixture was allowed to stir at room temperature (RT) for 15 h. On appearance of the white precipitate, it was filtered and washed with cold DCM. The filtrate was washed with 10% K2CO3twice and was dried over anhydrous Na2S04. The solvent was removed to obtain compound 4 as an off-white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PANDA, Koustubh; NAGPAL, Latika; RANU, Brindaban C.; (45 pag.)WO2018/92034; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 171178-47-5, 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 171178-47-5 as follows.

COMPOUND EXAMPLE 16 Trans-4- [6- (4-HYDROXY-3-METHOXY-BENZYLCARBAMOYL)-4-OXO-4H-PYRIDO [3,4- d] pyrimidin-3-ylmethyl] -cyclohexanecarboxylic acid Step (a): 4-oxo-3, 4-dihydro-pyrido [3, 4-D] PYRIDINE-6-CARBOXYLIC acid methyl ester A solution of 6-chloro-3H-pyrido [3,4-d] pyrimidin-4-one (20.76g, 114. 3mmol), in 350mL of methanol was treated with triethylamine (39.8mL, 286MMOL), and dppf-PdC12 (1.87g, 2. 29MMOL), and the mixture was heated at 100C under 500psi of CO for 14 hours. The reaction mixture was cooled to room temperature. The resulting solid was collected by filtration, washed with methanol, washed with ethyl acetate, and dried to give 20.72g of 4-oxo-3,4- dihydro-pyrido [3, 4-D] PYRIDINE-6-CARBOXYLIC acid methyl ester as a gray solid (88. 3% yield). 1H NMR (400 MHz, DMSO-D6) delta (ppm) 3.9 (s, 3H), 8.3 (s, 1H), 8.5 (s, 1H), 9.1 (s, 1H), 12.8 (bs, 1H) MS (APCI) M + 1 = 206. 1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-47-5, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/16926; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56181-39-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.56181-39-6, name is 5-Bromo-4-chloropyrimidine, molecular formula is C4H2BrClN2, molecular weight is 193.4291, as common compound, the synthetic route is as follows.

Step 4. tert-butyl 6-(5-bromopyrimidin-4-yl)-2,6-diazaspiro[3.3]heptane-2-carboxylate (0755) A suspension of 5-bromo-4-chloropyrimidine (1.67 g, 8.65 mmol), tert-butyl 2,6- diazaspiro[3.3]heptane-2-carboxylate hemioxalate salt (2 g, 4.12 mmol) and iPr2NEt (1.80 mL, 10.3 mmol) in iPrOH (10 mL) was heated at reflux for 15 h. Saturated NH4Cl aqueous solution (10 mL) and EtOAc (20 mL) were added to the reaction for the workup. The EtOAc layer was separated and the aqueous layer was extracted again with EtOAc. The EtOAc layers were combined, washed with water, then brine, and dried using Na2SO4. Evaporation of the EtOAc gave tert-butyl 6-(5-bromopyrimidin-4-yl)-2,6- diazaspiro[3.3]heptane-2-carboxylate as an off-white foamy solid (2 grams, 70%) that was nearly pure by LCMS analysis and used directly for the next step without further purification. LCMS method A: tR = 1.330 min; [M + H]+ = 355.41 and 357.

The chemical industry reduces the impact on the environment during synthesis 56181-39-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 54660-78-5 ,Some common heterocyclic compound, 54660-78-5, molecular formula is C4H4ClN3, 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.

0058] At room temperature, NaH (67 mg, 2.79 mmol) was added to a solution of tert-butyl 4-(hydroxymethyl) piperidine-1-carboxylate (131) (500 mg, 2.32 mmol) in THF (tetrahydrofuran) (10 mL) and stirred for 1 hour. 4-chloro-pyrimidin-5-amine (A) (346 mg, 2.67 mmol) was then added. The reaction mixture was then heated to 100¡ãC under nitrogen and stirred for 4 hours, cooled to room temperature (20-30¡ãC) and concentrated in vacuo. The residue was purified with flash column (eluent: 10-30percentethyl acetate/petroleum ether) to obtain the product C1 (308mg, 1.0 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54660-78-5, its application will become more common.

Reference:
Patent; NuBridge BioSciences; ZHANG, Lin; (30 pag.)US2017/101395; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 98136-42-6, 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. 98136-42-6, name is 2,6-Dichloropyrimidine-4-carboxamide. A new synthetic method of this compound is introduced below.

To a mixture of 2,6-dichloropyrimidine-4-carboxamide (4.800 g, 25.00 mmol) in acetonitrile (100 mL) was added (S)-methyl 2-aminopropanoate hydrochloride (3.565 g, 25.54 mmol) and iPr2NEt (9.60 mL, 55.1 1 mmol). The mixture was heated at 50C overnight then concentrated in vacuo. The residue was chromatographed over silica gel with 20-60% acetone in hexanes. Two isomers were obtained from the chromatography. The first isomer to elute was (S)-methyl 2-((6-carbamoyl-2- chloropyrimidin-4-yl)amino)propanoate (A) and the second to elute was (S)-methyl 2-((4-carbamoyl-6-chloropyrimidin-2-yl)amino)propanoate (B). Separately, the appropriate product fractions were evaporated in vacuo to give (S)-methyl 2-((6- carbamoyl-2-chloropyrimidin-4-yl)amino)propanoate (A) as a pale tan powder (5.133 g, 19.84 mmol, 79% yield). LC/MS: m/z= 259.2 [M+H]+ and (S)-methyl 2-((4- carbamoyl-6-chloropyrimidin-2-yl)amino)propanoate (B) as a tan powder (0.652 g, 2.52 mmol, 10% yield). LC/MS: m/z= 259.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98136-42-6, 2,6-Dichloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 461-98-3, 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. 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine. A new synthetic method of this compound is introduced below.

2-(2,6-Dimethyl-pyrimidin-4-ylamino)-thiazole-5-carbonitrile (22-3) 4-amino-2,6-dimethylpyrimidine (93 mg, 0.76 mmol)was dissolved in 1.4 mL anhydrous DMF and sodium hydride (66mg, 60% dispersion, 2.77 mmol) was added at room temperature. When the bubbling stopped, 2-chloro-thiazole-5-carbonitrile (0.100 g, 0.692 mmol) was added and the reaction was stirred at room temperature. After 4 hours, 1M HCl was added until the solution was neutral. The resulting precipitate was filtered, washed with water, and dried under high vacuum. The material was washed with hexane and filtered again and air dried to afford the title compound. 1H-NMR (300 MHz, DMSO-d6) 12.47 (1H,s), 8.32 (1H,s), 6.75 (1H,s), 2.58 (3H,s), 2.38 (3H,s). M+1=232.1. MP>250

At the same time, in my other blogs, there are other synthetic methods of this type of compound,461-98-3, 2,6-Dimethylpyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); 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. 2434-53-9, name is 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. SDS of cas: 2434-53-9

General procedure: A mixture of isatin (0.147 g, 1 mmol), acetophenone (0.09 mL, 1.5 mmol), and piperidine (two drops, 0.1 mmol) in ethanol (95.5%, 1 mL) was heated at 80 C for about 5 min. To the solid obtained at this stage was added 6-amino-1,3-dimethyluracil (0.155 g, 1 mmol), p-toluenesulfonic acid monohydrate (0.076 g, 0.04 mmol), and EtOH (95.5%, 2 mL). The mixture was stirred and heated gently at 80 C. After completion of the reaction (115 min), as monitored by TLC using 5:1 ratio of ethyl acetate/n-hexane, the reaction mixture was cooled to room temperature and then filtered. The separated solids were washed twice with 10 mL of water and 3 mL of hot ethanol (95.5%) to obtain the pure product 4a.

The synthetic route of 2434-53-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rad-Moghadam, Kurosh; Azimi, Seyyedeh Cobra; Tetrahedron; vol. 68; 47; (2012); p. 9706 – 9712;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 26305-13-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine, molecular formula is C6H8N2O2, molecular weight is 140.14, as common compound, the synthetic route is as follows.

Example 15. A/-hexyl-5,6-dimethyl-2,4-dioxo-pyrimidine-1 -carboxamide Triphosgene (0.12 g, 0.71 mmol) was added to dry pyridine (2.0 mL) at 0 C. The mixture was stirred for 10 min, then a solution of 5,6-dimethyluracil (0.10 g, 0.71 mmol) in dry pyridine (3.0 mL) was added dropwise. The pale yellow suspension formed was stirred at room temperature for 5 hrs, then cooled to 0 C before adding hexylamine (0.10 mL, 0.71 mmol). The reaction mixture was stirred at room temperature for 18 hrs. Water (30 mL) was added and the product extracted with EtOAc (3 x 30 mL). The combined organic layer was dried over Na2S04 and the solvent removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 90:10) to afford the title compound (0.02 g, 6%) as white powder. 1 H NMR (400 MHz, CDCIs): delta 0.90 (t, J = 6.6 Hz, 3H), 1 .25-1 .38 (m, 6H), 1 .53-1 .67 (m, 2H), 1 .83 (br s, 3H), 2.19 (br s, 3H), 3.30 (dt, J = 5.6, 7.0 Hz, 2H), 7.42-7.65 (m, 1 H), 9.68 (br s, 1 H). 13C NMR (101 MHz, CDCI3): delta 9.00, 13.34, 15.77, 22.35, 26.12, 28.91 , 31 .30, 40.70, 104.68, 146.24, 149.35, 162.15, 164.20. MS (ESI) m/z: 266 [M-H]”.

Statistics shows that 26305-13-5 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1004-38-2, 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, 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.

General procedure: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

According to the analysis of related databases, 1004-38-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia