Tag: M.W:100-200

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

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

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

Adding a certain compound to certain chemical reactions, such as: 1195-08-0, 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, 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 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, blongs to pyrimidines compound. Safety of 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

General procedure: To a solution of the pseudothiohydantoin 6a (139 mg, 1.2 mmol), and sodium acetate (328 mg, 4.0 mmol) in acetic acid (5 ml) was added 5-phenyl-2-furaldehyde 5a (172 mg,1.0 mmol) at 25C. The solution was refluxed at 135C for 12 h. The precipitate was filtered and washed with water and diethyl ether. The filter cake was dried under high vacuum to afford 230 mg (85%) of compound 7a as an orange solid.

The synthetic route of 1195-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jung, Michael E.; Ku, Jin-Mo; Du, Liutao; Hu, Hailiang; Gatti, Richard A.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5842 – 5848;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90349-23-8, 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. 90349-23-8, name is 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, molecular formula is C9H9N3O2, 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.

A solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (300 mg, 1.56 mmol) in DMF (10 niL) at 0C was charged with HATU (894 mg, 2.35 mmol), DIPEA (0.82 mL, 4.70 mmol) and 4-amino phenol (205 mg, 1.88 mmol). Then, the reaction mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was quenched with water (2 mL), extracted with ethyl acetate (3 X 10 mL), dried over Na2S04and concentrated in vacuo to provide a crude product that was then purified by FCC (eluent, 5% methanol in DCM) to afford N-(4-hydroxyphenyl)-5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxamide as an off-white solid (284 mg, 64%). NMR (400 MHz, DMSO-i) delta 9.92 (s, 1H), 9.26 (s, 1H), 8.58 (s, 1H), 7.51 (d, J=7.9 Hz, 2H), 7.16 (s, 1H), 6.77 (d, J=7.9 Hz, 2H), 2.76 (s, 3H), 2.68 (s, 3H). ES-MS m/z 283.15 (M+H)+.

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 90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10132-07-7, 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 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-(4-acetylpiperazin-1-yl)-6-chloropyrimidin-4-amine (4-3) 2,4-dichloro-6-aminopyrimidine 4-1 (0.5 g, 3.05 mmol) and triethyl-amine (0.617 g, 6.10 mmol) were dissolved in DMF and then 1-acetylpiperazine 4-2 (0.391 g, 3.10 mmol) was added as a solid and stirred for 2 hours. A precipitate was filtered off and discarded. The DMF was then evaporated off and to the residue was added ethyl acetate and DCM. The product was purified on silica gel (DCM:MeOH: NH4OH 98:2:0.2) which separated the two regioisomers. The desired product was the major product. 1H-NMR (CD3OD): 5.83 ppm (s, 1H); 3.79 ppm (m, 2H); 3.72 ppm (m, 2H); 3.60 ppm (m, 2H); 3.57 ppm (m, 2H); 2.14 ppm (s, 3H).

According to the analysis of related databases, 10132-07-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); A1;,
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. 100130-05-0, name is 5-Amino-2-(methylthio)pyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below., name: 5-Amino-2-(methylthio)pyrimidine-4-carboxylic acid

EXAMPLE VI 4-Hydroxy-6-methylthiopyrimido[5,4-d]pyrimidine A mixture of 69 g of 5-amino-2-methylthiopyrimidine-4-carboxylic acid, 155 g of formamidine acetate and 300 ml of ethoxyethanol is heated to boiling for 2 hours. The reaction mixture is then cooled to 10 C., 250 ml of water are added, and the mixture is left to stand at 10 C. for one hour. It is then filtered with suction, washed with water and dried. Yield: 59 g (82% of theory), Melting point: >240 C., Rf: 0.63 (silica gel; methylene chloride/ethyl acetate/methanol=10:4:3). The following compound is obtained in analogy to Example VI:

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, 100130-05-0, 5-Amino-2-(methylthio)pyrimidine-4-carboxylic acid.

Reference:
Patent; Dr. Karl Thomae GmbH; US5977102; (1999); A;,
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.88474-31-1, name is 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, molecular formula is C6H8ClN3O, molecular weight is 173.6, as common compound, the synthetic route is as follows.Quality Control of 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine

Example 3: coupling of 5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine and Nacetylimidazolidinone in the presence of an excess amount of acid catalyst and Na2CO3 as a base – scale up alternative.5-am ino-4-methoxy-6-chloro-2-methyl-pyrim idine (20.Ograms, 11 5mmol) and Nacetylimidazolidinone (14.7 grams, ll5mmol) were dissolved in anhydrous DMSO and anhydrous sodium carbonate (37.5 grams, 354mmo1, 3.0 equivalents) was added. The reaction flask was cooled in ice-salt-acetone mixture and POCI3 was added dropwise in 2.5 hour keeping temperature be?ow 5C. After the addition the ice bath was removedand the flask was stirred at 58-60C under nitrogen for 2 days. A small sample was taken and analysed by HPLC. There was no starting material and the product was formed. Workup: The reaction mixture was quenched by slowly pouring in crushed ice. The product precipitated and the product was filtered and dried under vacuum. Without any further purification the product was used in the next step to generate crude moxonidine. Yield: 31.7 grams (82.9%). Mass spec.: 283 (m+) 5 grams of the product obtained in example 3 was taken in 20m1 isopropanol andisopropyl alcohol-HCI (lOmI) was added. The resulting mixture was stirred at ambient temperature for 8 hours. The hydrochloride salt was precipitated and was then filtered and dried. The salt was dissolved in water and basified to pH 9.0. The product was extracted in ethyl acetate. Organic layer containing product was washed by water, brine solution and dried over anhydrous Na2SO4. Sodium sulfate was filtered off thesolvent was distilled out to get the crude 4-Chloro-6-methoxy-2-methyl-5-(2-imidazolin-2-yl)aminopyrimidine (free base). Yield: 2.6 grams (72%). Mass spec.: 242 (m+) (see spectra of Fig. ito 3). NMR: see Fig. 4 for 13C NMR spectrum and Fig. 5-6 for 1H NMR spectra.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88474-31-1, 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT HEALTHCARE PRODUCTS BV; ABBOTT LABORATORIES; ACQUASALIENTE, Maurizio; LAGERWEIJ, Gert; DESHPANDE, Mahendra; SHAH, Rajendra; WO2015/11010; (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.22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, molecular formula is C5H4ClN3O, molecular weight is 157.5578, as common compound, the synthetic route is as follows.Quality Control of 2-Chloropyrimidine-4-carboxamide

Example 261 N-[10,ll-dimethyl-4-oxo-3-(trifluoromethyl)-2,5,7-triazatricyclo[6.4.0.02’6]dodeca- l(12),6,8,10-tetraen-3-yl]-2-[(2-methoxyethyl)amino]pyrimidine-4-carboxamide (ABR 239626) To a stirred solution of 2-chloropyrimidine-4-carboxamide, available via a literature method: PCT Int. AppL, 2001068612 (330 mg, 2.08 mmol) in DMF (6 mL) was added methyl 3,3,3- trifiuoro-2-oxopropanoate (355 mu, 3.47 mmol) followed by pyridine (170 mu, 2.08 mmol) under nitrogen. The reaction was stirred at room temperature for 2 h. Thionyl chloride (150 mu, 2.08 mmol) was added at 0C. The reaction was stirred for 1 h at 0C and then concentrated. The residue was filtered through a short pad of silica, eluting with DCM, under nitrogen. The filtrate was concentrated, and the acyl intermediate that remained was dissolved in DMF (5 mL) under nitrogen. The solution of acyl intermediate was added to a solution of 5,6-dimethyl-lH-l ,3- benzodiazol-2 -amine (280 mg, 1.74 mmol) in DMF (8 mL) followed by triethylamine (280 2.08 mmol). The reaction mixture was stirred for a further 16 h and then concentrated. The residue was dissolved in EtOAc (50 mL) and washed with water (3 x 50 mL) and brine (2 x 50 mL) and then dried (MgSO_i), filtered and concentrated to afford 2-chloro-N-[10,l 1 -dimethyl-4- oxo-3-(trifluoromethyl)-2,5,7-triazatricyclo[6.4.0.02,6]dodeca-l(12),6,8,10-tetraen-3- yl]pyrimidine-4-carboxamide. (260 mg, 15%). m/z = 424.95 (MH)+. A sealable tube was charged with a portion of 2-chloro-N-[10,l 1 -dimethyl-4-oxo-3- (trifluoromethyl)-2,5,7-triazatricyclo[6.4.0.02,6]dodeca-l(12),6,8,10-tetraen-3-yl]pyrimidine-4- carboxamide (250 mg, 0.35 mmol), 2-methoxyethan- 1 -amine (92 muL·, 1.06 mmol), K2C03 (150 mg, 1.06 mmol) and DMF (5 mL). The tube was flushed with nitrogen, sealed and stirred at 100C for 6 h. Then reaction mixture was concentrated and the resulting residue was diluted with EtOAc (20 mL) and water (20 mL). The aqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic extracts were washed with 10 % citric acid (aq) (2 x 20 mL) and brine (20 mL) and then dried (MgS04), filtered and concentrated. The crude product was purified by automated reverse phase HPLC (low pH Method A) to afford the title compound as a white solid (50 mg, 31 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-66-9, 2-Chloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; ACTIVE BIOTECH AB; WELLMAR, Ulf; LIBERG, David; EKBLAD, Maria; BAINBRIDGE, Marie; EAST, Stephen; HARGRAVE, Jonathan; PREVOST, Natacha; WO2015/177367; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 56843-79-9, 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 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A clear solution of 4-chloro-2-methylthieno[2,3-djpyrimidine (30 mg, 0.l62mmol), 4,4,4- trifluorobutylamine (55 tL, 0.486 mmol), DIEA (35 tL, 0.20 mmol), and dry p-dioxane (0.5 mL) was heated at 140 C for 90 minutes in a microwave reactor. A yellow solution formed, which was partitioned between DCM and water. The DCM layer was separated and set aside, and the aqueous layer was washed with ethyl acetate. Both organic layers were combined and concentrated undervacuum to afford a viscous yellow substance, which was lyophilized for 2 hours to give the final product(37 mg, 83% yield). LC-MS analysis indicated the desired product with >97% purity and mass: m/z 276(M+H). Calcd for C11H12F3N3S=275.29. 1H NMR (400MHz, DMSO-d6) oe 7.87 (t, J = 5.4 Hz, 4 H), 7.53(d, J = 5.9 Hz, 5 H), 7.43 (d, J = 5.9 Hz, 1 H), 3.60 – 3.51 (m, 10 H), 2.43 (s, 3 H), 2.40 -2.30 (m, 9 H),1.93 – 1.74 (m, 10 H).

According to the analysis of related databases, 56843-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; MEYERS, Marvin, J.; SINGH, Megh; STALLINGS, Christina, L.; WEISS, Leslie, A.; WILDMAN, Scott; ARNETT, Stacy, D.; (134 pag.)WO2019/18359; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia