Day: May 26, 2021

Application of 3001-72-7, 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.3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, molecular weight is 124.1836, as common compound, the synthetic route is as follows.

General procedure: The reaction mixture of azlactones 1a-p (0.2mmol) and DBN (2b, 0.03mL, 0.22mmol) was stirred at room temperature for the appropriate time according to Scheme 2. After completion of the reaction as monitored by TLC (eluent: petroleum ether/ethyl acetate, 4:1), the mixture was extracted with ethyl acetate (3×5mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by silica gel column chromatography (10-35% ethyl acetate in petroleum ether) afforded the products 3ab-pb.

Statistics shows that 3001-72-7 is playing an increasingly important role. we look forward to future research findings about 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine.

Reference:
Article; Parhizkar, Golnaz; Khosropour, Ahmad Reza; Mohammadpoor-Baltork, Iraj; Parhizkar, Elahehnaz; Rudbari, Hadi Amiri; Tetrahedron; vol. 73; 11; (2017); p. 1397 – 1406;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 874-14-6, Adding some certain compound to certain chemical reactions, such as: 874-14-6, name is 1,3-Dimethyluracil,molecular formula is C6H8N2O2, 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 874-14-6.

A mechanically stirred mixture of 3-aminopyrazole (9.38 g, 0.11 mM, 1.0 equiv), 1,3-dimethyluracil (14.7 g, 0.11 mM, 1.0 equiv) and 21percent sodium ethoxide in ethanol (170 mL, 5.0 equiv) was heated to reflux. Within minutes, a heavy precipitate formed. After refluxing for 1 hour, 1,3-dimethyluracil could no longer be detected by thin layer chromatography (tic) (92:8 dichloromethane (dichloromethane):MeOH). The reaction mixture was cooled, filtered, washed with cold ethanol and vacuum dried to give 13.47 g (95percent) of sodium pyrazolo[l,5-alpha]pyrimidin-5-olate. LCMS (ESI) m+H = 136.0; 1H NMR (400 MHz, OMSO-d6) delta: 8.0 (d, 1 H), 7.43 (d, 1 H), 5.65 (d, IH), 5.37 (d, 1 H).

According to the analysis of related databases, 874-14-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; BLANEY, Jeffrey; GIBBONS, Paul A.; HANAN, Emily; LYSSIKATOS, Joseph P.; MAGNUSON, Steven R.; PASTOR, Richard; RAWSON, Thomas E.; ZHOU, Aihe; ZHU, Bing-Yan; WO2010/51549; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1920-66-7, name is 4-Amino-2-chloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 4-Amino-2-chloro-5-nitropyrimidine

To a solution of compound 21-2 (20 g, 114.6 mmol) in EtOH/H2O (4/1, 400 mL) was added iron powder (64 g, 1146 mmol) and NH4Cl (aq., 62 g, 1146 mmol), the reaction solution was stirred at 100 C. for 4 h, followed by filtration. The filter cake was washed with MeOH (10 mL×3) and the filtrate was concentrated to give compound 21-3 (9 g, Yield 54.5%) as yellow solid.

The synthetic route of 1920-66-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1032650-41-1 ,Some common heterocyclic compound, 1032650-41-1, molecular formula is C6H3BrClN3, 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 4: Preparation of 7-bromo-4-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine N,N-dimethylformamide (10 mL) and NaH (36 mg) were added to 7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine (147 mg), followed by stirring for 30 mins. Subsequently, methyl iodide was added thereto, and the mixture was heated under stirring at 50C for 2 hrs. Upon completion of the reaction, ethyl acetate was added thereto, and the mixture was washed with water. The resulting compound was dried over anhydrous sodium sulfate, filtered and distilled under reduced pressure to obtain the title compound. 1H NMR (300 MHz, DMSO-d6): delta 8.68(s, 1H), 8.22(s, 1H), 4.11 (s, 3H).

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. 1032650-41-1, 7-Bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup; EP2738174; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-67-5, Adding some certain compound to certain chemical reactions, such as: 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C7H5Cl2N3, 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 90213-67-5.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

According to the analysis of related databases, 90213-67-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
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. 874-14-6, name is 1,3-Dimethyluracil. A new synthetic method of this compound is introduced below., Computed Properties of C6H8N2O2

10405] A solution of 1H-pyrazol-5-amine and 1,3-dimeth- ylpyrimidine-2,4(1H,3H)-dione (1.05 equiv.) were charged to a round bottom flask outfitted with a mechanical stirrer,steam pot, a reflux condenser, a J-Kem temperature probe and an N2 adaptor for positive N2 pressure control. Under mechanical stirring the solids were suspended with 4 vol. (4 mL/g) of absolute EtOR under a nitrogen atmosphere, then charged with 2.1 equivalents of NaOEt (21 wt percent solution in EtOR), and followed by line-rinse with 1 vol. (1 mL/g) of absolute EtOR. The slurry was warmed to about 75° Celsius and stirred at gentle reflux until less than 1 .5 area percent of 1H-pyrazol-5-amine was observed by TRK1PM1 HPLC tofollow the progression of the reaction using 20 tL of slurry diluted in 4 mE deionized water and 5 tE injection at 220 mm10406] After 1 additional hour, the mixture was charged with 2.5 vol. (2.5 mE/g) of heptane and then refluxed at 70° Celsius for 1 hout The slurry was then cooled to room temperature overnight. The solid was collected by filtrationa tabletop funnel and polypropylene filter cloth. The reactor was rinsed and charged atop the filter cake with 4 vol. (4 mE/g) of heptane with the cake pulled and the solids being transferred to tared drying trays and oven-dried at 45° Celsius under high vacuum until their weight was constant. Pale yellow solid sodium pyrazolo[1 ,5-a] -pyrimidin-5-olate was obtained in 93-96percent yield (corrected) and larger than 99.5 area percent observed by HPEC (1 mgmE dilution in deionized water, TRK1PM1 at 220 nm).

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, 874-14-6, 1,3-Dimethyluracil.

Reference:
Patent; Loxo Oncology, Inc.; Cox, Michael; Nanda, Nisha; (65 pag.)US2017/281632; (2017); 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.55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, molecular weight is 179.01, as common compound, the synthetic route is as follows.category: pyrimidines

2,5-Diamino-4,6-dichlorpyrimidin (0,01 mol; 2,0 g) und Wasser (0,25 mol; 4,55 ml) wurden bei Raumtemperatur geruehrt. Dann wurde 98%ige Ameisensaeure (0,4 mol; 18,27 g; 14,97 ml) zur Reaktion hinzugegeben. Anschliessend wurde die Reaktion auf 50 – 55 C erwaermt und 3 h bei dieser Temperatur gehalten. Dann wurde Toluol (0,38 mol; 34,6 g; 40 ml) fuer die azeotrope Destillation unter hohem Vakuum bei 50 C hinzugegeben (Toluol wurde, um eine gute Destillation zu gewaehrleisten, 2mal hinzugegeben, also insgesamt 80 ml). Anschliessend wurde das Produkt filtriert, mit Wasser gewaschen und dann unter Vakuum bei 60 C getrocknet. Es wurden 0,01 mol (2,0 g) des obengenannten Produktes, entsprechend einer Ausbeute von ca. 90%, erhalten.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Lonza AG; EP1188750; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 90914-41-3, 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. 90914-41-3, name is 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

A microwave tube containing 19.3 mg of 5-phenyl-o-anisidine (0.097 mmol), 25.1 mg of 3-bromo-4-chloro-lH-pyrazolo[3,4-d]pyrimidine (0.11 mmol), 9.2 mu^ of glacial acetic acid (0.16 mmol) and 1 mL of n-butanol with a stir bar was capped and heated to 130C for 15 min in a microwave reactor. The reaction was cooled and concentrated by rotary evaporation. The residue was recrystallized in ethanol to give 30.7 mg of crude 4 as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90914-41-3, 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SHEN, Weijun; NOVOTNY, Christopher; SHOKAT, Kevan, M.; (490 pag.)WO2017/184775; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 353272-15-8, 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.353272-15-8, name is 6-Chloro-5-iodopyrimidin-4-amine, molecular formula is C4H3ClIN3, molecular weight is 255.4442, as common compound, the synthetic route is as follows.

To a mixture of 6-chloro-5-iodopyrimidin-4-am.ine (500 mg, 0.196 mmol), Pd(PPh3)2Cl2 (69 mg, 0.10 mmol ) and Cul (19 mg, 0.10 mmol) under 2 atmosphere were added a solution of etiiynyltrimethylsilane (1 ,38 mL, 9.79 mmol) in DMF (1.5 mL) and a solution triethylamine (0.54 mL, 3.91 mmol) in DMF (1.5 mL), The resulted mixture was heated to 47 C and stirred further for 2 hours. The mixture was diluted with EtOAc (30 mL), and the resulted mixture was washed with water (20 mL x 2) and brine (20 mL). The separated organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) ::: 10/1) to give the title compound as a brown solid (442 mg, yield 100%). MS (ESI, pos. ion) m/z: 226.0 [M+H]+; NMR (400 MHz, CDCb) delta (ppm): 8.31 (s, 1H), 5.62 (s, 2H), 0.31 (s, 9H).

Statistics shows that 353272-15-8 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-5-iodopyrimidin-4-amine.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); 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.137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, molecular weight is 298.3, as common compound, the synthetic route is as follows.HPLC of Formula: C15H14N4O3

To a solution of pemetrexed-fragment 2 (60mg, 0.2mmol) and amine SDC-TRAP-0004 (82mg, 0.2mmol) in anhydrous DMF (3 mL) was added EDC (60mg, 0.3mmol). The reaction mixture was stirred at room temperature for 18h. The reaction mixture was then diluted with water (5 mL) and extracted with ethyl acetate (lOOmL). The organic phase was dried with sodium sulfate, filtered and evaporated, followed by flash chromatography (hexane-ethyl acetate 1:1 and ethyl acetate-methanol 98:2) to give SDC-TRAP-0019 (95mg, 70%) as a white solid 4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)- N-(2-(5-(3-(2,4-dihydroxy-5-isopropylphenyl)-5-hydroxy-4H-1,2,4-triazol-4-yl)-1H-indol- 1-yl)ethyl)-N-methylbenzamide 1H NMR (400 MHz, DMSO-d6) : 11.86 (s, 111); 10.61(s, 111); 10.14(s,1H);9.51 (s, 111); 9.47 (s, 111); 7.59-7.45 (m, 211); 7.28-6.96 (m, 511); 6.72 (m, 211);6.47(s,1H); 6.32 (s, 111); 6.24 (s, 111); 6.00( bs, 211); 4.46-4.28 (m,2H);3.75-3.49(m,2H); 2.96 -2.80(m, 511); 2.61(s, 311); 0.81 (d, J = 6.9 Hz, 611).ESMS calculated for C371137N905: 687.29; Found: 688.2 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHIMMANAMADA, Dinesh, U.; YING, Weiwen; (368 pag.)WO2015/143004; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia