Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 153435-63-3, 2-(Tributylstannyl)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, 153435-63-3, blongs to pyrimidines compound. Quality Control of 2-(Tributylstannyl)pyrimidine

Intermediate 3 (75mg;1 eq) was dissolved in dry DMF (2ml), then CsF (49mg;2 eq), Cul (6mg;0.2 eq), [Ph3P]4Pd (19mg; 0.1 eq) and 2- pyrimidyltributylstannane(90mg;1 .5 eq; prepared according to Eur. J. Org. Chem. 2003, 171 1 -1721 ) were added. The mixture was warmed at 130C for 25 minutes (microwave), then poured in aqueous saturated solution of NH4CI and extracted with DCM. The organic layers were combined, washed with water, dried (Na2SO4) and concentrated under vacuum; crude product was purified by silica gel column chromatography (Cyclohexane/AcOEt 9/1 to AcOEt) then by SCX cartridge (5g) to obtain 13mg of the title compound.MS (ESI) m/z 468-470 ;1 HNMR (CDCI3) delta ppm 8.80-8.94 (m, 1 H), 8.66 (d, 1 H), 8.22-8.43(m, 1 H), 7.86- 8.07 (m, 1 H), 7.12-7.52(m, 4H), 6.22-6.74(m, 1 H), 4.98-5.22(m, 1 H),4.32-4.81 (m, 1 H), 3.08-3.97(m, 4H), 1 .90-2.40(m, 2H), 0.65-1 .65 (m, 2H), 0.15-0.65 (m, 4H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; WO2012/104338; (2012); 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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. HPLC of Formula: C17H13N5O

a) 4-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]benzaldehyde 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (2.0 g, 6.59 mmol) was mixed with 4-fluorobenzaldehyde (1.06 mL, 9.89 mmol), cesium carbonate (4.30 g, 13.19 mmol) in DMF (6 mL). The reaction mixture was heated at 86 C. overnight. After cooling to room temperature, the reaction mixture was poured onto ice water. The solid was collected by filtration to give 4-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]benzaldehyde (2.46 g, 92%). 1H NMR (CDCl3) delta 7.19 (m, 5H), 7.46 (m, 2H), 7.78 (d, J=8.64 Hz, 2H), 8.10 (d, J=8.70 Hz, 2H), 8.44 (s, 1H), 8.59 (d, J=8.70 Hz, 2H), 10.03 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 330786-24-8.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 131860-97-4, 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.131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, molecular weight is 320.73, as common compound, the synthetic route is as follows.

A slurry containing methyl (E)-I- {2-[6~chloropyrimidin-4-yloxy]phenyl} -3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in MIBK (16OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in MlBK (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 360 minutes. Water (30OmIs) was charged to the reaction, maintaining the temperature in the range 70-800C. The mixture was stirred for 70 minutes then settled and the lower aqueous phase separated. The MIBK solution (235.3g) contained methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4- yloxyjphenyl} -3-methoxyacrylate (41.0%w/w) 95.8% of theory.; c) Coupling of methyl rE)-2-{2-[6-chloropyrimidin-4-yloxylphenyl|-3-methoxyacrylate with 2-cvanophenol in MIBK with lmol% DABCO added after the 2-cyanophenol, that is, last. EPO A slurry containing methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in MIBK (16OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in MBK (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 240 minutes (residual (¡ê)-2- {2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate at the end of reaction was 4.4% by area on GC). Water (30OmIs), at 6O0C, was charged to the reaction, maintaining the temperature in the range 70-800C. The mixture was stirred for 40 minutes then settled and the lower aqueous phase separated. The MIBK solution (237.Ig) contained methyl (E)-2-{2-[6-(2- ” cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (38.7%w/w) 89.1% of theory.

Statistics shows that 131860-97-4 is playing an increasingly important role. we look forward to future research findings about (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Load 0.105 mol 2-cyanophenol, 0.11 mol anhydrous potassium carbonate, and 100 ml butyl acetate into a 500 ml glass line reactor kettle, heat up to 70 C. while stirring, add 0.1 mol (E)-2-[2-(6-chloropyrimidine-4-methoxy)-phenyl]-3-methoxy methyl acrylate (the compound represented by formula (2), from J&K Chemical Limited, at 95% purity) and a catalyst (0.004 mol 2-methyl-1,4-diazabicyclo[2.2.2]-octane (from Qingdao Hanbing Chemical Co., Ltd., at 99% purity)), continue to heat up the reaction mixture to 105 C. and hold at the temperate for 4 h to perform reaction, and monitor the reaction situation with a gas chromatograph, add 50 ml into the reaction system when the gas chromatograph indicates that the normalized area of (E)-2-[2-(6-chloropyrimidine-4-methoxy)-phenyl]-3-methoxy methyl acrylate is smaller than 1%, after stirring for 60min., and then stand for 10 min. at 80 C. for stratification, remove the aqueous phase, and add water to wash the organic phase again, cool down the obtained organic phase to -5 C. to precipitate crystals, then, filter to obtain 51.3 g wet filter cake, rinse the filter cake with butyl acetate, heat up the rinsed filter cake to approx. 50-60 C. with 100 ml methanol to pulping and wash, and then filter and dry; finally, 37 g yellowish white solid is obtained, and the melting point of the solid is 115-116 C. Test 10 mg solid product by NMR. The data is 1H NMR(500NMR, CDCl3): delta 3.64(s, 3H), 3.75(s, 3H), 3.62(s, 2H), 6.42(d, 1H), 7.22(q,1H), 7.29-7.43(m, 5H), 7.49(s, 1H), 7.66(m, 1H), 7.10(q, 1H), 8.40(d, 1H), which fully matches the theoretical value of the compound represented by formula (1), indicating that the product is the compound represented by formula (1). The calculated yield ratio of the product is 95.0%, and the purity is 99.5%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; NUTRICHEM COMPANY LIMITED; SHANGYU NUTRICHEM CO., LTD.; Wang, Wenjun; Chen, Jianwei; Chi, Jianhong; Zhao, Yongchang; Deng, Xufang; Wang, Long; You, Hua’nan; (9 pag.)US2016/90365; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, SDS of cas: 131860-97-4, blongs to pyrimidines compound. SDS of cas: 131860-97-4

A slurry containing methyl (¡ê)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (65.4g at 98%, 0.2mols), 2-cyanophenol (26.8g at 97.5%, 0.22mols) and 1,8- diazabicyclo[5.4.0]undec-7-ene (DBU) (36.9g at 99%, 0.24mols) in N,N- diisopropylethylamine (105mls) was heated to 50-600C. A solution of DABCO (0.224g, 0.002mols) in N,JV-diisopropylethylamine (1 OmIs) was added. The mixture was stirred at this temperature until the reaction was complete (3 hours). The solvent was removed by vacuum distillation to 9O0C. Toluene (130ml) was added to the distillation residues, maintaining the temperature between 70-800C, followed by water (21OmIs), maintaining the temperature as before. The mixture was stirred for 10 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (180.2g) contained methyl (E)-2- {2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (39.1%w/w) 87.4% of theory.

The synthetic route of 131860-97-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1421372-94-2, 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.1421372-94-2, name is N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, molecular formula is C20H16FN5O3, molecular weight is 393.3712, as common compound, the synthetic route is as follows.

3. Synthesis of intermediate 054-5 The intermediate 054-4 (400 mg, 1.02 mmol) as a raw material was dissolved in 5 mL of NMP in 100 mL three-necked flask at room temperature under a nitrogen atmosphere, followed by sequentially adding the intermediate 006-5 (400 mg, 2.37 mmol) and K2CO3 (907 mg, 6.56 mmol) into the reaction system. The reaction system was heated to 105C and carried out for 2 hours. After completion of the reaction, the reaction was cooled to room temperature, quenched by adding 30 mL of water. The reaction mixture was extracted with 30 mL of ethyl acetate three times. The organic phases were combined, washed with 30 mL of saturated brine three times, dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified by silica gel column chromatography (eluent: DCM / MeOH = 15: 1) to give 100 mg of the intermediate 054-5 (19%) as a white solid. LCMS: 519.6.

The chemical industry reduces the impact on the environment during synthesis 1421372-94-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Shaletech Technology Co., Ltd.; JIANG, Yueheng; (143 pag.)EP3216786; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 58536-46-2, 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 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

wherein the fluoro compound in the atmosphere of nitrogen 13H-fluorenone[1,9-ab]carbazole (15.0g, 0.52mol), 4-(4-bromophenyl)-2,6-diphenyl-pyrimidine (19.03g , 0.57mol) and then completely dissolved in 240ml xylene and sodium tert- butoxide (5.94g, added 0.61mol), and bis(tri-tert-butylphosphine)palladium (0) (0.13g, 0.0026mol, insert a) after heating and stirring for 5 hours. After concentrated under reduced pressure the xylene in the filtrate cooled to room temperature, remove the base and recrystallized from ethyl acetate to the compound 1-17: to produce a (16.31g, yield 73%).

According to the analysis of related databases, 58536-46-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chemical Co., Ltd.; Cha, Yong Bum; Kim, Jin Ju; (89 pag.)KR2016/29670; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 302964-08-5, 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 302964-08-5 as follows.

2- (2,6-diazaspiro [3.3] heptane-2-ol) (60,86 mg, 0.6 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidine Yl) amino) -N- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,158 mg, 0.4 mmol) and N, N-diisopropylethylamine ML, 0.8 mmol) in 1,4-dioxane (5 mL), heated to reflux and reacted overnight. TLC monitored the disappearance of the starting material.The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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.

The solution of (S)-1-boc-3-methylsulfonyloxy piperidine (115.5 g) indimethylacetamide (300 ml) was added to the reaction mixture of 3-(4-phenoxyphenyl)- 1 H-pyrazolo[3 ,4-d]pyrimidine-4-amine (50 g), cesium carbonate(13.4 g) and potassium carbonate (108.3 g) in dimethylacetamide (450 ml) at 55C.The reaction mass was heated to 85C, stirred for 14h, filtered and concentrated.The concentrated mass was dissolved in 1:1 mixture of methanol-toluene (1250 ml)and added hydrochloric acid (117 ml; 18% w/v). The reaction mixture was stirredfor 6 h at 45C, separated the aqueous layer and concentrated under vacuum. The concentrated mass was stirred with methanol (100 ml) and ethyl acetate (625 ml), filtered the solid and dried to yield (R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl-1H- pyrazolo[3 ,4-d]pyrimidine-4-amine hydrochloride (59 g; 78.4%).HPLC Purity: 99.6%

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATCO PHARMA LIMITED; MUDDASANI, Pullareddy; BUDIDETI, Shankar Reddy; MADALAPU, Veerababu; GATTU, Anitha; KONDA, Bala Ankireddy; NANNAPANENI, Venkaiah Chowdary; (20 pag.)WO2017/134684; (2017); A2;,
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. 946161-16-6, name is (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, molecular formula is C12H17ClN4O4, 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. Quality Control of (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate

50 g 23 in 375 mL of tetrahydrofurane is hydrogenated in the presence of 5 g Platinum on Carbon (5%) at a hydrogene pressure of 3 bar and at 35 C until no further hydrogene consumed. 2.5 g vanadyl acetylacetonate are added and the hydrogenation is continued. The suspension is filtered to remove the catalysts. The solvent is removed under reduced pressure. 150 mL 2-propanol are added to the residue and heated to reflux. 300 ml of demineralised water are added. The suspension is cooled slowly to 2 C. The suspension is suction filtered and washed with a cold mixture of 2- propanol and demineralised water. After drying in a vacuum drying oven at 50C, 36 g (90% of theory) of product 24 is obtained

With the rapid development of chemical substances, we look forward to future research findings about 946161-16-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/90844; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia