Tag: M.W=300-400

Related Products of 302964-08-5 ,Some common heterocyclic compound, 302964-08-5, 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.

2-oxa-6-azaspiro [3,3] heptane oxalate (128 mg, 0.4 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidin-4-yl) -N- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (158 mg, 0.4 mmo 1) and N, N-diisopropylethylamine ( 56 mL, 1.6 mmo 1) , 4-dioxane (5 mL), heated to reflux, reacted overnight, TLC was monitoredMeasured raw material disappeared. The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and subjected to column chromatography to give a white solid (10 mg, 5% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 332133-92-3, 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. 332133-92-3, name is 4-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of 3~(2-amino-5~(bis(4-mefhoxybenzyl)amino)-8~bromo~ il,2,4]triazolo[l,5-c]pyrimidin-7-yl)benzonitrile (350 mg, 0.61 mmol), 4- (tributylstannyi)pyrimidine (210 pL, 0.67 mmol), ietrakis(triphenylphosphine)pailadium(0) (70 mg, 0.060 mmol), copper(l) iodide (23 mg, 0.12 mmol) and cesium fluoride (180 mg, 1.2 mmol) in dioxane (4.7 mL) was heated and stirred at 140 C for 30 min in a microwave reactor. The reaction mixture was then cooled to r.t, filtered through a Celite plug (washed with DCM), and concentrated. The resulting material was purified by silica gel column chromatography eluting with 0-20% MeOH/DCM to give the desired product. LC-MS calculated for C32H28N9O2 (M+H)+: m/z = 570.2; found 570 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,332133-92-3, its application will become more common.

Reference:
Patent; INCYTE CORPORATION; WANG, Xiaozhao; GAN, Pei; HAN, Heeoon; HUANG, Taisheng; MCCAMMANT, Matthew S.; QI, Chao; QIAN, Ding-Quan; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHANG, Fenglei; (284 pag.)WO2019/168847; (2019); A1;,
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Pyrimidine – Wikipedia

Reference of 186046-78-6, 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 186046-78-6 as follows.

Example 55 1-(Benzothiazole-2-sulfonyl)-4-{[4-N-(benzhydryloxycarbonyl)-cytosin-1-yl]-acetyl}-piperazin-2-one The title compound was synthesised by the reaction of 1-(benlzothiazole-2-sulfonyl)-piperazin-2-one trifluoroacetic acid salt with [4-N-(benzhydryloxycarbonyl)-cytosin-1-yl]-acetic acid as per the procedure of Example 52. 1H NMR (500 MHz; DMSO-d6) delta 11.00 (brs, 1H), 8.34 (m, 1H), 8.26 (m, 1H), 7.90 (d, 0.6H), 7.84 (d, 0.4H), 7.72 (m, 2H), 7.44 (d, 4H), 7.37 (t, 4H), 7.29 (t, 2H), 6.94 (t, 1H), 6.79 (s, 1H), 4.82 (s, 1.2H), 4.72 (s, 0.8H), 4.45 (s, 0.8H), 4.28 (s, 1.2H), 4.22 (t, 1.2H), 4.07 (t, 0.8H), 3.99 (t, 1.2H), 3.86 (t, 0.8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,186046-78-6, its application will become more common.

Reference:
Patent; Kim, Sung Kee; Lee, Hyunil; Lim, Jong Chan; Choi, Hoon; Jeon, Jae Hoon; Ahn, Sang Youl; Lee, Sung Hee; Yoon, Won Jun; US2003/225252; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 428854-24-4, 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. 428854-24-4, name is 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, molecular formula is C17H15FN8, 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 17A 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-N-5-(2,2,2-trifluoroethyl)pyrimidine-4,5,6-triamine 500 mg (1.427 mmol) of the compound from example 1A were admixed with 3.5 ml of dimethylformamide and 1205 mg (4.281 mmol) of 2,2,2-trifluoroethyl trichloromethanesulfonate, and the mixture was heated at 150 C. in a microwave for 1 h. The reaction mixture was concentrated under reduced pressure, and the residue was purified by means of preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 50:50?70:30). 236 mg of the title compound were obtained (29% of theory). LC-MS (method 2): Rt=0.87 min; MS (EIpos): m/z=433 (M+H)+. 1H NMR (400 MHz, DMSO-d6): delta [ppm]=3.43-3.53 (m, 2H), 4.05 (t, 1H), 5.78 (s, 2H), 6.13 (s br, 4H) 7.10-7.15 (m, 2H), 7.20-7.25 (m, 1H), 7.32-7.38 (m, 2H), 8.60 (dd, 1H), 9.04 (dd, 1H).

According to the analysis of related databases, 428854-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; Baerfacker, Lars; Weigand, Stefan; US2014/148433; (2014); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 862730-04-9, Adding some certain compound to certain chemical reactions, such as: 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine,molecular formula is C8H10IN5, 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 862730-04-9.

Synthesis of 4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-fluorophenol (BA59); A solution of 3-fluoro-4-hydroxyphenylboronic acid (103 mg, 0.66 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (100 mg, 0.33 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP using silica gel column chromatography [MeOH-CH2Cl2, 2:98] to yield BA59 (26 mg, 27% yield). ESI-MS (M+H)+ m/z calcd 288, found 288.

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. 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3 ,Some common heterocyclic compound, 153435-63-3, molecular formula is C16H30N2Sn, 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.

i) A solution of 3-(tributylstannyl)pyridine (0.449 g, 1.22 mmcl) and methyl 5-bromofuran-2-carboxylate (0.250 g, 1.22 mmol) in DMF (13 mL) was degassed with Ar. CsF (0.556 g, 3.66 mmol), CuCI (0.016 g,0.159 mmcl) and tetrakis(triphenylphosphine)palladium (0.071 g, 0.061 mmol) were added and the RM was heated at 110 C by microwave irradiation for 1 h. The RM was diluted with water (50 mL) and extracted with EtOAc (2x 50 mL). The combined organic layer was washed with brine (2x 50 mL), dried over Na2SO4 and concentrated in vacuo. FC (EtOAc/heptane 1:19 -> 4:6) afforded INT-IOA (0.215 g, 1 .06 mmol, 87%) as a pale yellow solid. LCMS: calc. for [M-f-H]=204.06, found 204.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; RATCLIFFE, Paul; CRAAN, Tobias; HERTRAMPF, Thorsten; LESCH, Bernhard; KIME, Robert; STEINHAGEN, Henning; WO2015/161928; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 131860-97-4, 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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, 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 1: In a 500 mL flask equipped with a magnetic stirrer, (E)-methyl 2-(2- ((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate (100 g, 97 % pure, 302 mmol), 2-hydroxybenzonitrile (41 g, 341 mmol) and potassium carbonate (25.08 g, 181 mmol) were added. Water (50 mL) and /V-methyl- piperidine (2.86 g, 28.8 mmol) were added at ambient temperature, then the mixture was placed on an oil bath at ambient temperature and heating begun. The mixture was heated to 120 C over 20 min and stirring begins once the external temperature is approx. 80 C. Some gas evolution was noted. The mixture was stirred at 100 C for 5 h, under a mild reflux. The mixture was then cooled to 80 C and diluted with ethyl acetate (200 mL) and then with water (100 mL). The two phases were stirred and separated. The upper organic portion was evaporated to dryness under vacuum at 40 C. The crude residue was dissolved in methanol (200 mL) at reflux, then water (30 mL) was added slowly at that temperature. The solution was allowed to cool freely with agitation to ambient temperature over lh and the solution was seeded with 0.4 g pure azoxystrobin at 40 C. The resulting slurry was further cooled to 0 C over 20 min, and held there for a further 20 min, then the solids were recovered by suction filtration and washed with 50 mL cold methanokwater 4: 1. The filter cake was dried under vacuum at ambient temperature overnight, affording the product azoxystrobin (114.68 g, 97% pure, 91.2 % yield) as a free flowing pale brown powder.

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMINOVA A/S; LINDSAY, Karl Bernhard; WO2014/190997; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 131860-97-4, Adding some certain compound to certain chemical reactions, such as: 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate,molecular formula is C15H13ClN2O4, 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 131860-97-4.

A mixture of compound 6 (2.00 g, 6.24 mmol), Cs2CO3 (4.07 g, 12.48 mmol) and 2-cyanophenol (1.49 g, 12.48 mmol)in dry DMF (43 mL) was stirred at 85 C under nitrogen for 7 h. The resulting orange suspension was cooled to room temperature, poured into water and extracted with EtOAc. After evaporation of the solvent, the residue was purified by flash chromatography on silica gel using (hexane/EtOAc=4:1v/v) as eluent, to afford 7 (2.45 g, 97.5%); m.p. 115-116 C (lit.17 117-118 C); IR (KBr, numax/cm-1): 2230, 1707; 1H NMR: delta 8.43 (s, 1H), 7.75-7.67 (m, 2H), 7.52 (s, 1H), 7.44-7.32 (m,5H), 7.25 (d, 1H, J = 7.87 Hz), 6.44 (s, 1H), 3.78 (s, 3H), 3.66 (s, 3H); LC-MS (ESI): calcd for C22H18O5N3 ([M+H]+): 404.4; found: 404.1.

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Yong-Gan; Luo, Yan; Lu, Yao; Journal of Chemical Research; vol. 39; 10; (2015); p. 586 – 589;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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: To a solution of 8 (1 mmol) and substituted benzyl bromide 9 (1.2 mmol) in N, N-dimethylformamide (5 mL) was added K2CO3 (1.5 mmol) and the reaction mixture was stirred for 5 h at room temperature.The reaction solution was poured into water (50 mL). The suspension was filtered and the crude product was purified by silica gel column chromatography with dichloromethane/methanol (80/1-40/1) to give target compounds 10a – 10n.

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ran, Fansheng; Liu, Yang; Liu, Meixia; Zhang, Daoguang; Wang, Peng; Dong, Junze; Tang, Wendi; Zhao, Guisen; Bioorganic Chemistry; vol. 89; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 302964-08-5 ,Some common heterocyclic compound, 302964-08-5, 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 24; Procedure for the Preparation of Dasatinib Form T1E2-1 (Hemi-Ethanolate)A mixture of compound 1 (591.4 mg, 1.5 mmol), N-(2-hydroxyethyl)piperazine (390.6 mg, 3 mmol) and N-ethyldiisopropylamine (0.525 ml, 3 mmol) in DMSO (1.5 ml) was stirred at 80 C. for 1.5 h. EtOH (10 ml) was added at the same temperature. The resulting solution was slowly cooled. The product started precipitating at 68 C. The mixture was cooled to room temperature. The product was filtered after 4 h, washed with EtOH (3×) and dried on the filter. Yield: 550 mg.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

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