Pyrimidines

Electric Literature of 1436686-17-7, 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 1436686-17-7, name is Ethyl 5-bromopyrazolo[1,5-a]pyrimidine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Bromopyrazolo [1,5-a] pyrimidine-3-carboxylate (500 mg, 1.7 mmol)In dioxane (15 ml)Potassium acetate (330 mg, 3.4 mmol) was added,Cyclohexylboronic acid (174 mg, 2.1 mmol),After nitrogen protection PdCl2 (dppf) .DCM (138 mg, 0.17 mmol) was added,The reaction was warmed to 90 C for 2.5 hours.After the reaction was completed, the residue was concentrated under reduced pressure, the resulting residue was diluted with water and extracted with dichloromethane (20×3). The combined organic phases were washed with saturated sodium chloride solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (DCM / EA (v / v) = 6/1) to give the title compound as Brown solid (220 mg, 57%).

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 1436686-17-7, Ethyl 5-bromopyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
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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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 6-Bromo-4-chlorothieno[2,3-d]pyrimidine

General procedure: Compound 4 (202 mg, 0.811 mmol) was mixed with phenylboronic acid (5a) (249 mg, 2.04 mmol, 2.5 equiv), finely powdered K2CO3 (341 mg, 2.47 mmol), Pd(PPh3)4 (47 mg, 0.040 mmol), 1,4-dioxane (2 mL) and water (2 mL). The reaction was then stirred at 110 C for 3 h. The solvent was removed and the residue was dissolved in EtOAc (25 mL) and washed with water (3×15 mL). The organic phase was dried over Na2SO4, filtered and evaporated onto silica gel. The obtained material was purified by silica gel column chromatography (n-pentane/EtOAc, 3/1).

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, 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Sundby, Eirik; Hoff, Bard Helge; Tetrahedron; vol. 68; 45; (2012); p. 9226 – 9233;,
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Related Products of 16234-10-9, Adding some certain compound to certain chemical reactions, such as: 16234-10-9, name is Thieno[3,2-d]pyrimidin-4(3H)-one,molecular formula is C6H4N2OS, 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 16234-10-9.

Thieno[3,2-d]pyrimidin-4(3H)-one (38.0 g, 0.25 mol) was dissolved in acetic acid (143 mL, 2.5 mol), and bromine (40.4 mL, 0.78 mol) diluted with acetic acid (122 mL, 2.1 mol) was slowly added to the solution prepared. The reaction solution was stirred in a sealed reactor for 18 hours at 120C. The reaction solution was cooled to room temperature and acetic acid was removed by distillation under reduced pressure. The reaction mixture was poured into an ice water to generate a solid compound, and the resulting solid compound was filtered and dried. The title compound was obtained without purification (37.5 g, 65%). 1H-NMR Spectrum (300 MHz, DMSO-d6): delta 12.75 (brs, 1H), 8.36 (s, lh), 8.24 (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. 16234-10-9, Thieno[3,2-d]pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM CO., LTD.; BAE, In Hwan; SON, Jung Beom; HAN, Sang Mi; KWAK, Eun Joo; KIM, Ho Seok; SONG, Ji Young; BYUN, Eun Young; JUN, Seung Ah; AHN, Young Gil; SUH, Kwee Hyun; WO2013/100632; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]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, COA of Formula: C6H3Cl2N3, blongs to pyrimidines compound. COA of Formula: C6H3Cl2N3

Dissolve 5H-pyrrolo[3,2-d]pyrimidine (510 mg, 1 eq) in acetone (10 ml) and add p-toluenesulfonyl chloride. (265 mg, 1.3 eq) and sodium hydroxide (1.3 eq) were reacted at room temperature for 2 h, added with water, extracted with dichloromethane, concentrated, and dried to give a solid. (302 mg, 83%).

The synthetic route of 63200-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Xin Minxing; Tang Feng; Wen Jun; Shen Han; Tu Chongxing; Zhao Xinge; (48 pag.)CN104177363; (2018); B;,
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Related Products of 959070-42-9, 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 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 72 Production of ethyl 4-chloro-5-hydroxy-7-methyl-2-(methylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate A mixture of the compound of Reference Example 70 (1.07 g, 4.0 mmol), ethyl sarcosinate hydrochloride (614 mg, 4.0 mmol), triethylamine (1.12 mL, 8.0 mmol) and THF (10 mL) was stirred at room temperature overnight. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue in THF (30 mL) was added potassium tert-butoxide (581 mg, 4.4 mmol), and the mixture was stirred at room temperature for 1 hr. 1N Hydrochloric acid (8 mL) and water were added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=50:50?0:100). The precipitated solid was collected by filtration, and washed with diethyl ether to give the title compound (661 mg, 55%) as a pale-yellow powder. 1H NMR (300 MHz, CDCl3) delta:1.46 (3 H, t, J = 7.2 Hz), 2.62 (3 H, s), 3.91 (3 H, s), 4.48 (2 H, q, J = 7.1 Hz), 9.11 (1 H, s).

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 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
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Application of 15908-63-1 , The common heterocyclic compound, 15908-63-1, name is 2-Methyl-4-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile, molecular formula is C7H7N3OS, 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.

(Step 1) Preparation of Methyl 5-Cyano-1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-1-pyrimidineacetate To a cooled (0 C.), stirred suspension of NaH (50% dispersion in mineral oil, washed with hexane, 5.0 g, 0.105 mol) in DMF (70 mL) was added, 1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-5-pyrimidinecarbonitrile (prepared by the process of J. Bagli, U.S. Pat. No. 4,505,910, Example 1) (18.1 g, 0.100 mol) in several portions. After 30 minutes, methyl bromoacetate was added and the resulting mixture was stirred at room temperature for 4.5 hours. A little water was added and most of the DMF was removed under reduced pressure. The residue was partitioned between water (150 mL) and chloroform (100 mL), and the organic phase was dried (MgSO4), and concentrated. The crude product was triturated with ether (100 mL) to give the product (18.5 g, 73%) m.p. 150-152 C. A portion of the crude product (2.0 g) was recrystallized (twice) from chloroform/hexane to give pure product (1.6 g). NMR (CDCl3): delta2.58 (s, 3H), 2.65 (s, 3H), 3.85 (s, 3H), 4.83 (s, 2H). IR (CHCl3): 2240, 1760, 1690 cm-1.

The synthetic route of 15908-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US4786638; (1988); A;,
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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;,
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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;,
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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;,
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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;,
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