Tag: M.W=300-400

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 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows. 147118-37-4

Methyl magnesium chloride solution (3M) (11.87 ml, 0.0356 moles) in tetrahydrofuran was added to a pre-cooled suspension of pyrimidine carboxaldehyde (5 g, 0.0142 moles) in anhydrous tetrahydrofuran (30 ml) under stirring for 30 min at 0-5 C. The reaction mass was stirred at the same temperature. After completion of the reaction, the reaction mass was poured into pre-cooled saturated ammonium chloride solution (100 ml) at 0-5 C. and stirred for 1 h at 5-10 C. The product was extracted into ethyl acetate (150 ml) and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was distilled under vacuum at 40-45 C. until the traces of ethyl acetate were completely removed to give the title compound.

Statistics shows that 147118-37-4 is playing an increasingly important role. we look forward to future research findings about N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Mallela, Sambhu Prasad Sarma; Nandi, Sakumar; Nangi, Gangadhara Bhima Shankar; Ananta, Rani; Meenakshiunderam, Sivakumaran; US2011/178296; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 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, 302964-08-5, blongs to pyrimidines compound. 302964-08-5

To the stirred suspension of compound 5 (10.0 g, 0.03 mol), in n-pentanol (120.0 mL) was added N-Boc piperazine(9.5g, 0.05 mol)) and N,N-diisopropylethylamine (DIPEA) (6.6 g, 0.06 mol) and refluxed for 8h, cooled to 25-30C and charged water (80.0 mL). The precipitated solid was collected by vacuum filtration and washed the wet cake with n-pentanol (15.0 mL) followed by water (30.0 mL), yielded the intermediate 3 (11.6 g, 84%) as off white solid.MR: 293-295C; IR (KBr, cm-1): 3397.4 (N-H), 3061.7 (Ar C-H), 1617.0 (amide C=O); 1706.9 ( Boc C=O); 1HNMR spectrum (400 MHz, DMSO-d6), delta, ppm (J, Hz): 11.53 (bs, 1H, thiazole-NH), 9.89 (s, 1H, amide-NH), 8.23(s, 1H, thiazole-H), 7.40 (d, 1H, J =6.9, Ar-H), 7.30-7.23 (m, 2H, Ar-H), 6.06 (s, 1H, pyrimidine-H), 3.53 (bs, 4H,4piperazine-CH2), 3.42 (bs, 4H, piperazine-CH2), 2.42 (s, 3H, Ar-CH3), 2.24 (s, 3H, pyrimidine-CH3), 1.40 (s, 9H,Boc-CH3); 13C NMR spectrum (100 MHz, DMSO-d6), delta, ppm: 165.2 (pyrimidine-C), 162.4 (pyrimidine-C), 161.9(pyrimidine-C), 160.1 (amide-C), 156.9 (thiazole-C), 151.4 (Boc-C), 140.5 (Ar-C), 139.1 (thiazole-C), 133.7(thiazole-C), 132.0 (Ar-C), 129.5 (Ar-C), 128.4 (Ar-C), 127.6 (Ar-C), 125.1 (pyrimidine-C), 81.6 (pyrimidine-C),80.2 (Boc-C), 50.2 (piperazine-2C), 49.9 (piperazine-2C), 29.1 (Boc-CH3), 25.6 (Ar-CH3), 18.2 (pyrimidine-CH3);HPLC Purity 96.7%; MS (ESI) m/z 544.1 [M + H] +; Anal. Calcd % for C25H30ClN7O3S: C 55.19; H 5.56; N 18.02.Found: C 55.07; H 5.41; N 18.17.

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Article; Suresh, Garbapu; Nadh, Ratnakaram Venkata; Srinivasu, Navuluri; Yennity, Durgaprasad; Synthetic Communications; vol. 47; 17; (2017); p. 1610 – 1621;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 147118-37-4 as follows., 147118-37-4

Example 13 Preparation of 2-((4/?,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N- methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan yl)acetate, methyl ester (O) from N-(4-(4-fluorophenyl)-5-formyl-6- isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (J) and 2-((4 ?,6S)-6- ((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl-1 ,3-dioxan-4-yl)acetate methyl ester (N)(N) (J) (O) N-(4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (0.35 g, I .O mmol) and 2-((4 ,6S)-6-((benzo[d]thiazol-2-ylsulfonyl)methyl)-2,2-dimethyl- 1 ,3-dioxan-4-yl)acetate methyl ester (0.45 g, 1.1 mmol) were added to 12 mL of dry THF After stirring for 10 min at 20C, the reaction mixture was cooled to -70C. At this temperature 1.5 mL of NaHMDS solution (1 M in THF, total 1.5 mmol) was added in 1 h keeping the temperature between -70 and -75C. When dosing was completed, the reaction mixture was stirred for 2h at -75C, then quenched with 10% aqueous NaHC03 (10 mL). The phases were separated. The aqueous layer was extracted with 2 x 25 mL of ethyl acetate. The combined organic phases were washed with 5% aqueous Na2C03 and concentrated under vacuum. The residue was crystallized from isopropanol to give 2-((4 ,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido) pyrimidin-5-yl)vinyl)-2,2-dimethyl-1 ,3-dioxan-4-yl)acetate, methyl ester as a solid (Compound O, 0.34 g, 0.63 mmol, 63% yield).

The chemical industry reduces the impact on the environment during synthesis 147118-37-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V.; DE LANGE, Ben; RIEBEL, Peter, Hans; WOLBERG, Michael; HEEMSKERK, Dennis; MINK, Daniel; WO2012/98048; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5 , The common heterocyclic compound, 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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.

Example 9; Procedure for the Preparation of Dasatinib Form EA mixture of compound 1 (0.30 g, 0.76 mmol), N-(2-hydroxyethyl)piperazine (0.52 g, 3.99 mmol) and N-ethyldiisopropylamine (0.26 ml, 1.52 mmol) in 2-methyl-THF (1.0 ml) was refluxed for 3 hours. The solution was slowly cooled to 0-5 C. Product was filtered off and washed with 2-methyl-THF and dried on the filter. Yield: 0.45 g.

According to the analysis of related databases, 302964-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-37-4, 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, molecular formula is C16H18FN3O3S, 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 19 Preparation of 2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (3) 2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-2,2-dimethyl-6-((1-phenyl-1H-tetrazol-5-ylsulfonyl)methyl)-1,3-dioxan-4-yl)acetate (25.75 g) prepared in Example 15 and N-(4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide (15.55 g) were dissolved in tetrahydrofuran (60 ml), followed by cooling to -78 C. under an argon atmosphere, and lithium bis(trimethylsilyl)amide (120 of a 0.5M solution in tetrahydrofuran) was added thereto over 10 minutes, followed by stirring at the same temperature for 2 hours. Then, the mixture was stirred for 4 hours while warming to 0 C. A saturated ammonium chloride aqueous solution (250 ml) was added to the reaction liquid, followed by stirring for 10 minutes, and ethyl acetate (500 ml) was added thereto. The organic layer was separated and washed successively with purified water (250 ml), a saturated sodium bicarbonate aqueous solution (250 ml,) and a saturated sodium chloride aqueous solution (250 ml), dried over anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure. The resulting solid was stirred with isopropyl ether, filtered and collected. This solid was dried in a vacuum oven overnight (50 C., 200 mbar) to give the title compound (26.06 g, 90%). 1H-NMR (400 MHz, CDCl3) delta 7.66-7.63 (m, 2H), 7.29-7.05 (m, 7H), 6.52-6.48 (dd, 1H), 5.48-5.43 (dd, 1H), 4.43-4.37 (m, 1H), 4.32-4.21 (m, 1H), 3.60 (s, 3H), 3.53 (s, 3H), 3.39-3.36 (m, 1H), 3.12-2.99 (dd, 2H), 2.50-2.27 (m, 2H), 1.51-1.37 (m, 14H), 1.28-1.10 (m, 7H)

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. 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lee, Hongwoo; Park, Daejong; Yoo, Choongleol; Nam, Donghyuk; Ryu, Hohyung; Kim, Dongjin; US2012/136151; (2012); 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.302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, molecular weight is 394.2783, as common compound, the synthetic route is as follows.302964-08-5

Example 10; Procedure for the Preparation of Dasatinib Form FA mixture of compound 1 (0.30 g, 0.76 mmol), N-(2-hydroxyethyl)piperazine (0.49 g, 3.76 mmol) and N-ethyldiisopropylamine (0.26 ml, 1.52 mmol) in dioxane (1.0 ml) was refluxed for 3 hours. The suspension was slowly cooled to 0-5 C. The product was filtered off, washed with dioxane and dried on the filter. Yield: 0.43 g.

Statistics shows that 302964-08-5 is playing an increasingly important role. we look forward to future research findings about 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below.

N-(2-chloro-6-methylphenyl)-2-(2-methyl-4,5′-bipyrimidin-6-ylamino)thiazole-5- carboxamideTo 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6- methylphenyl)thiazole-5-carboxamide (250 mg, 0.634 mmol) in dioxane (10 mL) was added pyrimidin-5-ylboronic acid (94 mg, 0.759 mmol), PdCl2(PPh3)2 (89 mg, 0.127 mmol) and Na2CO3 (2 M, 1 mL, 1.902 mmol). The mixture was stirred under Argon overnight in an oil bath (12O0C). The reaction mixture was cooled to room temperature and water was added, extracted with 10% MeOH in CHCl3 (3×50 mL). The organic layers were washed with brine and dried over anhydrous Na2SO4. The solvent was removed and the crude was purified with preparative HPLC (ACN/ 0.1 % TFA in water) to obtain the title compound as a yellow solid (180 mg, 52%). 1H-NMR (400 MHz, d6-DMSO) delta 12.31 (br s, IH), 10.02 (s, IH), 9.36 (s, 2H), 9.35 (s, IH), 8.34 (s, IH), 7.43 (s, IH), 7.41 (d, J= 1.6 Hz, IH), 7.32-7.25 (m, 2H), 2.71 (s, 3H), 2.26 (s, 3H); MS (m/z): 438.2 [M+l]+.

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. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LIANG, Congxin; KOENIG, Marcel; HE, Yuanjun; WO2008/150446; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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.

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 7(1.00 g, 2.54 mmol), piperazine (2.19 g, 25.4 mmol),N,N-diisopropylethylamine (0.84 mL, 5.07 mmol) was dissolved in anhydrous 1,4-dioxane (30 ml) and refluxed for 12 h.The oil obtained by distillation under reduced pressure was washed with water / methanol, methanol / ether to give an off white solid.The crude product was recrystallized from diethyl ether to give compound 8 (0.82 g, 73%)

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. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; You Qidong; Jiang Zhengyu; Wang Yan; Jin Yuhui; Lu Mengchen; Xu Xiaoli; Guo Xiaoke; (21 pag.)CN109761970; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-37-4, 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE-6PREPARATION OF tert-BUTYL 2-[(4R,6-2,2-DIMETIIYL-6-[(E)-2-[4-(4- FLUOROPHENYL)-6-ISOPROPYL-2-[N-METHYL(N-METHYLSULFONYL)-AMINOIPYRIMIDIN-5-YL]VINYLI-1,3-DIOXAN-4-YLIACETATE [DIPROTECTED ROSUVASTATIN)A mixture of 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl arnino)pyrimidine-5-ylcarboxaldehyde (50 g, 0.142 mole) and chiral diol sulphone (62.82 g, 0.142 mole) was dissolved in tetrahydrofuran (750 ml) at 40-45C. The above reaction mass was cooled to -75 to -80C and thereafter potassium tertbutoxide (22.33 g, 0.199 mole) was dissolved in tetrahydrofuran (100 ml) slowly at -80C to -75C over a period of 45 mi Stirring was continued till pyrimidine carboxaldehyde was consumed (-1 h) and the progress of reaction was monitored by HPLC. After completion of the reaction, 20% aqueous ammonium chloride solution (500 ml) was added to the reaction mass at -75 to -80C. Thereafter, temperature was raised to 20-30C. The product was extracted with ethyl acetate (2 x 250 ml), washed with 10% w/w aqueous sodium chloride (500 ml) and solvent was evaporated under reduced pressure at 40-45C. Thereafter, methanol (750 ml) was added to the concentrated mass and heated to 60-65C to obtain a clear solution. It was cooled to 0-5C and the title compound was isolated by filtration.Yield: 65 gChroinatographic Purity (by HPLC): 99%

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 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; AUROBINDO PHARMA LIMITED; NANDI, Sukumar; HANDA, Vijay Kumar; GONA, Balanarasimha Reddy; KANKANALA, Shanthan Kumar Reddy; MEENAKSHISUNDERAM, Sivakumaran; WO2014/108795; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, 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 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

j00557j A solution of 1-(17-azido-3,6,9,12,15-pentaoxaheptadecyl)piperazine (1.50 g,4.00 mmol) in DMF (5 mL) was charged with potassium carbonate (1.10 g, 8.00 mmol) and 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5 -carboxamide (1.58 g, 4.00 mmol). The resulting solution was heated at 100C for 16 h. Thereaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo resulting in a crude compound which was purified by chromatography on silica gel, eluting with 2% methanol in DCM to obtain 1.20 g, 36% yield of the title compound as an off white solid. ?H NMR (400 MHz, DMSO-d6): oe = 11.44 (s, 1H), 9.86 (s, 1H), 8.21 (s, 1H), 7.40(dd, J= 7.8, 1.9 Hz, 1H), 7.32 – 7.21 (m, 2H), 6.05 (s, 1H), 3.63 -3.54 (m, 27H), 3.42 -3.28 (m, 5H), 2.40 (s, 3H), 2.24 (s, 3H).

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 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia