Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, 591-55-9, blongs to pyrimidines compound. Formula: C4H5N3

aminopyrimidine (2) (504mg, 5.0mmol), 2-chloropyrazine (1) (0.54mL, 6.0mmol), Pd2(dba)3 (138mg, 0.15mmol), XantPhos (175mg, 0.30mmol) and Cs2C03 (3.29g, 10.1 mmol) were added sequentially with continued degassing. The reaction mixture was degassed with Ar(g) for a further 10min then heated up to 90C overnight. Once cooled down to rt, it was poured into H20 (25ml_) and extracted with EtOAc (3 x 35ml_). The combined organic extracts were dried over MgS04, filtered, concentrated in vacuo and purified by silica gel column chromatography with CH2CI2/MeOH (1 :0-12: 1 ). The residue was re-dissolved in CH2CI2/MeOH (4: 1 , 50ml_) and swirled with MP-TMT resin (1.2g, 1.3mmol/g) at rt overnight. The solution was filtered, the resin washed with CH2CI2/MeOH (4:1 , 100ml_) and the filtrate concentrated in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1 :0-16:1 ) then reverse-phase column chromatography with H20/MeCN (1 :0-9: 1 ) yielded (3) as an off-white solid (66mg, 8%). (0709) LCMS (ES): Found 174.1 [M+Hf.1H NMR (300 MHz, DMSO-cf6), d: 9.13 (s, 2H), 8.77 (s, 1 H), 8.30 (d, J=1.3 Hz, 1 H), 8.20 (dd, J= 2.8, 1.3 Hz, 1 H), 8.04 (d, J= 2.8 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, Quality Control of 4-Methylpyrimidine, blongs to pyrimidines compound. Quality Control of 4-Methylpyrimidine

General procedure: Methyldiazine derivative (1mmol) and compound 3 (1.1equiv per methyl group) were dissolved in THF (20mL). tBuOK (1.5equiv per methyl group) was slowly added at room temperature. The solution, which immediately turned brown, was then refluxed overnight. After cooling, water was added, THF was evaporated and the mixture extracted with CH2Cl2, dried over MgSO4 and the solvent removed under vacuum.

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Achelle, Sylvain; Kahlal, Samia; Saillard, Jean-Yves; Cabon, Nolwenn; Caro, Bertrand; Robin-Le Guen, Francoise; Tetrahedron; vol. 70; 17; (2014); p. 2804 – 2815;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

109-12-6, A common compound: 109-12-6, name is Pyrimidin-2-amine,molecular formula is C4H5N3, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

In a 250 ml three-neck round bottom flask, 2-aminopyrimidine (5 g),Bromoacetaldehyde diethyl acetal (20.7 g), 48percent aqueous solution of bromic acid (5 ml)Ethanol (50 ml) was added and the mixture was refluxed with stirring for 18 hours. The reaction solution was cooled to room temperature Silica gel was adsorbed. Through column separation using dichloromethane and methanol5 g of the title compound was obtained.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 109-12-6.

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 591-55-9 as follows., 591-55-9

REFERENCE EXAMPLE 8 To 7 ml of dimethyl sulfoxide was added 0.69 g (6.15 mmol) of potassium tert-butoxide, and 468 mg (4.92 mmol) of 5-aminopyrimidine was added to the solution while cooling with water. After stirring at room temperature for 1 hour, 500 mg (2.46 mmol) of 2-bromo-5-nitropyridine was added thereto under cooling with water, followed by further stirring at room temperature for 30 minutes. The reaction solution was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with 1 N hydrochloric acid, and the washing was adjusted to pH 8.5 with a 1 N sodium hydroxide aqueous solution and again extracted with ethyl acetate. The organic layer was combined with the above obtained organic layer, washed successively with water and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography (eluding solvent: chloroform-methanol). The resulting crude crystals were washed with ethyl ether to obtain 0.32 g (1.47 mmol) of 5-[N-(5-nitro-2-pyridyl)amino]pyrimidine. Mass Spectrum (m/z): 216 (M-H)+ NMR Spectrum (DMSO-d6, TMS internal standard) delta: 7.00 (1 H, d, J=9 Hz), 8.39 (1 H, dd, J=9 Hz, 3 Hz), 8.87 (1 H, s), 9.09 (1 H, d, J=3 Hz), 9.17 (2 H, s), 10.41 (1 H, s)

The chemical industry reduces the impact on the environment during synthesis 591-55-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5538976; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

109-12-6 , The common heterocyclic compound, 109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, 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.

A 1 L flask was charged with 40 g (0.42 mol) of 2-aminopyrimidine and 840 mL of acetonitrile / 84 mL of DCM was added, and 78.6 g (0.44 mol) of NBS (N-bromosuccinimide) was added thereto at a temperature of 5 C for 4 times. The temperature was gradually raised to room temperature and stirred for 24 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure, 1000 mL of water and 1000 mL of DCM were added, and the mixture was stirred for 2 hours. The separated organic layer was washed with 500 mL of brine, dried over anhydrous Na2SO4, and concentrated. The concentrate was recrystallized under DCM / Hexane conditions to give 67.5 g (yield: 92.4%) of a compound as a white solid (Intermediate (19)).

According to the analysis of related databases, 109-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lapto Co., Ltd.; MOON, Seong-shik; SEOK, Moon-ki; GO, Byung-soo; KIM, Nam-ho; KWAK, Se-young; HAN, Gab-jong; OH, Eu-gene; (38 pag.)KR2017/103574; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

109-12-6, 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: To a solution of theappropriate amine (31-44, 10 mmol) and triethylamine (10 mmol) in anhydrous chloroform was added dropwisechloroacetylcloride (30, 12 mmol) at0-5 C and the mixture was stirred for 12 h at the same temperature under N2.Then the solvent was removed under vacuum, and the residue dissolved in ethylacetate was once washed with water. The organic phase was stirred with 10%activated charcoal for 30 min and filtered through a neutral alumina bed.Finally, the solvent was distilled under vacuum. It is worth mentioning thatall the products obtained decompose rapidly, therefore they were used immediatelyin the next reaction.

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. 109-12-6, Pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Velazquez-Lopez, Jose Miguel; Hernandez-Campos, Alicia; Yepez-Mulia, Lilian; Tellez-Valencia, Alfredo; Flores-Carrillo, Paulina; Nieto-Meneses, Rocio; Castillo, Rafael; Bioorganic and Medicinal Chemistry Letters; vol. 26; 17; (2016); p. 4377 – 4381;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 591-55-9 as follows., 591-55-9

Example 4 3-Cyclopentyl-3-(4-(2-(pyrimidin-5-ylamino)thieno[3,2-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)propanenitrile T-04 Synthetic Route Preparation of Compound T-04 To a solution of compound 3 (50 mg, 0.14 mmol) and 5-aminopyrimidine (40 mg, 0.42 mmol) in isobutanol (0.5 mL) was added p-toluene sulfonic acid monohydrate (53 mg, 0.28 mmol). The mixture was heated to 110 C. and stirred for 16 hours. The mixture was then concentrated in vacuum and the residue was purified by preparation HPLC (mobile phase:acetonitrile, water (0.05% trifluoroacetic acid); gradient: 60%-90%-10%) to give compound T-04 (7 mg, yield: 12%) as a yellow solid. LC-MS (ESI): m/z=417 [M+H]+.1H-NMR (400 MHz, CD3OD) delta: 9.37 (s, 2H), 8.76 (s, 1H), 8.65 (s, 1H), 8.41 (s, 1H), 8.21 (d, J=6 Hz, 1H), 7.43 (d, J=6 Hz, 1H), 4.53 (m, 1H), 3.123.28 (m, 2H), 2.56 (m, 1H), 1.97 (m, 1H), 1.411.72 (m, 7H) ppm

The chemical industry reduces the impact on the environment during synthesis 591-55-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 591-55-9

To a solution of (9S)-2-(2-(trifluoromethyl)pyridin-4-yl)-7,8,9,10-tetrahydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine (0.5 g, 1.561 mmol), triethylamine (0.653 mL, 4.68 mmol) in THF (10 mL) was added bis(trichloromethyl) carbonate (0.232 g, 0.780 mmol) at 25 C. under nitrogen atmosphere and stirred at RT for 30 min. Then pyrimidin-5-amine (0.445 g, 4.68 mmol) was added and heated the reaction mixture at 65 C. for 16 h. Allowed to cool to RT and solvent was removed on rota-vapour, the crude was diluted with CH2Cl2 (20 ml) and washed with water (5 ml), brine solution (5 ml) followed by dried over sodium sulfate. The organic solvent was evaporated under reduced pressure to obtain the crude product. The crude mixture was purified by prep-HPLC (formic acid, ACN 25%) to afford (9S)-N-(pyrimidin-5-yl)-2-(2-(trifluoromethyl)pyridin-4-yl)-8,9-dihydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine-10(7H)-carboxamide (250 mg, 0.56 mmol, 45% yield) as an off white solid (TLC: 80% EtOAc in Hexane, Rf: 0.5), LCMS (m/z): 442.3 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 13.07 (s, 1H), 9.08-8.72 (m, 4H), 8.38 (dd, J=1.7, 0.9 Hz, 1H), 8.28 (dd, J=5.2, 1.6 Hz, 1H), 7.90 (d, J=8.0 Hz, 1H), 7.79 (d, J=8.0 Hz, 1H), 4.85 (t, J=2.7 Hz, 1H), 3.43 (dd, J=13.7, 1.9 Hz, 1H), 3.33 (d, J=10.1 Hz, 2H), 2.91 (d, J=13.7 Hz, 1H), 2.15-1.79 (m, 2H), 1.33 (s, 2H).

Statistics shows that 591-55-9 is playing an increasingly important role. we look forward to future research findings about 5-Aminopyrimidine.

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

591-55-9, 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.591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 10 To 5 ml of dimethyl sulfoxide (DMSO) containing 0.34 g of potassium tert-butoxide was added 0.29 g of 5-aminopyrimidine, followed by stirring at room temperature for about 15 minutes. To the reaction mixture was added dropwise 1 ml of a DMSO solution containing 0.33 g of p-fluorobenzotrifluoride, followed by heating at 60 C. for about 40 minutes. The reaction mixture was allowed to cool and poured into 150 ml of ice-water. The thus formed white crystals were collected by filtration and dried to obtain 0.17 g of 5-(4-trifluoromethylphenyl)aminopyrimidine. Mass Spectrum (m/z): 239 (M+) NMR Spectrum (DMSO-d6, TMS internal standard) delta: 7.25 (2 H, d, J=8 Hz), 7.59 (2 H, d, J=8 Hz), 8.68 (2 H, s), 8.77 (1 H, s), 9.02 (1 H, s)

Statistics shows that 591-55-9 is playing an increasingly important role. we look forward to future research findings about 5-Aminopyrimidine.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5538976; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine. A new synthetic method of this compound is introduced below.

To a solution of pyrimidin-5-amine (95.1 mg, 1.00 mmol) and N,N-diisopropylethylamine (175 mg, 1.35 mmol) in tetrahydrofuran (3 mL) at room temperature, was added a solution of ditrichloromethyl carbonate (101 mg, 0.34 mmol) in THF (3 mL) dropwise. After stirring for 15 min, triethylamine (152 mg, 1.50 mmol) and 1-[3-amino-4-[bis(2-methylpropyl)amino]phenyl]cyclobutane-1-carboxylic acid (80 mg, 0.25 mmol) was added. The resulting mixture was stirred at room temperature for another 2 h. The reaction was then concentrated under vacuum. The residue was purified by Prep-HPLC with the following conditions: [Column: X bridge, C18, 19*50mm; Mobile Phase, H2O (0.05% NH4HCO3)/MeCN, 35% – 55% in 8 min; Rate: 25 mL/ min; Detector, 254 nm] to afford the desired product (72.7 mg, 17% yield) of as a white solid. LCMS (ES, m/z): 440.5 [M+H]+. 1H NMR (300 MHz, DMSO-d6, ppm): delta 10.01 (s, 1 H), 8.93 (s, 2 H), 8.81 (s, 1H), 8.20 (s, 1H), 7.90 (d, = 2.1 Hz, 1 H), 7.19 (d, J= 8.3 Hz, 1 H), 6.92 (dd, J= 8.3, 2.2 Hz, 1 H), 2.68 (d, J= 6.9 Hz, 6 H), 2.42-2.26 (m, 2 H), 1.94-1.50 (m, 4 H), 0.86 (d, J= 6.5 Hz, 12 H).

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INVENTISBIO INC.; DAI, Xing; WANG, Yaolin; (187 pag.)WO2017/139414; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia