Day: March 9, 2021

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. 4994-86-9, name is 4-Chloro-2-methylpyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5ClN2

To a stirred solution of 4-chloro-2-methylpyrimidine (81 .1 mg, 631 pmol), and cyclopropyl(4-{[2-{[6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yI)-1 H-benzimidazol-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}piperazin-1 -yl)methanone (200 mg, 351 pmol) in Dioxane(1.7 mL) and water (340 p1) was added sodium carbonate (111 mg, 1.05 mmol) andPd(dppf)C12 . CHCl (42.9 mg, 52.6 pmol). The mixture was heated to reflux for 19 h.Dichloromethane was added, the mixture was filtered and, the solvent was removed invacuum. Preparative reverse phase HPLC (gradient of water and acetonitrile containing ammonia as additive) gave 20.0mg (10 % yield) of the title compound.LC-MS (Method 2): R = 1.16 mm; MS (ESipos): m/z = 537 [M+H]1H-NMR (400 MHz, CHLOROFORM-d) oe [ppm]: 0.725 (4.36), 0.951 (5.34), 1.261 (1.93), 1.284(6.51), 1.648 (2.11), 2.388 (3.45), 2.793 (3.68), 2.845 (16.00), 3.560 (7.24), 7.582 (2.62), 7.985 (1.62), 8.348 (0.99), 8.675 (3.91), 8.688 (3.75), 11.977 (2.41).

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, 4994-86-9, 4-Chloro-2-methylpyrimidine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one, 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, Formula: C11H15ClN2O, blongs to pyrimidines compound. Formula: C11H15ClN2O

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 ¡ãC for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-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, Safety of 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Safety of 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine

Dry DMFWas added K2CO3 to a solution of 4-iodo-7h-pyrrolo [2,3-d] pyrimidine (4) and the mixture was stirred at room temperature for 30 minutes. After 30 minutes, 2- (trimethylsilyl) ethoxymethyl chloride was added dropwise to the solution,The reaction was stirred for 6 hours. For quenching, a saturated aqueous NH4Cl solution was added to the solution. The mixture was poured into ethyl acetate and extracted twice with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (hexane / ethyl acetate) to give the desired compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Gwangju Institute of Science and Technology; INDUSTRY-ACADEMIC COOPERATION FOUNDATION GYEONGSANG NATIONAL UNIVERSITY; Kim, Yong-Chul; Han, Son-Young; Ko, Hyo-Jin; Lee, Son-Mi; (28 pag.)KR2016/124034; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 59549-51-8, Adding some certain compound to certain chemical reactions, such as: 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine,molecular formula is C5H4BrClN2S, 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 59549-51-8.

To a stirring suspension of 5-bromo-2-chloro-4-(methylthio)pyrimidine (1.0 g, 4.18 mmol) in ethanol (6.0 mL) was added 1-methylcyclopropanamine hydrochloride (0.674 g, 6.26 mmol) and DIEA (2.188 mL, 12.53 mmol). The mixture was stirred at 90 C for 16 h. Upon completion of the reaction as indicated by LCMS and TLC the reaction mixture was concentrated and purified by silica gel chromatography using a gradient of 0% – 20% ethyl acetate in hexanes. The product fractions were combined and concentrated to afford 5-bromo-N-(l-methylcyclopropyl)-4- (methylthio)pyrimidin-2-amine (0.665g, 58%> yield) as a white solid. MS (ESI) m/z 276.2[M+l]+.

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. 59549-51-8, 5-Bromo-2-chloro-4-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31462-54-1, name is 2-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Iodopyrimidine

To a solution of 2-iodopyrimidine (100 mg, 0.48 mmol, 1 eq) in dioxane (2 mL) and H20 (0.4 mL) were added CS2CO3 (316 mg, 0.97 mmol, 2 eq), Pd(PPh3) (28 mg, 24.2 umol, 0.05 eq) and methyl 3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-4-((4- (trifluoromethyl)phenyl)amino)benzoate (245.4 mg, 0.58 mmol, 1.2 eq). The mixture was stirred at 90C for 16 hr. The reaction mixture was concentrated in vacuum and the residue was diluted with EA (20 mL), washed with brine (5 mL), dried over Na2S04, filtered and concentrated in vacuum. The crude product was purified by prep-HPLC to give the title compound (33 mg, 90.9 umol, 18.7% yield). Mass calcd. For CI8HI2F3N302, 359.09 m/z found 359.8 [M+H] +. 1H NMR (400 MHz, DMS0 ) d 12.68 (br s, 1H), 11.64 (s, 1H), 9.15 (d, J= 2.0 Hz, 1H), 9.01 (d, J= 5.0 Hz, 2H), 7.93 (dd, J= 2.0, 8.8 Hz, 1H), 7.70 (d, J= 8.5 Hz, 2H), 7.55 – 7.49 (m, 4H).

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, 31462-54-1, 2-Iodopyrimidine.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei, W.; LIN, Tracy, Tzu-Ling Tang; (238 pag.)WO2019/113236; (2019); 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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, the common compound, a new synthetic route is introduced below. name: 2,4-Dichloro-6-phenylpyrimidine

To a solution of 2, 4-dichloro-6-phenylpyrimidine (1.52 g, 6.7 mmol) and (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (1.84 g, 10.0 mmol) in N, N-dimethyl-acetamide (10 mL) was added potassium carbonate (0.92 g, 6.7 mmol) , and the mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) , and the resulting mixture was extracted with ethyl acetate (40 mL ¡Á 3) . The combined organic layers were washed with saturated brine (80 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1-10/1) to give the title compound as a white solid (1.65 g, 66%) .[0560]MS (ESI, pos. ion) m/z: 372.2 [M+H]+;[0561]1H NMR (400 MHz, CDCl3) delta (ppm) : 8.04 -7.91 (m, 2H) , 7.51 -7.41 (m, 3H) , 6.78 (s, 1H) , 5.41 (s, 1H) , 4.32 (s, 1H) , 3.73 (s, 3H) , 2.38 (d, J = 5.1 Hz, 1H) , 2.07 (s, 1H) , 1.86 (m, 1H) , 1.73 (m, 1H) , 1.70 -1.60 (m, 4H) , 1.57 (m, 2H) , 1.51 -1.41 (m, 1H) .

The synthetic route of 26032-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (2018); 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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine, molecular formula is C5H5ClN2, 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. SDS of cas: 3435-25-4

A solution of l,4-dioxa-8-azaspiro[4.5]decane (3.04 g, 2.72 mL, 21.2 mmol), 4-chloro-6- methylpyrimidine (3.00 g, 23.4 mmol) and N,N-diisopropylethylamine (4.12 g, 5.56 mL, 31.8 mmol) in dioxane (50 mL) was heated to 140 C in the microwave for 40 minutes. The reaction mixture was concentrated, then directly purified by flash chiOmatography (silica gel, 70 g, 0% to 15% MeOH/NH4OH (9: 1) in dichloromethane). The title compound was obtained as orange oil (4.64 g, 93%).MS ISP (m/e): 236.2 (100) [(M+H)+].1H MR (CDC13, 300 MHz): delta (ppm) = 8.52-8.51 (m, 1H), 6.42 (m, 1H), 4.01 (s, 4H), 3.83-3.79 (m, 4H), 2.45 (s, 3H), 1.79-1.75 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 3435-25-4.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAUMANN, Karlheinz; FLOHR, Alexander; GOETSCHI, Erwin; GREEN, Luke; JOLIDON, Synese; KNUST, Henner; LIMBERG, Anja; LUEBBERS, Thomas; THOMAS, Andrew; WO2011/101304; (2011); A2;,
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. 874-14-6, name is 1,3-Dimethyluracil, the common compound, a new synthetic route is introduced below. category: pyrimidines

General procedure: An 8 mL oven-dried scintillation vial equipped with a magnetic stir bar was charged with a mixture of 4-quinolone or uracil (0.50 mmol, 1.0 equiv), disulfide or thiol (0.75 mmol, 1.5 equiv), molecular iodine (I2) (128 mg, 0.50 mmol, 1.0 equiv), K2S2O8 (1.00-1.50 mmol, 2.0-3.0 equiv), and acetonitrile (CH3CN) (1 mL). The vial was capped, and the reaction mixture was stirred at 60 or 80 C for 12-16 h. Upon completion, saturated Na2S2O3 (5 mL) and distilled deionized H2O (10 mL) was added, and the mixture was extracted with ethyl acetate (3 x 25 mL). The combined organic layer was washed with saturated NaCl, dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was purified by SiO2 column chromatography to afford the desired thioether products.

The synthetic route of 874-14-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Beukeaw, Danupat; Noikham, Medena; Yotphan, Sirilata; Tetrahedron; vol. 75; 39; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, 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, Computed Properties of C12H15Cl2N3O2, blongs to pyrimidines compound. Computed Properties of C12H15Cl2N3O2

To a stirred solution of tert-butyl 2,4-dichloro- 7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carboxylate (0.3 g, 0.99 mmol) in i- PrOH (80 ml) were added 3-(aminomethyl)phenol (0.2 g, 1.18 mmol) and TEA (0.3 g, 2.96 mmol). The resulting mixture was stirred at 100 oC for 16 hrs. The reaction mixture was poured into ice-water (50 mL), and then extracted with EtOAc (50 mL x3). The combined organic layer was dried with Na2SO4, and concentrated to give a crude product which was purified by column (3470) chromatography on silica gel (hexane/ethyl acetate) to afford tert-butyl 2-chloro- 4-[(3-hydroxyphenyl)methylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6- carboxylate (0.35 g, 90.8%) as a white solid. LCMS (M+H+) m/z: calcd.391.1; found 391.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-38-4, 5-Bromo-2-fluoropyrimidine, 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, Recommanded Product: 62802-38-4, blongs to pyrimidines compound. Recommanded Product: 62802-38-4

As shown in step 6-i of Scheme 6, to a mixture of 5-bromo-2-fluoro-pyrimidine (1 g, 5.651 mmol) in iPrOH (10 mL) was added TEA (1.143 g, 1.574 mL, 11.30 mmol) and trans-4-aminocyclohexan-1-ol (650.8 mg, 5.651 mmol). The mixture was microwaved for 20 min at 150 C., concentrated under reduced pressure, diluted with EtOAc, washed with water, and dried over Na2SO4. After removal of the volatiles under reduced pressure, the residue was purified by medium pressure silica gel chromatography (0-80% EtOAc/hexanes gradient) to provide (trans)-4-((5-bromopyrimidin-2-yl)amino)cyclohexanol (compound 1013, 1.2 g): 1H-NMR (300 MHz, CDCl3) delta 8.28 (s, 2H), 5.03 (d, J=8.1 Hz, 1H), 3.91-3.49 (m, 2H), 2.31-1.90 (m, 4H), 1.56-1.19 (m, 4H).

The synthetic route of 62802-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Maxwell, John Patrick; Charifson, Paul S.; Tang, Qing; Ronkin, Steven M.; Jackson, Katrina Lee; Pierce, Albert Charles; Lauffer, David J.; Li, Pan; Giroux, Simon; US2014/275024; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia