Day: August 11, 2021

Related Products of 10397-13-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 10397-13-4 as follows.

A mixture of compound 1-b (1.4 g, 6 mmol), methyl 2-(methylsulfonyl) acetate (1.0 g, 6.6 mmol), sodium hydride (500 mg, 12 mmol) and dimethylsulfoxide (30 mL) was added to a sealed tube and stirred at 120C under microwave for 15 minutes. The reaction was completed, the mixture was cooled to room temperature and extracted with ethyl acetate. The combined organic phase was separated and concentrated under reduced pressure to give crude product which was purified by Combi-flash column chromatography to give compound 1-c (500 mg). Purity: 95%. Spectrum data: MS m/z(ESI): 350[M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; SHEN, Sida; NI, Xiaojing; ZHANG, Zhiyuan; YANG, Zheng; HE, Xiangyu; WANG, Weiwei; ZHOU, Fusheng; (74 pag.)EP3235816; (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.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 764659-72-5, 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.764659-72-5, name is (2R,5S)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate, molecular formula is C18H26FN3O4S, molecular weight is 399.4802, as common compound, the synthetic route is as follows.

EXAMPLE-13: Synthesis of 4-amino-5-fluoro-1-(2 ?-hydroxymethyl-[1,3]-oxothiolane- 5S-yl)1tf-pyrimidin-3-one. 2-fluorobenzoic acid salt (formula-8b1); Dipotassium hydrogen orthophosphate (83.3 g) was dissolved in a mixture of industrially methylated spirit (IMS, 600 mL) & purified water (200 mL) and the obtained solution was cooled to 18C. The compound of formula-7b (100 g, 0.26 mol) was added at 15-22C and the suspension was stirred at 18-22C for 1 h. A solution of sodium borohydride (20. 4 g (0.54 mol) in water (110 mL) containing sodium hydroxide (40 mg)) was added drop wise by keeping temperature at 18-22C and maintained for 4 h. The completion of the reaction was confirmed by TLC. The reaction mass was transferred into a separating funnel and the layers were separated. The organic layer pH was adjusted to 5.9-6.3 with aq. HCI (~25 mL) and readjusted to pH 7.5-7.8 with sodium hydroxide (15 mL, 15% w/w) and filtered. IMS (~790 mL) was distilled out initially atmospherically followed by reduced pressure to reduce the traces of IMS. The resultant residue was diluted with water (200 mL) and then cooled to 22-30C. Toluene (150 mL) was added to the reaction mass under stirring, allowed the layers to settle and separate the layers. Toluene layer was washed with water (100 mL) and combined aqueous layer was charcoalized. The filtrate was warmed to 38-42C, 2- fluorobenzoic acid (37 g, 0.26 mol) was added and stirred for 2h at the same temperature. The reaction mass was cooled to 22-30C and maintained for 3-4h. The separated solid was filtered and washed with pre-cooled water and dried to get compound of formula-8b. in 80 g. 1H NMR (300 MHz, DMSO-d6): delta 13.40 (brs, 1H), 8.20 (d, 1 H, J=7.2 Hz), 7.84-8.00 (m, 2H), 7.58-7.68 (m, 2H), 7.28-7.34 (m, 2H), 6.12-6.16 (m, 1H), 5.41 (t, 1 H, J=5.4 Hz), 5.18-5.20 (t, 1 H, J=3.9 Hz), 3.70 -3.82 (m, 2H), 3.39-3.45 (m, 1H), 3.09-3.15 (dd, 1 H, J=11.85 & 4.35 Hz).

Statistics shows that 764659-72-5 is playing an increasingly important role. we look forward to future research findings about (2R,5S)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate.

Reference:
Patent; MATRIX LABORATORIES LTD.; RAMA, Shankar; GORANTLA, Sarat, Chandra, Srikanth; VADALI, Lakshmana, Rao; INUPAKUTIKA, Venkata, Bala, Kishore, Sarma; DASARI, Srinivas, Rao; MITTAPELLY, Nagaraju; SINGH, Santosh, Kumar; DATTA, Debashish; WO2011/95987; (2011); 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.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

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

Synthetic Route of 955368-90-8, Adding some certain compound to certain chemical reactions, such as: 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one,molecular formula is C9H10N4OS, 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 955368-90-8.

Preparative Example 1-1 Production of 2-allyl-6-(methylthio)-l-pyridin-2-yl-3H-pyrazolo[3,4-d]pyrimidin-3-one: 2.4 mL of Nu,Nu’-dimethylethylenediamine was added to 1,4-dioxane (50 mL) solution of 4.44 g of 2-allyl-6-(methylthio)-l,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one, 3.80 g of copper(I) iodide, 5.33 g of 2-iodopyridine and 3.80 g of potassium carbonate, and stirred overnight at 95C. The reaction liquid was cooled, aqueous ammonia was added thereto and extracted with ethyl acetate, washed with saturated saline water and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and crystallized with ethyl acetate to obtain 5.15 g of the entitled compound as a white solid. lH-NMR (400 MHz, CDCI3) delta: 8.94 (IH, s), 8.52 (IH, d, J=5.1 Hz), 7.90 (2H, d, J=3.5 Hz), 7.29-7.25 (IH, m), 5.68 (IH, ddt, J=17.0, 10.2, 6.3 Hz), 5.05 (IH, d, J=10.2 Hz), 4.91 (IH, d, J=17.0 Hz), 4.85 (IH, d, J=6.3 Hz), 2.58 (3H, s).

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. 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDREN’S HOSPITAL OF PHILADELPHIA; COLE, Kristina; MARIS, John; RUSSELL, Michael; BENITA, Yair; KUBICA, Jamie; SHUMWAY, Stuart Denham; WO2014/62454; (2014); 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

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

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 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1211443-61-6

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3p-q (2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (1.63 g, 5 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column to obtain 4p-q.

With the rapid development of chemical substances, we look forward to future research findings about 1211443-61-6.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
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