Tag: M.W:100-200

Application of 5750-76-5, 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 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 120: 2,5-Dichloropyrimidin-4-ol (1718) (1719) A stirred solution of 2,4,5-trichloropyrimidine (1.1 mL, 9.72 mmol) in 1 ,4-dioxane (10 mL) was treated with water (2 mL) and then NaOH (1 1.7 mL, 1 M). The reaction was heated at 50C in a reacti vial for 24 hours, after which the reaction was allowed to cool and was then diluted with EtOAc. The organic layer (containing starting material) was discarded. The pH of the aqueous was adjusted to ~6 with citric acid (5%, aq.) and the product was re-extracted with IPAiCHCb (1 :3 x3). These combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under vacuum to yield the title compound (410 mg, 26 %) which was used crude. MS: [M+H]+ = 165.

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); 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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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. Computed Properties of C5H3Cl2N3O

Example 108 Step A: (108A) A suspension of 2-amino-4,6-dichloro-pyrimidine-5-carboxaldehyde (300 mg, 1.56 mmol) and tert-butylhydrazine hydrochloride (390 mg, 3.13 mmol) in THF (15 ML) and triethyl amine (0.44 mL, 3.13 mmol) was stirred at rt for 5 min and then heated to 64C for 40 min. The reaction mixture was concentrated and diluted with water at 0C. The solid was filtered, washed with water and dried in vacuo over P205 to obtain the title compound 108A (240 mg, 68% yield) as a yellow solid. HPLC retention time: 2.11 min ; LC/MS : 226.10 (M+H) +.

With the rapid development of chemical substances, we look forward to future research findings about 5604-46-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99820; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, SDS of cas: 4270-27-3, blongs to pyrimidines compound. SDS of cas: 4270-27-3

Compound 12a (5 g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-Of6) delta 6.03 (s, 1 H), 11.2 (s, 1 H), 11.6 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/79214; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7752-82-1, 5-Bromopyrimidin-2-amine, 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 5-Bromopyrimidin-2-amine, blongs to pyrimidines compound. Safety of 5-Bromopyrimidin-2-amine

Example 9; 211 212 213Part A:To compound 211 (1.00 g, 5.74 mmol) in ethanol (100 ml_) was added chloroacetaldehyde (50 wt% solution in water, 7.34 ml_, 57.5 mmol) at room temperature. The reaction mixture was heated at reflux for 16 hours at which time LC- MS analysis indicated that the reaction was complete. The reaction mixture was concentrated under vacuum. The residue was taken back up in ethyl acetate and saturated sodium bicarbonate. The organic and aqueous layers were separated. The organic layer was washed with brine, dried over anh. sodium sulfate and concentrated to afford compound 212 as a beige solid. 1H NMR (400 MHz, DMSO-d6) delta 9.32 (d, 1 H), 8.56 (d, 1 H), 7.85 (d, 1 H), 7.74 (d, 1 H).

The synthetic route of 7752-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/82487; (2008); 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H4N2O2

General procedure: According to the conventional manufacturing method of the present inventors [16], under the condition containing two equivalents of triethylamine in dichloromethane at 25 , 4,6- dihydroxy-pyrimidine with 2 equivalents of Compound 2 by acylating a new and compounds 4, 6-pyrimidyl di (2-halo-benzoate) (compound 3) is prepared. After evaporation of dichloromethane, the mixture is dissolved in anhydrous THF, to remove the triethylamine hydrochloride by filtration. The concentrated residue was purified by short length silica gel (Davisil, pH = 7) was purified by column chromatography, or the Compound 3 is prepared by purification was recrystallized with 75% EtOAc / n- hexane

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, 1193-24-4, 4,6-Dihydroxypyrimidine.

Reference:
Patent; Duksung Women’s University Academic Cooperation; Lee, Jae In; Song, Yun jU; Choe, Jin Son; (12 pag.)KR2015/106483; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

4-chloro-7H-pyrrolo[2,3-d]pyrimidine (2-E, 20.0 g, 130.7 mmol) dissolved in DCM (800 mL) was treated portion-wise with N-bromosuccinimide (26.7 g, 149.8 mmol), while maintaining the temperature around 25-30 C. The reaction mixture was stirred at room temperature overnight. Water was added (500 mL) and the phases were separated. The organic phase was dried over Na2SO4, filtered and concentrated in vacuo. The crude product was triturated in Et2O affording after filtration 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine as a white solid (2-F, 22.43 g, 74%). M.p.: 242-244 C.; NMR (400 MHz, DMSO-d6) delta 12.96 (s, 1H), 8.61 (s, 1H), 7.94 (s, 1H); MS m/z 232 [M(35Cl, 79Br)+H]+, 234 [M(35Cl, 81Br)+H]+, 234 [M(37Cl, 79Br)+H]+, 236 [M(37Cl, 81Br)+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; ArQule, Inc.; Lapierre, Jean-Marc; Eathiraj, Sudharshan; Namdev, Nivedita; Schwartz, Brian; Ota, Yusuke; Momose, Takayuki; Tsunemi, Tomoyuki; Inagaki, Hiroaki; Nakayama, Kiyoshi; (18 pag.)US9630968; (2017); B1;,
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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.COA of Formula: C6H5N3

To 7H-pyrrolo[2,3-d]pyrimidine (6, 0.450 g, 3.78 mmol), N-(2,4-difluoro-3-formyl-phenyl)-4-trifluoromethyl-benzenesulfonamide (10, 1.52 g, 4.16 mmol), and potassium hydroxide (0.689 g, 12.3 mmol), 6.6 mL of methanol was added. The solution was allowed to stir at room temperature for 8 hours, then poured into 50 mL of water and 50 mL of aqueous saturated ammonium chloride and extracted 2*50 mL and 1*25 mL with ethyl acetate. The combined organic layers were washed with water and brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluding with a gradient of 0-80% ethyl acetate in hexane (with 4% acetic acid) over 15 minutes. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound as a white solid (P-0003, 754 mg). 1H-NMR (dmso-d6) consistent with the desired compound. MS (ESI) [M-H+]-=483.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 62802-38-4, 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.62802-38-4, name is 5-Bromo-2-fluoropyrimidine, molecular formula is C4H2BrFN2, molecular weight is 176.9745, as common compound, the synthetic route is as follows.

[00378] 65A: 2-fluoro-5-(2-fluoro-5-methoxyphenyl)pyrimidine. To a stirred solution of 5-bromo-2-fluoropyrimidine (707 mg, 3.99 mmol) in Toluene (5.0 mL) was added (2- fluoro-5-methoxyphenyl)boronic acid (815 mg, 4.79 mmol), tetrakis(triphenylphosphine) palladium(O) (231 mg, 0.200 mmol) and potassium carbonate (1656 mg, 1 1.98 mmol). The resulting mixture was purged with argon and stirred at 1 10 C for 16h. After cooled to room temperature, the reaction mixture was diluted with water and extracted with DCM. The combined organic extracts were dried over sodium sulfate, filtered and concentrated to give a solid which was purified by chromatography to afford 2-fluoro-5- (2-fluoro-5-methoxyphenyl)pyrimidine (265 mg, 1.169 mmol, 29.3 % yield) as a white solid. LC-MS Anal.Calc’d for CuH8F2N20 222.06, found [M+H] 223.0.

The chemical industry reduces the impact on the environment during synthesis 62802-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HERNANDEZ, Andres S.; ELLSWORTH, Bruce A.; EWING, William R.; CHEN, Bin; WO2014/78608; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 932-52-5, 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 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a mixture of 5-aminouracil (127 mg, 1 mmol) with an appropriate aldehyde (241 mg, 1.2 mmol) in methanol (15 mL) were added few drops of glacial acetic acid. The reaction mixture was stirred at room temperature until 5-aminouracil was completely consumed (TLC). The precipitate was filtered off, washed with methanol and air dried to give the corresponding product 1-10 as a yellow solid.

According to the analysis of related databases, 932-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Koz; Russian Journal of General Chemistry; vol. 89; 1; (2019); p. 122 – 127; Zh. Obshch. Khim.; vol. 89; 1; (2019); p. 122 – 127,6;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1 ,Some common heterocyclic compound, 2927-71-1, molecular formula is C4HCl2FN2, 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 stirred solution of (S)-tert-butyl 3-aminopiperidine-1-carboxylate (1) (1.437 g, 7.18 mmol) in DMF (10 mL) was added DIPEA (1.56 mL, 8.98 mmol) and 2,4-dichloro-5- fluoropyrimidine (2) (1.0 g, 5.98 mmol) in DMF (2 mL) at 0 C drop wise. The reaction mixture was allowed to stir at room temperature for 16 h. After consumption of starting material by TLC (absence of compd-2), the mixture was diluted with ether (75 mL) and washed with ice cold water (3 x 50 mL), brine solution (25 mL), dried over sodium sulfate and concentrated under reduced pressure to afford tert-butyl (S)-3-((2-chloro-5- fluoropyrimidin-4-yl)amino)piperidine-1-carboxylate (3) (1.670 g, 5.06 mmol, 84 % yield) as white solid. TLC system: 30% EA in pet Ether Rf: 0.5 LCMS (ESI): m/z 331.44 (M+1)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia