Tag: M.W:200-300

Application of 886365-79-3, 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 886365-79-3 as follows.

A mixture of 0.5 g (2.48 mmol) 5-bromo-N,N-dimethyl-pyrimidin-2-amine, 0.8 g (3.24 mmol) bis(pinacolato)diborone, 0.6 g (6.38 mmol) KOAc, 0.2 g (0.25 mmol) (0358) Pd(dppf)CI2 * DCM and dioxane is heated to 100C for 4.5 h. After cooling to RT, the reaction mixture is filtered through a pad of Celite and evorated, water is added and the mixture is extracted with EtOAc. The organic phases are pooled, dried and evaporated The crude product is purified by FC. (0359) Yield: 0.6 g (96%), ESI-MS: m/z = 250 (M+H)+, Rt(HPLC): 0.22 min (HPLC-A)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-79-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; GODBOUT, Cedrickx; HEHN, Joerg, P.; PETERS, Stefan; (74 pag.)WO2017/194453; (2017); 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. 93587-23-6, name is 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, molecular formula is C6H4BrN3O, 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. Safety of 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one

Intermediate 98 (1.30 g, 6.07 mmol) was suspended in POCl3 (60 mL) and heated at 115 C. for 3 h. The reaction mixture was cooled to r.t. and poured cautiously onto ice (300 mL). The reaction mixture was basified with K2CO3 and extracted with EtOAc (3*200 mL). The combined organic fractions were dried (MgSO4) and concentrated in vacuo to give the title compound as a beige solid (490 mg, 35%). LCMS (ES+): 231.9, 233.9, 235.9 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 93587-23-6.

Reference:
Patent; PROXIMAGEN LIMITED; Evans, David; Carley, Allison; Stewart, Alison; Higginbottom, Michael; Savory, Edward; Simpson, Iain; Nilsson, Marianne; Haraldsson, Martin; Nordling, Erik; Koolmeister, Tobias; US2013/102587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 74840-34-9, 4-Chloro-2-(methylthio)pyrimidine-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, 74840-34-9, blongs to pyrimidines compound. Computed Properties of C6H5ClN2O2S

A solution of 4-chloro-2-methylthio-5-pyrimidinecarboxylate (900 mg, 3.87 mmol) (Aldrich) and triethylamine (1.1 ML, 870 mg, 7.74 mmol) (Aldrich) in dioxane (50 ML) was treated with (+-)-trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamine (840 mg, 3.87 mmol) (from Example 9c supra).The mixture was stirred at reflux for 1 hour, then cooled and partitioned between brine and ethyl acetate.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to a residue that was purified by silica gel column chromatography using a 0-20percent ethyl acetate in hexanes gradient.The product isolated from this purification was then dissolved in anhydrous tetrahydrofuran (80 ML) and the resulting solution was cooled to 0° C. Followed addition in-portions of lithium aluminum hydride (440 mg, 11.61 mmol) (Aldrich) and the resulting mixture was allowed to warm to room temperature.After overnight stirring the reaction mixture was poured slowly into a vigorously stirred mixture of ethyl acetate and saturated aqueous potassium sodium tartrate solution.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to an off white solid.This intermediate was then dissolved in dichloromethane (80 ML) and the resulting solution was treated with manganese dioxide (3.36 g, 38.70 mmol) (Aldrich).After overnight stirring the solids were filtered off, washed with tetrahydrofuran (approximately 30 ML) and the combined organic layer was concentrated to a residue that upon a silica gel column purification with 0-50percent diethyl ether in hexanes gradient gave (+-)-4-[trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamino]-2-methylsulfanyl-pyrimidine-5-carbaldehyde as a viscous colorless oil. (Yield 888 mg, 62percent). HRMS m/z calcd for C17H29N3O2SSi [M+H]+: 368.1823. Found:368.1826.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74840-34-9, its application will become more common.

Reference:
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); 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. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 890094-38-9

4-(4-methylpiperazinyl)phenylamine(3.8g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 3 hours, cooled to room temperature, filtered, washed and dried to obtain a red solid(6.2g) in a yield of 84.1%. 1H NMR(400 MHz, CDCl3): delta 9.02(s, 1H), 8.42(s, 1H), 7.63(s, 1H), 7.51(s, 2H), 6.95(m, 2H), 4.41(m, 1H), 3.22(t, J=4.8Hz, 4H), 2.61(t, J=4.8Hz, 4H), 2.37(s, 3H), 1.33(d, J=6.4Hz, 6H)ppm.

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, 890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, 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 199678-12-1.

Under an argon atmosphere, diethyl cyanophosphonate (0.27 mL, 1.80 mmol) and triethylamine (0.52 mL, 3.75 mmol) were added to a solution of compound 12 (303 mg, 1.50 mmol) and 4-pyrimidin-2-ylbenzoic acid (300 mg, 1.50 mmol) in dehydrated N,N-dimethylformamide (10 mL) at 0 C and the mixture was left to stand overnight. The reaction mixture was poured into saturated aqueous sodium hydrocarbonate and the whole was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate 1:1 v/v) to afford 364 mg (70%) of the title compoundas a white solid. 1H NMR (400 MHz, CDCl3) delta 8.83 (d, J = 4.8 Hz, 2H), 8.50 (d, J = 8.4 Hz, 2H), 7.88 (d, J = 8.4 Hz, 2H), 7.36(dd, J = 7.2, 1.6 Hz, 1H), 7.27 (ddd, J = 8.0, 8.0, 1.8 Hz, 1H), 7.23 (t, J = 4.8 Hz, 1H), 6.94 (ddd, J 7.6, 7.6, 0.8 Hz, 1H), 6.90 (d, J = 8.4 Hz,1H), 6.80 (t, J = 5.8 Hz, 1H), 4.69 (d, J = 5.6 Hz, 2H), 4.01 (t, J = 6.6 Hz,2H), 1.91 – 1.82 (m, 2H), 1.07 (t, J = 7.4 Hz, 3H).

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ohashi, Masao; Gamo, Kanae; Tanaka, Yuta; Waki, Minoru; Beniyama, Yoko; Matsuno, Kenji; Wada, Jun; Tenta, Masafumi; Eguchi, Jun; Makishima, Makoto; Matsuura, Nobuyasu; Oyama, Takuji; Miyachi, Hiroyuki; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 53 – 67;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29509-92-0, 4-Chloro-6-methyl-2-phenylpyrimidine, 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, COA of Formula: C11H9ClN2, blongs to pyrimidines compound. COA of Formula: C11H9ClN2

To a solution of 4-chloro-6-methyl-2-phenylpyrimidine (14a, 160 mg) in DMI (5 mL) were added 2-(1-oxidopyridin-3-yl)ethylamine hydrochloride (16, 480 mg) and potassium carbonate (540 mg), and the mixture was stirred at 80 C for 24 h. The reaction mixture was cooled down to room temperature and treated with water, then extracted with ethyl acetate. The organic layer was washed with brine, dried, filtered, and then the solvent was evaporated in vacuo. The resulting residue was purified by silica gel column chromatography (chloroform-methanol). The obtained solid (90 mg) was treated with ethanol (5 mL) and oxalic acid (53 mg), and the mixture was evaporated in vacuo and the resulting residue was washed with diethyl ether to give 17a (70 mg, 19%) as a white solid: 1H NMR (DMSO-d6) delta 2.31 (3H, s), 2.88 (2H, t, J = 6.6 Hz), 3.50-4.00 (2H, m), 6.30 (1H, s), 7.20-7.30 (1H, m), 7.30-7.40 (1H, m), 7.40-7.55 (3H, m), 7.55-7.75 (1H, br), 8.07 (1H, d, J = 5.8 Hz), 8.19 (1H, s), 8.24-8.35 (2H, m); FAB-MS m/z 307 [(M)+]. Anal. (C18H18N4O·1.8C2H2O4·0.4H2O): C, H, N, Br, F.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29509-92-0, 4-Chloro-6-methyl-2-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Negoro, Kenji; Yonetoku, Yasuhiro; Misawa-Mukai, Hana; Hamaguchi, Wataru; Maruyama, Tatsuya; Yoshida, Shigeru; Takeuchi, Makoto; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5235 – 5246;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 31462-58-5 ,Some common heterocyclic compound, 31462-58-5, molecular formula is C4H3IN2, 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.

Zinc powder (0.12 g, 1.8 mmol) was added to a dry flask purged with nitrogen. Dry DMF (1.0 ml) was added followed by iodine (43 mg, 0.2 mmol). The solution changed from colourless to yellow and then back to colourless. Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3- lodopropanoate (0.20 g, 0.60 mmol) was added, followed by iodine (43 mg, 0.2 mmol). The solution was stirred at ambient temperature, with an exotherm observed. To this solution was added Pd2(dba)3(28 mg, 0.04 mmol), SPhos (24 mg, 0.12 mmol) and 5-iodopyrimidine (0.33 g, 1.6 mmol). The RM was stirred at rt under nitrogen for 18 h. The RM was filtered twice and then purified by FCC (silica, EtOAc / hexane) to give the desired product. Y = 80 %MS ES+: 282

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31462-58-5, its application will become more common.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOUTARD, Nicolas; FABRITIUS, Charles-Henry; GALEZOWSKI, Michal; KOWALCZYK, Piotr; LEVENETS, Oleksandr; WOYCIECHOWSKI, Jakub; (161 pag.)WO2018/167468; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31462-58-5, 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 31462-58-5, name is 5-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 10.1 (general route) N- 1 -(4-((4-(Pyrimidin-5-yloxy)phenyl)ethynyl)phenyl)propan-2-yl)acetam28.1 mg (0.14 mmol) 5-iodopyrimidine, 40.0 mg (0.14 mmol) N-(1 -(4-((4-hydroxy- phenyl)ethynyl)phenyl)propan-2-yl)acetamide (176.1 ), 1 .30 mg (0.07 mmol) Cul, 1 .9 mg (0.14 mmol) Nu, Nu-dimethylglycine hydrochloride and 58.7 mg (0.18 mmol) CS2CO3 are added to 1 ml_ dioxane. The reaction mixture is stirred at 90C for 2 h then filtered through a plug of silica gel and washed with DMF. The filtrate is purified by HPLC (MeOH/H20/TFA).C23H21 N3O2 (M= 371 .4 g/mol)ESI-MS: 372 [M+H]+ Rt (HPLC): 2.22 min (method M)

According to the analysis of related databases, 31462-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ROTH, Gerald Juergen; FLECK, Martin; HEINE, Niklas; KLEY, Joerg; LEHMANN-LINTZ, Thorsten; NEUBAUER, Heike; NOSSE, Bernd; WO2012/28676; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1211522-68-7, 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. 1211522-68-7, name is 4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of ethanol (0.227 g, 4.93 mmol) in THF (60 mL) was added sodium hydride(0.591, 14.78 mmol) in ice bath. After 20 mi 4,6-dichloro-3-methyl-1H-pyrazolo-[3,4-d]-pyrimidine (Ig, 4.93 mmol) was added. The reaction mixture was gradually warmed to room temperature and then stirred overnight. Then, the mixture was diluted with water (20 mL), concentrated to remove solvent and diluted with ethyl acetate (220 mL). The organic layer was washed with water (60 mL x2), dried over Na2SO4, filtered and concentrated. The crudewas used in next step without further purification. Yield: 86%.LCMS: 213 [M+H]. tR 2.775 mins. (LCMS condition 1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211522-68-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; LIU, Qian; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; ZHAO, Baowei; EDGE, Colin Michael; WO2015/113452; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1192711-71-9, 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 1192711-71-9, name is 2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

This compound was prepared following a similar protocol as that presented for Compound 57, except that the starting material used was 2,6-dichloro-8-methyl-7-deazapurine. Briefly, 2,6- dichloro-8-methyl-7-deazapurine (50 mg, 0.25 mmol) was suspended in 1-butanol (3 mL), and DCM (2 mL) was added dropwise until the suspension became a clear solution at room temperature. Pyrrolidine (0.55 mmol) was then added slowly, and the reaction was stirred overnight until TLC analysis (DCM: MeOH 2.5%) indicated it was complete. The mixture was concentrated and the residue dissolved in DCM (20 mL), and the resulting solution was washed with water (2 x 3 mL) to remove the hydrochloride. The solution was then dried over anhydrous Na2S04 and purified by silica gel column chromatography to afford Compound 58 (55 mg, 94% yield); LC-MS m/z = 237.1 [M+l], corresponding CnHi3ClN4.

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 1192711-71-9, 2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; SPEROVIE BIOSCIENCES, INC.; IYER, Radhakrishnan, P.; SHERI, Anjaneyulu; PADMANABHAN, Seetharamaiyer; GIMI, Rayormand, H.; CLEARY, Dillon; KHEDKAR, Santosh; CHALLA, Sreerupa; (121 pag.)WO2017/123766; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia