Tag: M.W:200-300

Application of 633328-95-7 , The common heterocyclic compound, 633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine, molecular formula is C5H4BrClN2, 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 fourth exemplary Intermediate D, Intermediate D-4, may be used to synthesize compounds of formula I, wherein R1 is heteroaryl substituted with two R4 substituents. A mixture of sodium (111 mg, 4.82 mmol, 1.00 equiv) in methanol (772 mg, 24.1 mmol, 975. pL, 5.00 equiv) was stirred at 25 C for 0.5 h. To this solution was added 5-bromo-2-chloro-4- methyl-pyrimidine (1.00 g, 4.82 mmol, 1.00 equiv) and the mixture was stirred at 25 C for 2 h. The reaction was quenched upon the addition of water (5 mL). The aqueous phase was extracted with ethyl acetate (10.0 mL c 3) and the combined organic phase was washed with brine (10.0 mL x 3), dried over anhydrous Na2S04, filtered and concentrated in vacuo to afford 5-bromo-2- methoxy-4-methyl-pyrimidine (500 mg, 2.46 mmol, 51.1% yield) as a red oil. LCMS: [M+l] 203.1.

The synthetic route of 633328-95-7 has been constantly updated, and we look forward to future research findings.

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;,
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Reference of 3921-01-5, 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. 3921-01-5, name is 2,4-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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.

General procedure: Starting material2,4-dibromopyrimidine (CAS Registry Number: 3921-01-5) (24.46 g, 102.82 mmol)Was dissolved in THF (360ml) in a round bottom flask, 4,4,5,5-tetramethyl-2- (naphthalen-1-yl-ethyl) -1,3,2-dioxaborolane (CAS Registry Number: 1280709-91-2) (29.54 g, 113.11 mmol),Pd (PPh3) 4 (4.75 g, 4.11 mmol),K2CO3 (42.63 g, 308.47 mmol),Water (180 ml)And the mixture was stirred at 90 C.After the reaction was completed, the reaction mixture was extracted with CH 2 Cl 2 and water. The organic layer was dried over MgSO 4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 18.03 g (yield: 60%) of the product.

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 3921-01-5, 2,4-Dibromopyrimidine.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Park Mu-jin; Choi Yeon-hui; Moon Seong-yun; Jeong Ho-yeong; Song Hyeon-ju; Lee Mun-jae; Kwon Jae-taek; (46 pag.)KR2017/103105; (2017); A;,
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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 10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine

The 4,4 ‘ – (6-chloro-pyrimidine -2,4-diyl) two morpholine (301 mg, 1 . 06mmol), 7-bromo-8 – (trifluoromethyl) – 3,4-dihydro -2H-pyrido [3,2-b] [1,4] oxazine (200 mg, 0 . 71mmol),were taken and then duplex pinacone borate (350 mg, 1 . 38mmol), cesium fluoride (500 mg, 3 . 3mmol), palladium acetate (20 mg, 0 . 09mmol) and butyl b (1-adamantyl) diphenylphosphinobiphenyl (64 mg, 0 . 18mmol), were sequentially added to the toluene and methanol (4 ml, 1:1) in the mixed solvent, and added to the above mentioned solution, under nitrogen protection,at 70 C oil bath for 1 hour. After the reaction, concentrating, separating TLC (petroleum ether: ethyl acetate = 1:2), to obtain the title compound (45 mg, yield 14%).

With the rapid development of chemical substances, we look forward to future research findings about 10244-24-3.

Reference:
Patent; Shandong Xuan Bamboo Pharmaceutical Technology Co., Ltd.; Wu, Yong qian; (49 pag.)CN105461714; (2016); A;,
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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. 32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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: C4H2Br2N2

Example 73(S)-4-(4-(5-(2,2,2-Trifluoroethoxy)pyrimidin-2-ylamino)phenethyl)-4,5-dihydrooxazol-2-aminea) 5-Bromo-2-(2,2,2-trifluoro-ethoxy)-pyrimidineTo sodium hydride (303 mg) under an argon atmosphere at 0 C. was added dropwise 2,2,2-trifluoroethanol (775 mul) and the mixture was then stirred at RT for 90 min. A solution of 2,5-dibromopyrimidine (1.5 g) in DMF (8 ml) was then added and stirring continued at RT for 2 hours. The reaction mixture was poured into ice (50 mL) and extracted with EtOAc (2×50 mL). The organic layers were dried over MgSO4 and concentrated in vacuo to afford 5-bromo-2-(2,2,2-trifluoro-ethoxy)-pyrimidine (790 mg, 49%) as a yellow oil which was used in the next step without further purification. MS (EI): 258 ([{81Br}M]+), 256 ([{79Br}M]+), 189 ([{81Br}M-CF3]+), 187 ([{79Br}M-CF3]+).

With the rapid development of chemical substances, we look forward to future research findings about 32779-37-6.

Reference:
Patent; Nettekoven, Matthias; Norcross, Roger; Polara, Alessandra; US2012/108609; (2012); A1;,
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Pyrimidine – Wikipedia

Reference of 1448307-66-1, 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. 1448307-66-1, name is 1-(2-Chloropyrimidin-4-yl)-3-methyl-1H-pyrazole-4-carbaldehyde, molecular formula is C9H7ClN4O, 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.

Preparation of (3-methyl-1-(2-(1-methyl-1H-indol-5-ylamino)pyrimidin-4-yl)-1H-pyrazol-4-yl)methanol; Intermediate 2 A round bottomed flask was charged with 1-(2-chloropyrimidin-4-yl)-3-methyl-1H-pyrazole-4-carbaldehyde (400 mg, 1.78 mmol), (5-amino-1-methyl-1H-indol-3-yl)(cyclopropyl)methanone (385 mg, 1.0 equiv.), potassium carbonate (0.74 g, 3.0 equiv), palladium acetate (20 mg, 0.05 equiv), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (Xantphos, 100 mg, 0.1 equiv.) and 40 mL of anhydrous dioxane. After being degassed by nitrogen bubbling, the reaction mixture was heated at 100 C. for 12 hours. To the reaction mixture, water was added to form solids. The resulting solids were collected by filtration, washed with water followed by ethyl acetate to give brown powder (430 mg, 60%). The collected solids were dried in vacuo and then used to next step without further purification; MS (ESI) m/z 401 [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 1448307-66-1, 1-(2-Chloropyrimidin-4-yl)-3-methyl-1H-pyrazole-4-carbaldehyde.

Reference:
Patent; Lee, Jaekyoo; Choi, Jang-Sik; Hwang, Hae-Jun; Song, Ho-Juhn; Kim, Jung-Ho; Kim, Se-Won; Koh, Jong Sung; Lee, Jaesang; Lee, Tae-Im; Choi, Yung-Geun; Park, Sung-Ho; Lee, In Yong; Suh, Byung-Chul; Salgaonkar, Paresh Devidas; Jung, Dong-Sik; US2015/111883; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 56686-16-9 ,Some common heterocyclic compound, 56686-16-9, molecular formula is C6H7BrN2O2, 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.

5-(2,4-Dimethoxypyrimidine)carboxaldehyde Prepared by the method of Example 62(b) from 5-bromo-2,4-dimethoxypyrimidine. MS (EI) 168 (M+). 1H NMR (CDCl3) 10.17 (1H, s), 8.78 (1H, s), 4.11 (3H, s), 4.09 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Patent; Baxter, Andrew; Brough, Stephen; Faull, Alan; Johnstone, Craig; McInally, Thomas; US2002/107252; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 50270-27-4, 2,4,6-Trichloropyrimidine-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

A solution of 40 (6.6 g, 20 mmol) and 5-formyl-2,4,6-trichloropyrimidine (5.85 g, 27.7 mmol) in 80 ml of dry DMF was stirred at RT for 8 hr and slowly diluted with 80 ml of water. The solution produced a solid upon refrigeration for 2 days. The product was isolated by filtration, washed with cold 50percent ethanol (50 ml) and 25percent ethanol (50 ml) and dried in vacuum to yield 8.16 g (96percent) 41 as a colorless solid, mp 205-215 C. (decomp). 1H NMR (DMSO-d6) ?0.88 (t, 3H, J=7.2 Hz, CH3), 1.27 (m, 2H, CH2), 1.48 (m, 2H, CH2), 2.81-2.90 (m, 2H, CH2), 3.71-3.85 (m, 4H, CH2), 4.50 (br. s, 5H, OH, NH, H2O), 7.26 (d, 2H, J=8.4 Hz, ArH), 7.44 (d, 2H, J=8.4 Hz, ArH), 8.62 (s, 1H, 5-H).

The synthetic route of 50270-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epoch Biosciences, Inc.; US6699975; (2004); B2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 514854-13-8, 6-Ethyl-5-iodopyrimidine-2,4-diamine, 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, 514854-13-8, blongs to pyrimidines compound. SDS of cas: 514854-13-8

According to general Sonogashira coupling procedure ethyl-iodopyrimidine (0.065 g, 0.25 mmol), CuI (0.009g, 0.049 mmol, 20mol%), Pd(PPh3)2Cl2 (0.017 g, 0.025mmol, 10mol%) and alkyne 17 (0.110 g, 0.374 mmol) were reacted in DMF/Et3N ( 1ml each) at 65C for 12 hrs. After the mixture was cooled, the dark brown solution was concentrated and the product was purified by flash chromatography (SiO2 10 g, 2% MeOH/CHC2) followed by reverse phase flash chromatography (NH2 capped SiO2, CHCl2) to afford coupled pyrimidine 19 as a pale solid (0.085 g, 80%). 1H NMR (500 MHz, CDCl3) delta 7.17 (s, 1H), 7.11 (d, J = 2.15 Hz, 1H), 7.07 (dd, J = 2.19, 8.34 Hz, 1H), 6.97 – 6.93 (m, 2H), 6.92 (d, J = 8.36 Hz, 1H), 5.19 (s, 2H), 4.96 (s, 2H), 4.29 (s, 4H), 4.05 (q, J = 7.06 Hz, 1H), 3.85 (s, 3H), 2.71 (q, J = 7.55 Hz, 2H), 1.61 d, J = 7.1Hz, 3H), 1.24 (t, J = 7.57 Hz, 3H); 13C NMR (125 MHz, CDCl3) delta 173.27, 164.26, 160.61, 160.16, 145.23, 143.63, 143.33, 142.40, 134.53, 120.15, 117.89, 117.52, 115.89, 111.15, 110.64, 101.55, 90.57, 75.40, 64.45, 64.41, 55.34, 33.14, 29.65, 24.71, 12.54; HRMS (DART, MH+) m/z 431.2093 (calculated for C25H27N4O3, 431.2083).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,514854-13-8, its application will become more common.

Reference:
Article; Paulsen, Janet L.; Viswanathan, Kishore; Wright, Dennis L.; Anderson, Amy C.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1279 – 1284;,
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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.31462-54-1, name is 2-Iodopyrimidine, molecular formula is C4H3IN2, molecular weight is 205.98, as common compound, the synthetic route is as follows.Computed Properties of C4H3IN2

Example 28 General Procedure for the Palladium-Catalyzed Cross-Coupling of ArylIodides with l -Trityl-lH-imidazol-4-yl)zinc(II) chloride; ,[0349] To a stirred solution of 4-iodo-1-trityl-lH-imidazole (218.0 mg, 0.5 mmol) in anhydrous THF (4 mL) at room temperature was added EtMgBr (1.0 M in THF, 0.5 mmol, 0.5 mL) dropwise, under an atmosphere of N2. The resulting solution was allowed to stir for 90 min and anhydrous ZnCl2 (0.5 mmol, 68.2 mg) was added. The resulting white suspension was allowed to stir for 90 min and a solution of the aryl iodide (0.5 mmol) in THF (1 mL) was added followed by the immediate addition of Pd(PPlV}) (56 mg, 0.05 mmol). The reaction mixture was allowed to stir at 70 C for 12 h under an atmosphere of N2. After cooling to room temperature, the solution was diluted with CH2C12 (10 mL) and the organic layer was washed with an EDTA (aq) buffer (pH = 9) (2 x 5 mL) and brine. The organic layer was dried (Na2SC>4) and concentrated under reduced pressure. The crude residue was used in next step without further purification. To a solution of the crude imidazole from the previous step was added trifluoroacetic acid (1.0 mL) and MeOH (4.0 mL). The solution was stirred at 80 C for 2 h. The reaction mixture was allowed to cool to room temperature and the pH was adjusted to -10 with 10% NaOH (aq). The aqueous phase was extracted with EtOAc (3 x 20 mL). The combined organic layers were washed with water, brine, and dried. The solvent was removed in vacuo to afford the crude residue, which was purified by flash column chromatography on silica gel to afford the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31462-54-1, 2-Iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NEWLINK GENETICS; MAUTINO, Mario, R.; KUMAR, Sanjeev; JAIPURI, Firoz; WALDO, Jesse; KESHARWANI, Tanay; ZHANG, Xiaoxia; WO2011/56652; (2011); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, the common compound, a new synthetic route is introduced below. Computed Properties of C13H10ClN3

40 g (0.164 mol) of SM1, 30.6 g (0.164 mol) of SM2 and 62.3 g (0.328 mol) of mono-p-toluenesulfonic acid monohydrate were added to 200 ml of isobutyl alcohol and warmed to reflux for 6 h. A yellow solid precipitated and dropped to After washing at room temperature, filtration, isopropanol and vacuum drying at 50 C 54.8 g of a yellow solid was obtained with a yield of 85.0%.

The synthetic route of 1032452-86-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Sihuan Pharmaceutical Co., Ltd.; Zhang Xiaojun; Liu Huimin; Guo Jianjun; Li Gang; Ning Shangen; (14 pag.)CN107216313; (2017); A;,
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