Day: August 11, 2021

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. 7461-50-9, name is 2-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, 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. Safety of 2-Chloropyrimidin-4-amine

4-Amino-2-chloropyrimindine (1.3 g, 10.03 mmol) was suspended in Ac20 (9.47 mL, 100 mmol) then heated at 140 C for 3 h. The reaction was cooled to rt then Et20 (50 mL) was added and the resulting precipitate was filtered off This solid was purified by normal phase column chromatography [CyH/(EtOAc/EtOH 3:1) 90/10 to 50/501 to afford N-(2- chloropyrimindin-4-yl)acetaminde (500 mg, 2.91 mmol, purity: 100 %, recovery: 29 %) as awhite powder. LCMS (m/z) 172 and 174 (M+H), retention time: 1.29 min LC/MS Method1.

With the rapid development of chemical substances, we look forward to future research findings about 7461-50-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; (243 pag.)WO2018/92089; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 35265-83-9, 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 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 26 2-Chloro-4-ethylamino-7-methylthieno[3,2-d]pyrimidine In DMF was dissolved 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then an aqueous solution of 338 mg (7.5 mmol) of ethylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/6) to give 524 mg (yield: 72.0%) of the title compound. NMR (delta, CDCl3): 1.34 (3H, t, J=7 Hz), 2.42 (3H, s), 3.68-3.74 (2H, m), 4.97 (1H, br), 7.35 (1H, s)

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 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 32779-36-5, Adding some certain compound to certain chemical reactions, such as: 32779-36-5, name is 5-Bromo-2-chloropyrimidine,molecular formula is C4H2BrClN2, 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 32779-36-5.

To a mixture of benzyl alcohol (0.123 g, 1.14 mmol) and tetrahedrofuran (12.0 mL) was added sodium hydride (60 percent oil suspension, 0.050 g, 1.2 mmol) portionwise. After 10 min, 5-bromo-2-chloropyrimidine (0.200 g, 1.034 mmol) was added, and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was partitionated between ethyl acetate and water. The separated organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to give 2- benzyloxy-5-bromopyrimidine (0.269 g, 98 percent) as a white solid.

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. 32779-36-5, 5-Bromo-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/69805; (2004); 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 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichlorofuro[3,2-d]pyrimidine

A mixture of(lr,4r)-4-morpholinocyclohexan-1-ol (0.53 g, 2.9 mmol, 1.1 eq) in 5.0 mL of THF was prepared and 60% NaH (0.56 g, 14 mmol, 5.3 eq) was added. The reaction mixture was stirred at room temperature for 30 mm and 2,4-dichlorofuro[3,2-djpyrimidine (0.50 g, 2.6 mmol, 1.0 eq) was added and the resulting mixture was heated at 60 C for 3 hr. The reaction was cooled to room temperature and quenched with saturated aqueous ammonium chloride. The quenched mixture was rotary evaporated and purified on normal phase Combi-Flash using a 40 g column and eluting with a gradient of 0-20% MeOH/CH2C12 in 10 mm. The product containing fractions were combined and rotary evaporated to give 2-chloro-4-(((lr,4r)-4- morpholinocyclohexyl)oxy)furo[3,2-djpyrimidine (0.59 g, 1.7 mmol, 60% yield) as a white solid. LC-MS:M+H=338.0

With the rapid development of chemical substances, we look forward to future research findings about 956034-07-4.

Reference:
Patent; PHARMACYCLICS LLC; CHEN, Wei; JIA, Zhaozhong, J.; THOMAS, William, D.; WONE, David; (147 pag.)WO2017/205766; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 289042-12-2, 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. 289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, molecular formula is C29H40FN3O6S, 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.

To a solution of compound IV (wherein X=0 and R2=tert-butyl; 100 gms) in acetonitrile (700 mL) at 35C to 40C was added 0.05M aqueous HCl solution (300 mL). Stirred the reaction mass at 35C to 40C until reaction completion and cooled to 0C to 5C. Added 1.0 M aqueous sodium hydroxide solution (300 mL), temperature was raised to 25 C to 35C and stirred until reaction completion. Cooled the reaction mass to 0C to 5C, pH was adjusted to 3.4 to 4.0 with 1M aqueous HCl solution (300 mL) and extracted with ethyl acetate. Washed the organic layer with 10% aqueous sodium chloride solution and concentrated under vacuum. Charged ethyl acetate (800 mL) to the obtained residue followed by cyclohexane- 1,2-diamine (29.5 gms) over a period of 15-30 min. The reaction mass was stirred at 25C to 35C for 60 mins, cooled to 0C to 5C and stirred for 2 hrs. The precipitated product was filtered and dried to obtain 80 gms of rosuvastatin cyclohexane- 1,2-diamine salt as white solid. HPLC Purity: >99% The XRPD is set forth in Figure 1.

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 289042-12-2, tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate.

Reference:
Patent; LAURUS LABS PRIVATE LIMITED; BOLLU, Ravindra Babu; MANDADAPU, Venkata Pramod Kumar; INDUKURI, Venkata Sunil Kumar; GORANTLA, Seeta Rama Anjaneyulu; CHAVA, Satyanarayana; (48 pag.)WO2016/125086; (2016); 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 6-Bromo-4-chlorothieno[2,3-d]pyrimidine

General procedure: 6-Bromo-4-chlorothieno[2,3-d]pyrimidine(5a) (200 mg, 0.802 mmol) was mixed with 1-phenylethanol (2a) (118 mg, 0.962 mmol), Cs2CO3( 313 mg, 0.962 mmol) and acetonitrile (2 mL). The reaction was then stirredunder nitrogen atmosphere at reflux and followed by GC. The mixture was cooledto rt, diluted with EtOAc (40 mL), washed with sat. aq. KHCO3 (20mL), water (2×20 mL) and brine (30 mL). The combined organic fractions weredried over Na2SO4 and concentrated in vacuum. Crudeproduct was absorbed onto Celite 545 and purified by silica gel columnchromatography (n-pentane/EtOAc,6/1). This gave 245 mg (0.730 mmol, 91%) of 6a as an off-white solid.

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, 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Han, Jin; Sundby, Eirik; Hoff, Bage H.; Journal of Fluorine Chemistry; vol. 153; (2013); p. 82 – 88;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 63558-65-6, 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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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.

Step 4: 6-Chloro-3′-[(5-iodopyrimidin-4-yl)amino]-N-[3-(trifluoromethyl)phenyl]biphenyl-3- carboxamideIn a screw-capped vial, 3′-amino-6-chloro-lambda^-[3-(trifluoromethyl)phenyl]biphenyl-3- carboxamide (240 mg TFA salt, 0.476 mmol) was mixed with 4-chloro-5-iodopyrimidine (0.131 g, 0.543 mmol) and isopropyl alcohol (2.0 mL), and the mixture was heated to 80 0C. After 16 h, the reaction was complete by LCMS (M+H 595/597, 3: 1). To the reaction mixture was added potassium carbonate solution. The resulting mixture was extracted with ethyl acetate and the organic extracts were washed with water, and then with saturated NaCl, and then dried (Na2SOzO and concentrated in vacuo to provide a residue (0.3g). TLC (30% EtOAc-hexane) Rf 0.19. The residue was purified by automatic flash chromatography on silica gel using a 12 g column; flow 30 mL/min; [A= hexane] [B= EtOAc ]. A, 4 min; Gradient to 30% B in 30 min. The product eluted in 26-32 min and the fractions were concentrated to give 0.19g of the purified product.

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 63558-65-6, 4-Chloro-5-iodopyrimidine.

Reference:
Patent; INCYTE CORPORATION; WO2008/79965; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5767-35-1, 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To the suspension of appropriate 1-(6 -chloropyrimidin chloropyrimidin-4-yl) (3) (3.0 mmol) in EtOH (15 mL) was added dropwise with vigorous stirring an aldeldehyde (3.6 mmol, 1.2 equiv) at rt over 0.5-1 h. The progression of the reaction was monitored by TLC. After completion of the reaction, solvent was removed under reduced pressure to afford the crude product. Crystallization from an appropriate solvent or purification by column chromatography on silica gel furnished the pure hydrazones 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5767-35-1, 4-Chloro-6-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Caifei; Li, Zhiming; Wang, Quanrui; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2629 – 2634;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 23945-44-0 ,Some common heterocyclic compound, 23945-44-0, molecular formula is C5H4N2O4, 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.

To 10.0 g (64.06 mmol) of uracil-5-carboxylic acid (Aldrich Chemical Company) partially dissolved in 20 mL of DMF are added, under cold conditions, 59.7 mL (0.64 mol) of phosphorus oxychloride and 10.3 mL (64.7 mmol) of N,N-diethylaniline, and the mixture is then heated at 90° C. for 2 hours 40 minutes.After cooling to room temperature and evaporating off half the excess POCl3, the medium is poured onto ice and then extracted with ether.The ether phases are combined, dried over sodium sulfate, filtered and concentrated under vacuum. 8.1 g (41.97 mmol) of 2,4-dichloro-5-pyrimidinecarboxylic acid are obtained in a yield of 65percent.

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. 23945-44-0, 2,4-Dihydroxypyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; US2012/277220; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5334-35-0, 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 5334-35-0, name is 6-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Example 110 1 -methyl-6-(4-methylsulfonyl- 1 -piperidyl)-5H-pyrazolo[3 4-d]pyrimidin-4-one (1-141) The title compound was prepared by condensation (DIPEA/EtOH) of 4-methylsulfonyl- piperidine (CASRN 290328-55-1) and Intermediate A: 1H-NMR (400MHz, DMSO-i ) delta ppm 10.97 (s, 1H), 7.77 (s, 1H), 4.49 (d, J = 16.0Hz, 2H), 3.73 (s, 3H), 3.43-3.35 (m, 1H), 3.03-2.95 (m, 5H), 2.09 (d, J = 11.2Hz, 2H), 1.65-1.55 (m, 2H).

According to the analysis of related databases, 5334-35-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Jianwen; HAYNES, Nancy-Ellen; HERMANN, Johannes Cornelius; KIM, Kyungjin; LIU, Jin-Jun; SCOTT, Nathan Robert; YI, Lin; ZAK, Mark; ZHAO, Guiling; WO2013/182546; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia