Tag: M.W:100-200

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. 66131-68-8, name is 2-Chloro-N-methylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 66131-68-8

Into a 100-mL round-bottom flask, was placed 4-methoxy-3-[(l- methylpyrrolidin-3-yl)methoxy]aniline (300 mg, 1.27 mmol, 1 equiv), trifluoroacetic acid (290 mg, 2.57 mmol, 2.00 equiv, 98%), 2-chloro-N-methylpyrimidin-4-amine (182 mg, 1.27 mmol, 1 equiv), isopropanol (15 mL). The resulting solution was stirred for 3 h at 90 C in an oil bath. The resulting mixture was concentrated under vacuum. The crude product was applied onto a silica gel column with NH4HC03:ACN (1 : 1), Detector, UV 254 nm. This resulted in 23 mg (5%) of (S)-N2-(4-methoxy-3-((l-methylpyrrolidin-3-yl)methoxy)phenyl)- N4-methylpyrimidine-2,4-diamine El (arbitrarily assigned, S) and 22.7 mg (5%) of (R)-N2- (4-methoxy-3-((l-methylpyrrolidin-3-yl)methoxy)phenyl)-N4-methylpyrimidine-2,4-di amine E2 (arbitrarily assigned, R) as a white solid.

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, 66131-68-8, 2-Chloro-N-methylpyrimidin-4-amine.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5194-32-1, 2-Methylpyrimidine-5-carboxylic acid, 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, Application In Synthesis of 2-Methylpyrimidine-5-carboxylic acid, blongs to pyrimidines compound. Application In Synthesis of 2-Methylpyrimidine-5-carboxylic acid

Example 331 lambda/-{[1 ,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1 H- pyrazoIo[3,4-b]pyridin-5-yl]methyl}-2-methyl-5-pyrimidinecarboxamide2-Methyl-5-pyrimidinecarboxylic acid [e.g. available from Chemstep] (72mg) was dried under vacuum over phosphorous pentoxide for 3 days and was then suspended in dry dichloromethane (1.5ml) and treated at 200C with oxalyl chloride (0.046ml) and DMF (1 drop). Rapid effervescence occurred and the mixture was stirred at room temperature for 30mins and then added dropwise to a solution of Intermediate 16 (143mg) in acetonitrile (3ml). DIPEA (0.093ml) was added and the mixture was stirred at room temperature for 1.75h. The mixture was blown down to dryness and the residue purified by mass directed autoprep HPLC. Relevant fractions were collected and evaporated to dryness. The residue was further purified by SPE cartridge (5g, aminopropyl) eluting with methanol. Relevant fractions were collected and evaporated to dryness. The residue was further purified by preparative TLC on a silica plate (20cm x 20cm x 1 mm) eluting with 5% methanol in ethyl acetate. The major band was collected, extracted with 20% methanol in chloroform and filtered and the filtrate evaporated to give Example 331 (70mg) as a yellow solid. LCMS showed MH+ = 424; TRET = 2.21 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5194-32-1, 2-Methylpyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/36733; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 26452-81-3, 4-Chloro-6-methoxypyrimidine, 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, Product Details of 26452-81-3, blongs to pyrimidines compound. Product Details of 26452-81-3

General procedure: Compound 5b (284 mg, 0.58 mmol), bromobenzene (0.08 mL, 0.75 mmol), and Pd(PPh3)2Cl2 (40 mg, 0.06 mmol)were added to a flask containing a magnetic stir with EtOH (5.80 mL). Triethylamine (0.18 mL, 1.28 mmol) was then added to the reaction mixture and the reaction mixture was stirred under reflux condition for 10 h under a N2 atmosphere. After cooling the mixture to room temperature, solvent was removed in vacuo. The crude material was diluted with ethyl acetate (5.00 mL) and water (5.00 mL). The aqueous layer was separated from the organic layer, and the aqueous layer was extracted with ethyl acetate (2 ¡Á 15 mL). Organic layers were then combined, washed with brine solution, and dried with MgSO4, and solvent was removed in vacuo. The crude material was then purified by flash column chromatography on silica gel using n-hexane/ethyl acetate = 1:1 as the eluent to give the desired product 8a as a white solid (m.p. 180 ¡ãC) in 57percent yield (146 mg); white solid; 1H-NMR (Bruker AC-600 FT-NMR spectrometer at 600 MHz, CD3OD-d4) delta ppm 7.47?7.19 (m, 12H), 7.07 (s, 1H), 6.96(d, J = 7.8 Hz, 1H), 6.15 (s, 0.77H), 5.68 (br, 0.23H), 4.75 (q, J1 = 115.8, J2 = 18.0, 2H), 3.65 (m, 1H),2.11 (s, 3H), 1.82?1.08 (m, 10H); 13C-NMR (Bruker AC-600 FT-NMR spectrometer at 150.9 MHz, CD3OD-d4) delta ppm 175.41, 171.51, 142.75, 142.33, 140.03, 136.65, 131.20, 130.26, 130.00, 129.93,129.72, 128.56, 128.15, 126.67, 126.21, 125.77, 63.73, 51.35, 50.19, 33.63. 26.75, 26.25, 26.20, 22.72; HRMS (ESI, positive ion) (m/z): [M+H]+ calcd for C29H32N2O2, 441.2543; found, 441.2542.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26452-81-3, 4-Chloro-6-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Chung, Sheng-Hsuan; Lin, Ting-Ju; Hu, Qian-Yu; Tsai, Chia-Hua; Pan, Po-Shen; Molecules; vol. 18; 10; (2013); p. 12346 – 12367;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5018-38-2 , The common heterocyclic compound, 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, 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.

Example 14 4-(6-chloro-5-methoxy-pyrimidin-4-yl)-piperazin-1-carbaldehyde 17.9 g (0.1 mol) of 4,6-dichloro-5-methoxypyrimidine, 11.4 g (0.1 mol) of 1-piperazinylcarboxaldehyde and 13.8 g (0.1 mol) of potassium carbonate in 150 ml of acetonitrile were stirred at 20C for 48 hours. The reaction mixture was concentrated to dryness, 100 ml of distilled water were added, followed by extraction with con 3 x 100 ml of CH2Cl2. The extracts were dried and concentrated. 24.3 g (94.7%) of a white solid were yielded. 1H-NMR: (CDCl3, ppm): 8.22 (s, 1H); 8.12 (s, 1H) 3.95-3.82 (s.c., 4H); 3.79 (s, 3H); 3.65 (s.c, 2H); 3.50 (s.c., 2H)

The synthetic route of 5018-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITA-INVEST, S.A.; EP714896; (1996); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5018-38-2, 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. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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.

(1) 4,6-Dichloropyrimidin-5-ol, INT 37 To a solution of 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.93 mmol) in DCE (80 mL) at 0 C. was added aluminum chloride (5.48 g, 41.10 mmol) in one portion. The reaction mixture was stirred vigorously at 50 C. for 6 hr. The mixture was cooled to 0 C. and aqueous HCl solution (1 M, 40 mL) followed by MeOH (10 mL) were added slowly. The mixture was stirred vigorously at RT for 10 min, then diluted with water and extracted with a mixture of DCM/MeOH (10:1, 2*100 mL) and EtOAc (1*100 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford crude INT 37 as beige solid. UPLC-MS: MS (ESI): [M-H]- 163.0, rt=0.45 min. 1H NMR (DMSO-d6): delta (ppm) 11.71 (s, br, 1H), 8.39 (s, 1H).

According to the analysis of related databases, 5018-38-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ANGST, Daniela; GESSIER, Francois; VULPETTI, Anna; US2015/152068; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3764-01-0, 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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

Synthetic method: 2,4,6-trichloropyrimidine (10.0 g, 54.97 mmol) was added to a 50 mL reaction flask, and CH2Cl2 (100 mL) was dissolved.DIPEA (57.72 mmol, 10.36 mL) was added and cooled to -5 ¡ã C then morpholine (54.97 mmol, 4.79 g).The reaction solution was reacted at a low temperature for 0.5 h, and then warmed to room temperature for 2 h.After the TLC reaction was completed, H 2 O (100 mL) was added, and the CH 2 Cl 2 layer was separated, and the aqueous phase was extracted once with CH 2 Cl 2 (100 mL).The organic layers were combined and washed once with saturated NaCl (100 mL).Dry with anhydrous Na2SO4.The solvent was evaporated under reduced pressure to give a crude product.Column chromatography purification (PE / EtOAc = 4 / 1) afforded white white solid: 8.43 g, yield: 65.81percent;

Statistics shows that 3764-01-0 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Trichloropyrimidine.

Reference:
Patent; Guizhou Medical University; Zhang Jiquan; Li Shumin; Xu Xiaoqian; Wu Tingting; Tang Lei; (34 pag.)CN108191837; (2018); A;,
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. 28485-17-8, name is 5-Carbethoxyuracil, the common compound, a new synthetic route is introduced below. SDS of cas: 28485-17-8

Method for svnthesising A. Id; B.2a A.1*d A.1d; Caesium carbonate (1.77 g, 5.43 mmol) is suspended in 10 mL DMSO, combined with carboxylic acid ester B.l-lc (1.00 g, 5.43 mmol) and stirred for 10 min at 200C. Then methyl iodide (0.338 muL, 5.43 mmol) is added and the mixture is stirred for 16 h at 200C. The crude product is purified by RP chromatography and carboxylic acid ester B.l-ld (HPLC-MS: tRet. = 0.64 min; MS(M+H)+ = 199; method FEC3) is obtained.

The synthetic route of 28485-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7114; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 56-09-7, 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 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

a 2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Following the method of Bell et al. (J. Heterocyclic Chem. 1983, 20, 41), to 97.0 ml (1.06 mol) phosphorus oxychloride in a 2-necked flask cooled to 5 C. was added dropwise with stirring 32.5 ml (0.42 mol) DMF. The mixture was allowed to warm to room temperature and then 25.0 g (0.20 mol) 2-amino-4,6-dihydroxy-pyrimidine was added in small portions over 30 minutes. The reaction mixture was then heated at 100 C. for 4.5 hours before being poured cautiously onto water cooled to 10 C. and left standing at room temperature overnight. The resulting crystals were collected by filtration, and extracted with 4*450 ml hot ethyl acetate.

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 56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Cyclopropylamine (0.12 g) was added to a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine synthesised according to the method of (0.40 g) in ethanol (4.0 ml) at room temperature. The mixture was stirred at the same temperature overnight. The precipitated solid was separated by filtration and dried to obtain 6-chloro-N-cyclopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (yellow solid) (0.43 g, 97%). MS(ESI):210(M+H)+,208(M-H)- 1H NMR(300MHz,DMSO-D6)deltappm 0.55-0.73(m,2H),0.74-1.06(m,2H),2.97(bs,1H),8.18(bs,1H),8.51(bs,1H), 13.37(bs,1H)

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, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2123654; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1558-17-4 ,Some common heterocyclic compound, 1558-17-4, molecular formula is C6H8N2, 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 10 mL of an aqueous 5N sodium hydroxide solution were added 0.21 g (2.0 mmol) of 4,6-dimethylpyrimidine, 1.1 g (4 mmol) of 4-methoxy-3-(4-methoxybenzyloxy)benzaldehyde, and 0.1 g (0.29 mmol) of tetrabutylammonium hydrogen sulfate, followed by heating under ref lux. The precipitate thus formed was filtered and washed with water. Then, it was dried in a vacuum drier and recrystallized in ethylacetate to afford 1.06 g of (E,E)-4,6-bis[4′-methoxy-3′-(4-methoxybenzyloxy)styryl]pyrimidine.1H NMR (DMSOd6, 400 MHz) delta 3.81 (s, 6H), 3.91 (s, 6H), 5.12 (s, 4H), 6.87 (d, J=15.9 Hz, 2H), 6.91 (d, J=8.6 Hz, 2H), 6.92 (d, J=8.5 Hz, 4H), 7.18 (d, J=8.6 Hz, 2H), 7.19 (s, 2H), 7.22 (s, 1H), 7.40 (d, J=8.5 Hz, 4H), 7.78 (d, J=15.9 Hz, 2H), 9.03 (s, 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. 1558-17-4, 4,6-Dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; US2010/190803; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia