Day: August 9, 2021

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 74-69-1, name is 2-Methyl-4-pyrimidinamine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Methyl-4-pyrimidinamine

To a solution of intermediate Tl (100 mg, 0.331 mmol) and 2-methylpyrimidin-4- amine (36 mg, 0.331 mmol) in DCM (3.0 mL) were added HATU (188 mg, 0.496 mmol) and DIPEA (0.18 mL, 0.993 mmol) at 0 C. The reaction mixture was stirred at room temperature for 18 h. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (50 mL), extracted with EtOAc (50 mL) and dried over anhydrous Na2S04. The crude product was purified by column chromatography to afford the title compound (100 mg, 77%) as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta: 14.07 (IH, br), 11.61 (IH, s), 8.63-8.62 (IH, d, J= 6.0Hz), 8.36 (IH, s), 8.30 (IH, s), 7.95 (IH, s), 2.49 (3H, s). LCMS Method A: tR = 0.55 min, m/z = 393.9 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 74-69-1.

Reference:
Patent; H. LUNDBECK A/S; MALTAS, Philip James; WATSON, Stephen; LANGGARD, Morten; DAVID, Laurent; WO2014/114779; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 151266-23-8, 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 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

3-iodo-lH-pyrazolo [3,4-d] pyrimidin-4-amine, respectively, in a 250 mL thick walled reaction flask(1.31 g, 5.0 mmol), (4-phenoxyphenyl) boronic acid (1.28 g, 6.0 mmol), potassium carbonate (1.73 g, 12.5 mmol), 1,4-dioxane (30 mL) and water (6 mL). Pd (dppf) Cl2 (300 mg, 0.41 mmol) was added under nitrogen and the reaction was sealed overnight at 140 C. After completion of the reaction, the reaction mixture was filtered and extracted with dichloromethane 3), washed with saturated brine (60 mL) and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane / methanol (V / V) = 20/1) , 42%).20/1) to give a tint solid (635 mg, 42%

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 151266-23-8, 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd; LIU, BING; BAI, SHUN; ZHANG, YINGJUN; ZHENG, CHANGCHUN; YANG, TIPING; ZHOU, YOUBAI; (33 pag.)CN105399756; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4316-94-3, 6-Chloro-5-nitropyrimidin-4-amine, 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, name: 6-Chloro-5-nitropyrimidin-4-amine, blongs to pyrimidines compound. name: 6-Chloro-5-nitropyrimidin-4-amine

Compound 1 (1.91 g, 11 mmol) and diisopropylethylamine (1.55 g, 12 mmol) were added to a solution of the compound compound mono-tert-butoxycarbonyl protected piperazine (1.86 g, 10 mmol) in dimethylformamide (10 mL) ), The reaction was carried out at room temperature for 8 hours. The solvent was removed under reduced pressure and the residue was subjected to flash column chromatography (dichloromethane: methanol = 50: 1) to give the title compound as a white solid. B: 4- (6-Amino-5-nitropyrimidine- 4-yl) piperazine-1-carbonate (2.82 g, yield 87%).

The synthetic route of 4316-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huilun Life Technology Co., Ltd.; Fan Xing; Qin Jihong; (31 pag.)CN106146504; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 874-14-6, 1,3-Dimethyluracil, 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 874-14-6, blongs to pyrimidines compound. Product Details of 874-14-6

Intermediate 51Mixed intermediate 4 (1.33g, 5mmol) with dimethyl uracil (771mg, 5.5mmol) in anhydrous EtOH (12mL). Added 3M sodium ethoxide in ethanol (5.83mL, 17.5mmol). Stirred (at)90°C for 3hrs. Cooled to room temperature. Diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate solution twice and saturated aqueous sodium chloride solution. Dried organic extract over anhydrous sodium sulfate and then concentrated under reduced pressure. Purified with silica gel column (0-60percent EtOAc in hexanes) to give intermediate 51 (1.27g, 80percent yield). 1H NMR (400MHz, CD3OD): delta 8.29 (d, J=7.6Hz, 1H), 5.78 (d, J=8.0Hz, 1 H), 5.70 (s, 1 H), 5.40 (m, 1H), 4.01 (m, 1H), 2.89 (m, 1H), 2.34 (m, 1H), 1.80 (m, 1H), 1.63 (m, 2H), 1.54-1.45 (m, 1 1H).LC/MS m/z): 319.0 [M+H]+

The synthetic route of 874-14-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; BOOJAMRA, Constantine, G.; EISENBERG, Eugene, J.; HUI, Hon Chung; MACKMAN, Richard, L.; PARRISH, Jay, P.; SANGI, Michael; SAUNDERS, Oliver, L.; SIEGEL, Dustin; SPERANDIO, David; YANG, Hai; WO2011/163518; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-fluoropyrimidine

To a 50-mL vial was added Example 92.1 (200 mg, 1.0 mmol) and 2-chloro-5-fluoro-pyrimidine (Matrix Scientific, SC, USA, 0.66 mL, 4.98 mmol) in DMSO (5 mL). Hunig’s base (0.87 mL, 4.98 mmol) was added and the reaction mixture was stirred at 100 C for 2 h. LCMS analysis indicated the reaction was complete. The reaction mixture was allowed to cool to RT. The reaction mixture was diluted with water and extracted with DCM. The organic extract was washed with brine and dried over Na2S04. The solution was filtered and concentrated in vacuo to give a light-yellow glass, which was triturated with i-PrOH to afford Example 143.1 (240 mg, 93 % yield) as an off-white solid. NMR (500 MHz, CDCI3) delta 8.21 (s, 2 H) 4.98 – 5.07 (m, 1 H) 4.76 (s, 2 H) 4.49 – 4.59 (m, 1 H) 3.31 (dd, .7=12.96, 10.27 Hz, 1 H) 3.15 (tt, .7=10.51, 3.91 Hz, 1 H) 3.04 (ddd, .7=13.69, 11.49, 2.69 Hz, 1 H) 2.32 – 2.43 (m, 1 H) 1.87 – 2.02 (m, 2 H) 1.51 – 1.63 (m, 1 H). LCMS-ESI (pos.), m/z: 261.2 (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,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; SHARMA, Ankit; (321 pag.)WO2018/93576; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

6-CHLORO-1-CYCLOPROPYLMETHYLURACIL (24.34 g, 0.12 mol) was suspended in absolute ethanol (245 mL) under nitrogen. Anhydrous hydrazine (11.69 g, 0.36 mol) was added via syringe in excess, resulting in a clear yellow solution. The reaction mixture was heated at 80-85 C for one hour; bright yellow crystals began forming within minutes of the application of heat. The reaction mixture was cooled to room temperature and then in an ice bath, and the crude product collected by filtration. N2H4’XHCI was removed by trituration with cold water to give the product as a pale yellow solid, 20.47 g (86%). Mp 221 C (dec).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/56831; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 56844-12-3, 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.56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (2-3 eq.) and i-PrOH (2-10 mL) and agitated at 80 C for 1-50 h, under nitrogen atmosphere. Then the mixture was cooled to rt, concentrated in vacuo, diluted with water (50 mL) and diethyl ether (100 mL) or EtOAc (100 mL). After phase separation, the water phase was extracted with more diethyl ether (2×50 mL) or EtOAc (2×50 mL). The combined organic phases were washed with saturated aq NaCl solution (25-50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude oil was purified by drying under reduced pressure to constant weight, by silica-gel column chromatography or crystallized as specified for each individual compound.

Statistics shows that 56844-12-3 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Moen, Ingri Ullestad; Kragseth Sylte, Kent-Ove; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 175 – 194;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1224944-77-7, 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 1224944-77-7 as follows.

Chiral amine ((S) -2- (2-((R) -1-aminoethyl) -4-fluorophenoxy) propyl-3,3,3-d3)Tert-butyl carbamate (10g) and 5-chloropyrazolo [1,5-a] pyrimidine-3-carboxylic acid ethyl ester (10g)Diisopropylethylamine base (6.5g) in n-butanol solvent (50mL)The target compound was obtained by condensation at 114-120 C for 8 hours.

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; Jiao Yuqi; (29 pag.)CN110577549; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 761440-16-8, 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. 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine, molecular formula is C13H13Cl2N3O2S, 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.

Another method for preparing compound 13: Under the protection of nitrogen, compound 2-isopropoxy-5-methyl-4-(2,2,6,6-d4-piperidin-4-yl) aniline dihydrochloride (0.50 g, 1.54 mmol), 2,5- dichloro -N- (2-(isopropylsulfonyl) phenyl) pyrimidin-4-amine (0.58 g, 1.69 mmol) and isopropanol (6 ml) were added into a flask, the reaction was warmed to 85C and conducted overnight, and the reaction was monitored as being substantially completed by HPLC. The reaction mixture was cooled to room temperature, and stirred for 3 hours to precipitate the solid. The mixture was filtered, and the filter cake was beating washed with cold isopropanol to give the desired product hydrochloride. The hydrochloride was dissolved in pure water, an aqueous solution of sodium carbonate was added dropwise slowly to neutralize the pH to 8.5, and then extracted with ethyl acetate for three times. The combined organic phase was dried over anhydrous sodium sulfate, and concentrated to give the desired product as a white solid (0.68g, yield: 78%). MS Calcd.: 561; MS Found: 562 (M+H) +, 584 (M+Na)+. HNMR (DMSO-d6+ D2O, 400 MHz) delta 8.47 (d, J=7.6 Hz, 1H), 8.24 (s, 1H), 7.85-7.83 (dd, J=7.6, 2.0 Hz, 1H), 7.62 (t, J=7.6 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J=7.6 Hz, 1H), 6.79 (s, 1H), 4.53-4.50(m, 1H), 3.45-3.38 (m, 1H), 2.94-2.92 (m, 1H), 2.33 (s, 3H), 1.79-1.64 (m, 4H), 1.21 (d, 6H), 1.15 (d, 6H).

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 761440-16-8, 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine.

Reference:
Patent; Suzhou Zelgen Biopharmaceuticals Co. Ltd.; LV, Binhua; LI, Chengwei; CAO, Benwen; PANG, Xudong; (62 pag.)EP2990405; (2016); 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. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, 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. Formula: C5H6ClN3

a) 5-Methyl-2-(2,2,2-trifluoro-ethoxy)-pyrimidin-4-ylamine; Sodium (69 mg, 2 mmol) was added under an atmosphere of nitrogen at room temperature to 2,2,2-trifluoroethanol (3 mL, 40 mmol). The reaction was stirred for 1 hour. To this colorless solution 4-amino-2-chloro-5-methylpyrimidine (287.2 mg, 2.0 mmol) was added and the reaction was heated to 90 C. over night. Water was added and the reaction was extracted twice with ethyl acetate. The combined organic layer was washed with water and with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure to yield the title compound as a white solid (414 mg, 100%).MS ISP (m/e): 208.2 (100) [(M+H)+].1H NMR (DMSO-D6, 300 MHz): delta (ppm)=7.74 (s, 1H), 7.92 (br s, 2H), 4.84 (q, 2H), 1.92 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 14394-70-8.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia