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 6214-65-9, name is 5-Acetyluracil. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H6N2O3

A suspension of 5-acetyluracil (3.1 g, 20 mmol), and potassium carbonate (6.9 g, 50 mmol) in DMF (75 ml) was stirred for 20 min. Then benzyl bromide (6.0 ml, 50 mmol) was added. The resulting mixture was stirred for 8 h at room temperature. DMF was distilled under vacuum. The residue was purified by column (dichloromethane:methanol 40:1). The appropriate fraction was concentrated and crystallized from ethanol to afford 5.34 g of a white solid. Yield was 79.8%. Mp. 92-93 C. 1H-NMR (CDCl3): 8.23 (s, 1H), 7.29-7.49 (m, 10H), 5.17 (s, 2H), 5.01 (s, 2H), 2.62 (s, 3H). 13C-NMR (CDCl3): 194.5, 160.7, 151.0, 148.4, 136.2, 134.4, 129.2, 129.0, 128.9, 128.5, 128.2, 127.8, 112.2, 53.4, 44.9, 30.7. FAB-HRMS: [M+H]+ calcd. for C20H19N2O3 335.1396, found 335.1412.

With the rapid development of chemical substances, we look forward to future research findings about 6214-65-9.

Reference:
Patent; Nair, Vasu; Chi, Guochen; Uchil, Vinod R.; US2006/223834; (2006); 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.4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine, molecular formula is C4H5ClN4, molecular weight is 144.56, as common compound, the synthetic route is as follows.Product Details of 4316-98-7

EXAMPLE 101 6-Chloro-8-(2,4-dimethoxy-5-bromo-phenyl)-purine Prepared analogously to Example 14 from 4,5-diamino-6-chloropyrimidine and 2,4-dimethoxy-5-bromo-benzoic acid. M.p.: 260-263 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-98-7, 6-Chloro-4,5-diaminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Dr. Karl Thomae GmbH; US4722929; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5466-43-3, 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 5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[00571] To a solution of 2,4-dichloro-5H,6H,7H-cyclopenta[d]pyrimidine (3 g, 15.87 mmol) in THF (15 mL) was added 6M aq NaOH solution (10 eq, 26.45 ml) and the reaction stirred at 50 C for 48 h. The reaction mixture was concentrated in vacuo to remove the organic solvent. The resulting aqueous solution was acidified to pH 4 with 5M aq HC1 solution and extracted with EtOAc (2 x 50 ml), dried over sodium sulfate and concentrated in vacuo to afford the title compound (2.09 g, 75%) as a pale orange powder. [00572] Method B: LC-MS m/z = 170.9 [M + H]+; RT = 0.68 min.

According to the analysis of related databases, 5466-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Add the third step product, 5-fluoro-1,1-dimethyl-7- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -2,3-dihydro-1H-benzo [d] pyrrole [1,2-a] imidazole (1.2 g, 3.6 mmol)to the reaction flask,2,4-dichloro-5-fluoropyrimidine (0.664 g, 4.0 mmol) Pd (PPh3) 2Cl2 (282 mg, 0.40 mmol), Sodium carbonate (763 mg, 7.2 mmol) and DME / H2O (40 mL / 10 mL). In a nitrogen atmosphere, the mixture was stirred at 80 C for 3 hours. Cooling to room temperature, the reaction solution suction filter, The filtrate was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate / petroleum ether = 1/3) To give the title compound (0.51 g, white solid) in 42% yield.

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. 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, 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 a mixture of 6-chloro-uracil (3.0 g, 20.47 mmol, 1 equiv.) and LiBr (1.78 g, 20.5 mmol, 1.0 equiv.) in NMP (70 mL) at 0 C was added NaH (60% dispersion in mineral oil, 0.82 g, 20.5 mmol, 1.0 equiv.). The reaction mixture was stirred at 0 C for 10 min, and 2-(trimethylsilyl)ethoxymethyl chloride (3.75g, 22.5 mmol, 1.1 equiv.) was slowly added via an addition funnel. The reaction mixture was stirred overnight at room temperature and then diluted with EtOAc (150 mL). The mixture was washed with a saturated aqueous NH4C1 solution (50 mL), saturated aqueous NaHC03 (50 mL), and brine (50 mL). The organic layer was dried with anhydrous Na2S04 and concentrated under reduced pressure to provide 3.2 g (57%) of the title compound as a white solid. LC/MS: m/z (ES+) 299 (M+Na)+. 1H NMR (400 MHz, CDC13): delta ppm 9.00-8.80 (br-s, 1H), 5.95 (s, 1H), 5.45 (s, 2H)), 3.63 (t, J = 7.0 Hz, 2H), 1.48 (t, J = 7.0 Hz, 2H), 0.01 (s, 9H).

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. 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MYOKARDIA, INC.; OSLOB, Johan; ANDERSON, Robert; AUBELE, Danielle; EVANCHIK, Marc; FOX, Jonathan Charles; KANE, Brian; LU, Puping; MCDOWELL, Robert; RODRIGUEZ, Hector; SONG, Yonghong; SRAN, Arvinder; WO2014/205223; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, 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, COA of Formula: C5H3Cl2FN2, blongs to pyrimidines compound. COA of Formula: C5H3Cl2FN2

Part A: 4-(2,5-Dihydro-1H-pyrrol-1-yl)-5-fluoro-6-hydrazino-2-methylpyrimidine. 4,6-Dichloro-5-fluoro-2-methylpyrimidine (181 mg, 1.0 mmol) was dissolved in 4 ml. of DMSO and stirred at room temperature. 3-Pyrroline (71 mg, 1.05 mmol) was added, followed by DIPEA (244 mul_, 1.4 mmol). The resulting reaction mixture was stirred until displacement of the first chloride was complete, and then hydrazine (350 mul_) and MeOH (~2 ml.) were added to the reaction mixture. The contents were then heated to 70 0C for ~2 h, until displacement of the second chloride was complete. The reaction mixture was then cooled to room temperature and purified by RP-HPLC to provide 4-(2,5-dihydro-1H- pyrrol-1-yl)-5-fluoro-6-hydrazino-2-methylpyrimidine (142 mg, 68%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); 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. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, 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. Formula: C5H6ClN3

a) 5-Methyl-2-(2,2,2-trifluoro-ethoxy)-pyrimidin-4-ylamine; Sodium (69 mg, 2 mmol) was added under an atmosphere of nitrogen at room temperature to 2,2,2-trifluoroethanol (3 mL, 40 mmol). The reaction was stirred for 1 hour. To this colorless solution 4-amino-2-chloro-5-methylpyrimidine (287.2 mg, 2.0 mmol) was added and the reaction was heated to 90 C. over night. Water was added and the reaction was extracted twice with ethyl acetate. The combined organic layer was washed with water and with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure to yield the title compound as a white solid (414 mg, 100%).MS ISP (m/e): 208.2 (100) [(M+H)+].1H NMR (DMSO-D6, 300 MHz): delta (ppm)=7.74 (s, 1H), 7.92 (br s, 2H), 4.84 (q, 2H), 1.92 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 14394-70-8.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

6-CHLORO-1-CYCLOPROPYLMETHYLURACIL (24.34 g, 0.12 mol) was suspended in absolute ethanol (245 mL) under nitrogen. Anhydrous hydrazine (11.69 g, 0.36 mol) was added via syringe in excess, resulting in a clear yellow solution. The reaction mixture was heated at 80-85 C for one hour; bright yellow crystals began forming within minutes of the application of heat. The reaction mixture was cooled to room temperature and then in an ice bath, and the crude product collected by filtration. N2H4’XHCI was removed by trituration with cold water to give the product as a pale yellow solid, 20.47 g (86%). Mp 221 C (dec).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/56831; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-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, 62802-42-0, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-fluoropyrimidine

To a 50-mL vial was added Example 92.1 (200 mg, 1.0 mmol) and 2-chloro-5-fluoro-pyrimidine (Matrix Scientific, SC, USA, 0.66 mL, 4.98 mmol) in DMSO (5 mL). Hunig’s base (0.87 mL, 4.98 mmol) was added and the reaction mixture was stirred at 100 C for 2 h. LCMS analysis indicated the reaction was complete. The reaction mixture was allowed to cool to RT. The reaction mixture was diluted with water and extracted with DCM. The organic extract was washed with brine and dried over Na2S04. The solution was filtered and concentrated in vacuo to give a light-yellow glass, which was triturated with i-PrOH to afford Example 143.1 (240 mg, 93 % yield) as an off-white solid. NMR (500 MHz, CDCI3) delta 8.21 (s, 2 H) 4.98 – 5.07 (m, 1 H) 4.76 (s, 2 H) 4.49 – 4.59 (m, 1 H) 3.31 (dd, .7=12.96, 10.27 Hz, 1 H) 3.15 (tt, .7=10.51, 3.91 Hz, 1 H) 3.04 (ddd, .7=13.69, 11.49, 2.69 Hz, 1 H) 2.32 – 2.43 (m, 1 H) 1.87 – 2.02 (m, 2 H) 1.51 – 1.63 (m, 1 H). LCMS-ESI (pos.), m/z: 261.2 (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,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; SHARMA, Ankit; (321 pag.)WO2018/93576; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 874-14-6, 1,3-Dimethyluracil, 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, Product Details of 874-14-6, blongs to pyrimidines compound. Product Details of 874-14-6

Intermediate 51Mixed intermediate 4 (1.33g, 5mmol) with dimethyl uracil (771mg, 5.5mmol) in anhydrous EtOH (12mL). Added 3M sodium ethoxide in ethanol (5.83mL, 17.5mmol). Stirred (at)90°C for 3hrs. Cooled to room temperature. Diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate solution twice and saturated aqueous sodium chloride solution. Dried organic extract over anhydrous sodium sulfate and then concentrated under reduced pressure. Purified with silica gel column (0-60percent EtOAc in hexanes) to give intermediate 51 (1.27g, 80percent yield). 1H NMR (400MHz, CD3OD): delta 8.29 (d, J=7.6Hz, 1H), 5.78 (d, J=8.0Hz, 1 H), 5.70 (s, 1 H), 5.40 (m, 1H), 4.01 (m, 1H), 2.89 (m, 1H), 2.34 (m, 1H), 1.80 (m, 1H), 1.63 (m, 2H), 1.54-1.45 (m, 1 1H).LC/MS m/z): 319.0 [M+H]+

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

Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; BOOJAMRA, Constantine, G.; EISENBERG, Eugene, J.; HUI, Hon Chung; MACKMAN, Richard, L.; PARRISH, Jay, P.; SANGI, Michael; SAUNDERS, Oliver, L.; SIEGEL, Dustin; SPERANDIO, David; YANG, Hai; WO2011/163518; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia