Day: June 16, 2021

Adding a certain compound to certain chemical reactions, such as: 98141-42-5, 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-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, name: 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine, blongs to pyrimidines compound. name: 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

To a stirred solution of (rac)-(2S,4R,6S,7S)-methyl 7-aminotricyclo[3.2.2.02,4]nonane-6-carboxylate (3.4 g, 17.4 mmol) in THF (150 ml) was added 4,6-dichloro-1-methyi-1Hpyrazolo[3,4-d]pyrimidine (4.24 g, 20.9 mmol) and (3.38 g, 4.52 ml, 26.1 mmol) at roomtemperature and the resulting reaction mixture solution was stirred at 60 oc for 16 h. After cooling to room temperature, the reaction mixture was poured into water (1 00 ml) andextracted with EtOAc (150 ml twice). The combined organic layers were washed with brine,dried over anhydrous Na2S04 , filtered and concentrated in vacuo to give a crude product,which was purified by silica gel flash chromatography (0-1 00% EtOAc-hexane gradient) toafford the title racemic compound (4.1 g, 65.1% yield) as a white solid. MS: 362.0 [M+Ht.

The synthetic route of 98141-42-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1195-08-0, 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.1195-08-0, name is 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, molecular formula is C5H4N2O3, molecular weight is 140.1, as common compound, the synthetic route is as follows.

Example 8 5-{4-[2-(4-tert-Butyl-phenyl)-3H-imidazo[4,5-b]pyridin-7-yl]-piperazin-1-ylmethyl}-1H-pyrimidine-2,4-dione (9). 2-(4-tert-Butyl-phenyl)-7-piperazin-1-yl-3H-imidazo[4,5-b]pyridine (7) (50 mg, 0.15 mmol) and 5-formyluracil (21 mg, 0.15 mmol) were dissolved in NMP (4 ml) and sodium triacetoxyborohydride (64 mg, 0.30 mmol) was added. The reaction mixture was allowed to stir for 18 h under nitrogen. It was judged complete by MS, and purified by HPLC Method E to yield the title product 9 (25 mg (36%), 0.054 mmol). 1H NMR (DMSO-d6): delta 11.45 (s, 1H), 11.30 (d, J=3 Hz, 1H), 9.85(bs, 1H), 8.11 (d, J=8.3 Hz, 3H), 7.74 (d, J=6.1 Hz, 1H), 7.54 (d, J=8.3 Hz, 2H), 6.78 (s, 1H), 4.05 (s, 2H), 3.20-3.65 (m, 8H), 1.33 (s, 9H). (ESI-POS): [M+H]+=460; MS(ESI-NEG):[M-H]-=458.

Statistics shows that 1195-08-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde.

Reference:
Patent; WYETH; US2006/189617; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3524-87-6, 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 3524-87-6, name is 6-Methylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION EXAMPLE 48 Synthesis of 4-Chloro-6-methylpyrimidine 4-Hydroxy-6-methylpyrimidine (782 mg) was dissolved in phosphoryl chloride (6.6 mL), and the solution was heated under reflux for 1 hour. The reaction mixture was added dropwise to ice water, neutralized with an aqueous solution of 2 M sodium hydroxide and extracted with ethyl acetate. The resultant organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound. Yield: 913 mg (theoretical amount).

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 3524-87-6, 6-Methylpyrimidin-4(3H)-one.

Reference:
Patent; Kowa Co., Ltd.; US6509329; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6622-92-0, 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 6622-92-0, name is 2,6-Dimethylpyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

4-Hydroxy-2,6-dimethylpyrimidine (546 mg, 4.4 mmol), 3-bromo-4,5-dimethoxy-benzaldehyde (1077 mg, 4.4 mmol) and malononitrile (295 mg, 4.4 mmol) were taken in 2 ml ethanol at room temperature, charged with DABCO (48.4 mu, 1.46 mmol) and then stirred at 80 C under LC-MS control for 18 h. The reaction mixture was then cooled down to room temperature. The mixture was diluted with water to about 100 ml, stirred at room temperature for 1 h and the precipitates were separated by filtration. It was washed well with 50 % aqueous ethanol and dried under vacuum (1.52 g, 3.64 mmol, 82.8 %).

According to the analysis of related databases, 6622-92-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); RUPRECHTS-KARLS-UNIVERSITAeT HEIDELBERG; BOUTROS, Michael; MASKEY, Rajendra-Prasad; KOCH, Corinna; FUCHS, Florian; STEINBRINK, Sandra; GILBERT, Daniel; WO2012/62905; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 272-50-4, Adding some certain compound to certain chemical reactions, such as: 272-50-4, name is 5H-Pyrrolo[3,2-d]pyrimidine,molecular formula is C6H5N3, 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 272-50-4.

To solution of 5H-pyrrolo[3,2-d]pyrimidine (2 g, 16.8 mmmol) in 1,2-ethanediol (40 mL) was added tert-butyl 4-oxopiperidine-1-carboxylate (6.7 g, 33.5 mmol) and KOH (3.8 g, 6.72 mmol). The mixture was stirred at 95oC for 18 h. The mixture was then diluted with ethyl acetate (30 mL) and washed with brine (50 mL × 3), dried over Na2SO4, and filtered. The filtrate was concentrated and the residue was purified by ISCO column on silica gel (from 100% DCM to DCM/MeOH = 10/1) to give tert-butyl 4-(5H- pyrrolo[3,2-d]pyrimidin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate as yellow oil. Yield: 3 g (60%); LCMS method D: Rt = 1.679 min; (M+H)+= 301.2.

According to the analysis of related databases, 272-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David A.; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen D.; SINGH, Suresh B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; (285 pag.)WO2018/53267; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 19875-05-9, 4,6-Dichloro-2-(chloromethyl)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: C5H3Cl3N2, blongs to pyrimidines compound. COA of Formula: C5H3Cl3N2

Description 128; 4, 6-Dichloro-2-iodomethylpyrimidine; A mixture of 4, 6-dichloro-2-chloromethylpyrimidine [Annales Pharmaceutici (Poznan) 12, 33-38, 1977] (3.3 g, 16.7 mmol) and sodium iodide (3.25 g, 21.7 mmol) in acetone (70 ml) was stirred at room temperature for 3 hours. The reaction mixture was concentrated to dryness. The residue was dissolved in ethyl acetate and the organic solution was washed with sodium thiosulfate solution (aq), brine, dried over sodium sulfate, filtered and concentrated to give a brown solid (4.5 g, 93 %). IH NMR (360 MHz, DMSO-d6) 4.53 (2 H, s), 7.93 (1 H, s).

The synthetic route of 19875-05-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); 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. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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: C4H3ClN2

Methyl 5-methyl-2-pyrimidin-2-ylbenzoate (B-3)A solution of 13^2 (4.38 kg5 15.84 mol) from the previous reaction was charged in a visually clean 100 L reactor equipped with a mechanical stirrer and a thermocouple. The mixture was solvent switched to 2-MeTHF (35 L). This was followed by addition of 2- chloropyrimidine (2.18 kg, 19.01 mol) (endothermic 19 to 140C) and sodium carbonate (5.04 kg, 47.5 mol). To this stirring suspension was added water (11.67 L) (exothermic 15-240C). The thick slurry was degassed with N2 for 40 minutes after which PdCl2(dppf)-CH2Cl2 adduct (0.518 kg, 0.634 mol) was added which causes the reaction to become black. The internal temperature was set to 74 0C and aged for 16 h. An aliquot was taken for HPLC analysis and revealed near complete consumption of the starting boronate (>97% conv.). The reaction was cooled to room temperature, and 12 L of water and 24 L of MTBE were added while maintaining stirring for 10 minutes. This solution was filtered on Solka-Floc and transferred to a 100 L extractor. The flask was further rinsed with 4 L of both MTBE and water (x2) and then another 4 L of MTBE. The layers were cut and the aqueous layers were back-extracted with 21.5 L of MTBE. Assay of the organic layers showed the biaryl ester (2.76 kg, 12.09 mol, 76 % yield). The organics were reloaded into the extractor and 1.26 kg of activated carbon (Darco KB-G grade) was added and the mixture was stirred for 2 h and then filtered over Solka-FIoc. The filter cake was washed with 3 x 10 L of MTBE. Heavy metal analysis revealed 427-493 ppm of Pd and 882-934 ppm of Fe. Assay was 2.381 kg of EbI (66% overall, 86% recovery from DARCO). Data for B^: lH NMR (500MHz, CDCI3, 293K, TMS): 8.78 (d, J – 4.87 Hz, 2 H); 7.97 (d, J = 7.93 Hz, 1 H); 7.51 (s, 1 H); 7.39 (d, J = 7.99 Hz, 1 H); 7.19 (t, J = 4.88 Hz, 1 H); 3.75 (s, 3 H); 2.44 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 126352-69-0, Adding some certain compound to certain chemical reactions, such as: 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine,molecular formula is C6H9N3, 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 126352-69-0.

To a solution of 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (3.0 g, 24.4 mmol) inTID’ (20 mL) was added NaH (60% in mineral oil, 1.5 g, 36.6 mmol). The reaction was stirred atroom temperature for 1 hr under N2. Then Boc20 (8. 0 g, 36.6 mmol) was added and the mixturewas stirred at room temperature for 16 hrs. The reaction mixture was poured into water ( 60 mL)and extracted with EA (50 mL x2). The organic layer was washed with water (50 mL) and brine(50 mL), dried over Na2S04 and concentrated. The residue was purified by silica gel column(DCM/J1eOH = 100/1) to give tert-butyl6,7-dihydropyrazolo[l,5-a]pyrimidine-4(5H)carboxylate(4.4 g, yield: 81 %) as a white solid.[0010221 1H NMR (300 lVlliz, CDCb): 8 = 7.37 (s, 1H), 6.28 (s, 1H), 4.21-4.16 (m, 2H), 3.86-3.80 (m, 2H), 2.20-2.15 (m, 2H), 1.57 (s, 9H). MS: m/z 224.4 (M+H’).

According to the analysis of related databases, 126352-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JECURE THERAPEUTICS, INC.; STAFFORD, Jeffrey A.; VEAL, James M.; TRZOSS, Lynnie Lin; MCBRIDE, Christopher; (411 pag.)WO2018/136890; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.7752-78-5, name is 5-Bromo-2-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Computed Properties of C5H5BrN2

Preparation 14: 2-methyl-5-[1-(phenylmethyl)-2,5-dihydro-1W-pyrrol-3-yl]pyrimidine (P14)The title compound can be prepared through a coupling palladium mediated reaction, e.g. starting from 5-bromo-2-methylpyrimidine and 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole. For example, to a solution of 5-bromo-2- methylpyrimidine (1.3 eq.) in THF, 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole (1 eq.), tetrakis(triphenylphosphine)palladium(0) (5percent mol) and cesium fluoride (4 eq.) may be added at room temperature. The resulting mixture should be stirred at 80 0C for 1.5 hours. After cooling the solvent should be evaporated under reduced pressure and the residue partitioned between dichloromethane and sodium hydroxyde (1 M). The organic phase should be evaporated under reduced pressure and the crude product purified by flash chromatography to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-78-5, 5-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/22933; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4983-28-2, 2-Chloro-5-hydroxypyrimidine, 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: 4983-28-2, blongs to pyrimidines compound. SDS of cas: 4983-28-2

General procedure: A mixture of (2,6-difluoro-3,5-dimethoxy-phenyl)methyl methanesulfonate (440 mg, 1.56 mmol, 1.00 eq) , 2-chloropyrimidin-5-ol (203 mg, 1.56 mmol, 1.00 eq) and Cs2CO3 (762 mg, 2.34 mmol, 1.50 eq) in CH3CN (8.0 mL) was heated to reflux for 2 hours. LC-MS showed reaction was complete. The reaction mixture was quenched by addition of water (5 mL) at 0 C, and then extracted with ethyl acetate (10 mL × 2). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO;12 g SepaFlash Silica Flash Column, Eluent of 0~20% Ethyl acetate/Petroleum ethergradient 30 mL/min).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4983-28-2, 2-Chloro-5-hydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Wang, Yikai; Chen, Zhengxia; Dai, Meibi; Sun, Peipei; Wang, Chunqiu; Gao, Yang; Zhao, Haixia; Zeng, Wenqin; Shen, Liang; Mao, Weifeng; Wang, Tian; Hu, Guoping; Li, Jian; Chen, Shuhui; Long, Chaofeng; Chen, Xiaoxin; Liu, Junhua; Zhang, Yang; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2420 – 2423;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia