Tag: M.W=300-400

Synthetic Route of 209959-33-1, 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. 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine. A new synthetic method of this compound is introduced below.

3- (2-bis-tert-Butoxycarbonylamino-pyrimidin-5-yl)-acrylic acid tert-butyl ester:; A mixture of (5-bromo-pyrimidin-2-yl) -bis-carbamic acid tert-butyl ester (5.0 g, 13.4 mmol), tert- butylacrylate (3.9 mL, 26.7 mmol), potassium acetate (3.9 g, 40.2 mmol), tetrabutylammonium bromide (4.3g, 13.4 mmol), palladium acetate (150 mg, 0.7 mmol), and N-N’-dimethylformamide (50 mL) was stirred at 70 C for 1 h. Solvent removed under vacuum, and residue partitioned between ether (200 mL) and water. Organic washed further with water and saturated ammonium chloride then dried over magnesium sulfate. Product isolated as a yellow solid after purification on silica. M+1=422.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,209959-33-1, 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2005/70932; (2005); A2;,
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. 830346-47-9, name is 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a 250 mL three-neck round bottom flask was charged l-(2-fluoro-6- trifluoromethyl-benzyl)-6-methyl-lH-pyrimidine-2,4-dione Ia (25.0 g) and methanol (250 mL). Iodine monochloride (30.9 g) was charged over 2.5 min. The mixture was heated at 50 0C for 3 hours. After cooling to ambient temperature, the mixture was filtered. The cake was re-slurried in methanol (250 mL) and heated to 50 C for 3 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake was washed with methanol (50 mL). The off-white solid was dried in a vacuum oven at 50 C to provide l-(2-fluoro-6-trifluoromethyl-benzyl)-5-iodo-6-methyl-lH-pyrimidine-2,4- dione Ib (32.5 g, 90% yield). LCMS (ESI) m/z 429.3 (MH+). The material may be re- slurried in MeOH as needed.

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, 830346-47-9, 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2009/62087; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 830346-47-9 ,Some common heterocyclic compound, 830346-47-9, molecular formula is C13H10F4N2O2, 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.

Bromine (16.5 mL, 0.32 mmol) was added to 1- [2-FLUORO-6- (trifluoromethyl) benzyl] -6-methylpyrimidine-2, 4 (1H, 3H)-DIONE lc (48. 5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NAHC03 and dried over NA2S04. Evaporation gave a yellow solid which was washed with ETOAC to give a light yellow solid. The two solids were combined to give 59.4 g of ld (0.156 mol) total NMR (CDC13) 8 2.422 (s, 3H), 5.478 (s, 2H), 7.246-7. 582 (m, 3H), 8.611 (s, 1H) ; MS (CI) M/Z 380.9 (MH+). 5-Bromo-1-[2, 6-difluorobenzyl]-6-methylpyrimidine-2, 4 (1H, 3H)-dione ld. 1 was made using the same procedure.

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. 830346-47-9, 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/7164; (2005); 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. 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 209959-33-1

(5) To a suspension of the compound (610 mg) obtained in (4) above in methanol (12 ml) is added sodium hydride (60%, 130 mg), and the mixture is refluxed for 1 hour. The reaction solution is neutralized with aqueous 2N hydrochloride solution. The mixture is diluted with water, and precipitated solids are collected, washed with water, ether, and hexane to give 2-methylthio-7,8-dihydro-7-oxo-pyrido[2,3-d]pyrimidine (481 mg) as powder. M.p. 270-271 C, MS (m/z) : 194 (MH+). IR(nujol):1672, 1608, 1597, 1525, 1460, 1383, 1167 cm-1.

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, 209959-33-1, 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1364950; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 946161-16-6, 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. 946161-16-6, name is (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, molecular formula is C12H17ClN4O4, 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 3 (7R)-2-Chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one Methyl (2R)-2-[(2-chloro-5-nitro-pyrimidin-4-yl)-isopropyl-amino]butanoate 22b (7.30 g, 23 mmol) was dissolved in 100 mL acetic acid followed by the addition of 5g Raney nickel, repeated filled with hydrogen for three times. The reaction mixture was heated to 75 C., stirred for 2 hours and filtered. The filtrate was concentrated under reduced pressure, added with 30 mL of ice water resulting in the formation of precipitate. The precipitate was filtered. the filter cake was dried by heat to obtain the crude title compound (7R)-2-chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one 22c (12.10 g, yield: 71.7%) as a gray solid, which was used in the next step without further furification.MS m/z (ESI): 255.1 [M+1]

According to the analysis of related databases, 946161-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI HENGRUI PHARMACEUTICAL CO., LTD.; JIANGSU HENGRUI MEDICINE CO., LTD.; US2012/184543; (2012); 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. 1239460-82-2, name is 5,6-Dibromothieno[2,3-d]pyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below., Product Details of 1239460-82-2

Zinc dust (210 mg, 3.21 mmol) was added to a solution of 5,6- dibromothieno[2,3-T|pyrimidin-4(3H)-one (910 mg, 2.94 mmol) in glacial acetic acid (8 ml) and water (2 ml). After stirring for 4 h, a second portion of zinc dust (214 mg, 3.27 mmol) was added and the heterogeneous mixture was placed into a preheated oil bath at 600C. The heterogeneous mixture became a clear solution in 30 min. The solution was diluted with water and extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford 5-bromothieno[2,3- fiT]pyrimidin-4(3H)-one as a white solid. Method [8] retention time 2.68 min by EtaPLC (M+ 231 and 233).

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, 1239460-82-2, 5,6-Dibromothieno[2,3-d]pyrimidin-4(3H)-one.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely; WO2010/91310; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 209959-33-1, 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. 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine, molecular formula is C14H20BrN3O4, 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.

Example 15 tert-Butyl 5-bromopyrimidin-2-ylcarbamate 11 To a solution of 2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine 10 (216 kg crude, 460 mol, assuming quantitative yield in previous step) in anhydrous ethanol (1692 L) was slowly added a solution of sodium hydroxide (55.2 kg, 1380 mol) in water (344 L) while maintaining the temperature at 0-20 C. The mixture was stirred at that temperature until the content of 2-[bis(tert-butoxycarbonyl)-amino]-5-bromopyrimidine (10) was ?0.5% by HPLC. The reaction mixture was cooled to 0-5 C. and the pH was adjusted to 7 by addition of oxalic acid (86.0 kg, 955 mol) while maintaining the temperature below 5 C. The mixture was then distilled under vacuum to a volume of 500-600 L while controlling the temperature below 50 C. Water (800 kg) was added and the mixture was stirred for 1 h. The solid was collected by filtration and stirred with water (2*500 L). The resulting solid was collected by filtration and dried under reduced pressure at 50 C. to afford tert-butyl 5-bromopyrimidin-2-ylcarbamate 11 (107 kg, 85% yield over two steps). 1H NMR (500 MHz, CDCl3) delta 8.63 (s, 2H), 8.12 (s, 1H), 1.55 (s, 9H). LCMS (ESI) m/z [M+H-Boc] 176

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 209959-33-1, 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine.

Reference:
Patent; Genentech, Inc.; Babu, Srinivasan; Cheng, Zhigang; Gosselin, Francis; Hidber, Pirmin; Hoffmann, Ursula; Humphries, Theresa; Reents, Reinhard; Tian, Qingping; Yajima, Herbert; US2014/100366; (2014); 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. 946161-16-6, name is (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, molecular formula is C12H17ClN4O4, 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. name: (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate

50 g 23 in 375 mL of tetrahydrofurane is hydrogenated in the presence of 5 g Platinum on Carbon (5%) at a hydrogene pressure of 3 bar and at 35 C until no further hydrogene consumed. 2.5 g vanadyl acetylacetonate are added and the hydrogenation is continued. The suspension is filtered to remove the catalysts. The solvent is removed under reduced pressure. 150 mL 2-propanol are added to the residue and heated to reflux. 300 ml of demineralised water are added. The suspension is cooled slowly to 2 C. The suspension is suction filtered and washed with a cold mixture of 2- propanol and demineralised water. After drying in a vacuum drying oven at 50C, 36 g (90% of theory) of product 24 is obtained

With the rapid development of chemical substances, we look forward to future research findings about 946161-16-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/90844; (2007); 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 122567-97-9, name is ((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: ((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate

5-methyl thymine 20-2 as a raw material, the reaction steps are as follows:(3) Synthesis of compound 21-3 (d4T):Compound 21-2 (0.288 g, 0.88 mmol) was added to the reactor,Saturated methanolic methanol solution 30mL, stirring at room temperature reaction,TLC tracks the reaction to the end. The solvent was removed by concentration,Column chromatography (MeOH: CHCl3 = 5: 100)To give the target product 21-3 (yield 75%).

With the rapid development of chemical substances, we look forward to future research findings about 122567-97-9.

Reference:
Patent; Soochow University (Suzhou); Zou Jianping; Zhang Peizhi; Li Jianan; (13 pag.)CN106496130; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 926304-76-9, 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 926304-76-9 as follows.

To a solution of the above pyrimidine (428 mg, 1.38 mmol), bis(triphenylphosphine)palladium(II) dichloride (145 mg, 0.207 mmol) and LiCl (289 mg, 6.9 mmol) in degassed DMF (5 mL) was added tributyl(vinyl)tin (0.48 mL, 1.64 mmol) and the mixture was heated at 1000C overnight. Standard work-up and purification afforded 4-(5- vinyl-pyrimidin-2-yloxy)-benzoic acid methyl ester (210 mg, 59%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,926304-76-9, its application will become more common.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia