Month: February 2022

Adding a certain compound to certain chemical reactions, such as: 25746-87-6, 4-Dimethoxymethylpyrimidine, 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, 25746-87-6, blongs to pyrimidines compound. name: 4-Dimethoxymethylpyrimidine

c) Pyrimidine-4-carbaldehyde A solution of 4-dimethoxymethyl-pyrimidine (30.6 g, 199 mmol) in water (235 mL) and concentrated sulfuric acid (2.9 g, 30 mmol) was heated at 60 C. for 24 h. After cooling to room temperature the pH was set to 8 with saturated aqueous sodium hydrogen carbonate solution. The mixture was then extracted overnight in a continuous extraction (Keberle) for 48 h with chloroform. The chloroform extract was then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, dichloromethane_methanol=1:0 to 95:5) afforded the title compound (8.1 g, 26%) which was obtained as a brown oil. MS: m/e=108.0 [M]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25746-87-6, its application will become more common.

Reference:
Patent; Buettelmann, Bernd; Jakob-Roetne, Roland; Knust, Henner; Thomas, Andrew; US2009/143385; (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. 56621-91-1, name is 5-Amino-2-bromopyrimidine, molecular formula is C4H4BrN3, 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. HPLC of Formula: C4H4BrN3

To a solution of 2-bromopyrimidin-5-amine (3.0 g, 23 mmol) in fert-BuOH (46 mL) was added Boc20 (8.0 mL, 34 mmol). The reaction was stirred at 60 C for two days, after which additional Boc20 (8.0 mL, 34 mmol) was added and the reaction was kept at 60 C for two days. Upon completion, the solvent was evaporated in vacuo and the residue was purified by flash chromatography (MPLC, 10-100% EtOAc-hexanes) to give terr-butyl (2-bromopyrimidin- 5-yl)carbamate.LRMS (ESI) calc’d for C9H13BrN302_[M+H]+: 274, Found: 274

With the rapid development of chemical substances, we look forward to future research findings about 56621-91-1.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YOUNG, Jonathan; CZAKO, Barbara; ALTMAN, Michael; GUERIN, David; MARTINEZ, Michelle; RIVKIN, Alexey; WILSON, Kevin; LIPFORD, Kathryn; WHITE, Catherine; SURDI, Laura; CHICHETTI, Stephanie; DANIELS, Matthew, H.; AHEARN, Sean, P.; FALCONE, Danielle; OSIMBONI, Ekundayo; WO2011/84402; (2011); 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. 114969-66-3, name is 5-Bromo-4-cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2BrN3

GENERAL PROCEDURE B: Amination of Heteroaryl Halides; i) BOC-Piperazine (2.4 mmol), 5-bromopyrimidine-4-carbonitrile (2 mmol), potassium carbonate (2.8 mmol), 2-dicyclohexylphosphino-2′,4′,6’triisopropyl-biphenyl (0.16 mmol), and tris(dibenzylideneacetone)dipalladium(0) (0.04 mmol) were dissolved in NMP (N-Methylpyrrolidinone) (5 mL) and stirred for 10 min at 200 C. The cooled mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried, filtered and concentrated, then chromatography in 20-50% ethyl acetate in hexane yielded the desired BOC-protected intermediate. Note: The same procedure was used to prepare tert-butyl 4-(5-cyanopyrazin-2-yl)piperazine-1-carboxylate from 5-bromopyrazine-2-carbonitrile except that the reaction was carried out in DMF for 4 h. at 85 C.

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, 114969-66-3, 5-Bromo-4-cyanopyrimidine.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/37820; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 19808-30-1, 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 19808-30-1, name is 5-Bromopyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Step T1: 5-Bromo-4-methoxy-pyrimidine A mixture of 5-bromo-3H-pyrimidin-4-one (Step T2) (17.9 mmol) and POCI3 (179 mmol) was stirred at 80 C. for 1 h and concentrated. The residue was dissolved in CH2Cl2 (30 mL) and cooled to 5 C. MeOH (20 mL) was added and the mixture was stirred for at rt 1 h and concentrated. The residue was triturated in CH2Cl2 to afford the title compound as a white solid. ESI-MS: [M+H]+ 189/191 (MS 1).

According to the analysis of related databases, 19808-30-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; Cotesta, Simona; Furet, Pascal; Guagnano, Vito; Holzer, Philipp; Kallen, Joerg; Mah, Robert; Masuya, Keiichi; Schlapbach, Achim; Stutz, Stefan; Vaupel, Andrea; US2013/317024; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1513-69-5, 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. 1513-69-5, name is 2-Amino-4-hydroxy-6-(trifluoromethyl)pyrimidine, molecular formula is C5H4F3N3O, 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.

33.4 g (0.186 mol) of 4-hydroxy-6-trifluoromethylpyrimidin-2-ylamine are added in portions (in each case ca. 5 g) to a mixture of 85 ml of phosphorus oxychloride and 47.5 ml of dimethylaniline and the mixture is heated at reflux until the added solid has dissolved. The mixture is then heated at reflux for a further 90 minutes. After cooling, the reaction mixture is added to ice water while observing the safety precautions for phosphorus oxychloride. The aqueous phase is extracted with methylene chloride, the organic phase is separated off and dried with sodium sulfate, and the drying agent is filtered off. Following concentration by evaporation, 47.8 g of a crude mixture are obtained. Following column chromatographic separation with ethyl acetate/heptane as eluent, 8.5 g of 4-chloro-6-trifluoromethylpyrimidin-2-ylamine were obtained (solid, 22% yield, purity 95%).

According to the analysis of related databases, 1513-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; US2010/167935; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 192869-80-0 ,Some common heterocyclic compound, 192869-80-0, molecular formula is C14H14ClN3, 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.

A. 7-Benzyl-5,6,7,8-tetrahydro-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyrido[3,4-d]pyrimidin-4-amine The title compound was prepared using the general procedure set forth in Example 2, above, using 2,3-dihydrobenzo[b][1,4]dioxin-6-amine (0.32 mL, 2.63 mmol) and 7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.621 g, 2.39 mmol) in acetonitile (3 mL). The title compound was obtained as a brown solid (0.756 g). MS: M+H=375.

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. 192869-80-0, 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kelly, Michael G.; Janagani, Satyanarayana; Wu, Guoxian; Kincaid, John; Lonergan, David; Fang, YunFeng; Wei, Zhi-Liang; US2005/277643; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17759-30-7 ,Some common heterocyclic compound, 17759-30-7, molecular formula is C7H11N3OS, 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 solution of Example Cl (10 g, 56 mmol) in anhydrous THF (120 mL) was added thionyl chloride (10.4 mL, 140 mmol) slowly at 00C. The resulting mixture was stirred at 800C for 4 hours. The solvent was removed under reduced pressure to give 5-(chIoromethyl)-N- methyl-2-(methylthio)pyrimidin-4-amine (11.5 g, >I00% yield), which was used directly in the next step.; To a solution of Example Cl (2 g, 11 mmol) in anhydrous THF (120 raL) was added thionyl chloride (1.74 mL, 23 mmol) slowly at 00C. The resulting mixture was stirred at 80 C for 4 hours. The solvent was removed under reduced pressure to give 5-(chloromethyl)- N-methyl-2-(methylthio)pyrimidin-4-amine (2.1 g) which was used directly in the next step.

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. 17759-30-7, (4-(Methylamino)-2-(methylthio)pyrimidin-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2008/33999; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 875251-47-1 , The common heterocyclic compound, 875251-47-1, name is 2-(Pyrimidin-5-yl)ethanol, molecular formula is C6H8N2O, 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.

25 g of 5-pyrimidine ethanol (0.20 mol) was added to 500 mL of dichloromethane,83.7 g of thionyl bromide(0.40 mol) was added at 0 C.After reacting at 0 C for about 3 hours, the reaction was detected by TLC and added to ice water. The reaction solution was made alkaline with sodium bicarbonate and extracted three times with dichloromethane. The organic phase was backwashed once with saturated brine.Add anhydrous sodium sulfate to dry, and distill off the solvent under reduced pressure.36 g of 5- (2-bromoethyl) pyrimidine were obtained. The yield was 95% and the purity was 99%.The NMR spectrum of the compound 5- (2-bromoethyl) pyrimidine is shown in Fig. 3

The synthetic route of 875251-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Bide Pharmaceutical Technology Co., Ltd.; Yu Guochun; Mi Taoran; (8 pag.)CN110563655; (2019); 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.1235451-38-3, name is tert-Butyl ((5-bromopyrimidin-2-yl)methyl)carbamate, molecular formula is C10H14BrN3O2, molecular weight is 288.14, as common compound, the synthetic route is as follows.Formula: C10H14BrN3O2

A mixture of tert- butyl Af-[( 5 -brom opyri idin -2-yl )m ethyl ] curb am ate (100 mg, 347 pmol, 1.00 equiv), Pin2B2 (176 mg, 694 pmol, 2.00 equiv), KOAc (68.1 mg, 694 pmol, 2.00 equiv) and Pd(dppf)Cl2 (25.4 mg, 34.7 pmol, 0.10 equiv) in dioxane (2.00 mL) was purged with N2 and then stirred at 100 C for 2 h. The reaction mixture was filtered and concentrated in vacuo to afford [2-[(/er/-butoxycarbonylamino)methyl]pyrimidin-5-yl]boronic acid (100 mg, crude) as a red oil. LCMS [M-55]: 198.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235451-38-3, tert-Butyl ((5-bromopyrimidin-2-yl)methyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 89167-24-8, 6-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine, 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, 89167-24-8, blongs to pyrimidines compound. COA of Formula: C5H3BrN4

2-(ri,2,41Triazolori,5-a1pyrazin-6-yl)-2,8-diazaspiror4.51decan-3-one : fert-Butvl 3-oxo-2,8- diazaspiro[4.5]decane-8-carboxylate (INTERMEDIATE 15) (50 mg, 0.197 mmol), 6- bromo[l,2,4]triazolo[l,5-a]pyrazine (58.8 mg, 0.296 mmol), copper(I) iodide (37.4 mg, 0.194 mmol), N,N’-dimethylethyldiamine (34.7 mg, 0.393 mmol) and cesium carbonate (192 mg, 0.59 mmol) were mixed in a 8 mL vial. 1,4-dioxanes (1ml) was added. The vial was then capped and the mixture was heated at 98C overnight. The reaction mixture was cooled to room temperature, water (1 mL) and ethyl acetate (3 mL) were added. The organic layer was then collected. Removal of solvent gave the crude product, to which was added HC1 in 1,4-dioxane (4M, lmL). The mixture was stirred at room temperature overnight. The solvent was then removed in vacuo to give the crude 2-([l,2,4]triazolo[l,5-a]pyrazin-6-yl)-2,8-diazaspiro[4.5]decan-3-one which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89167-24-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia