14/9/2021 News Some scientific research about 98400-69-2

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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 98400-69-2, name is 4-(Boc-Amino)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H14N2O2

A 500 rnL two-necked round bottom flask equipped with nitrogen inlet adaptor and magnetic stirring bar was charged with tert-butyi pyridin-4-ylcarbamate (3.88 g, 20.0 mmol, prepared as described in Spivey, A. C. et al. J. Org. Chem. 64, pp. 9430-9443 (1999)), lambdaWlambda^-tetramethylethylenediamine (TMEDA) (8.15 mL, 54.0 mmol), and anhydrous tetrahydrofuran (THF) (10 mL). The resultant clear, colorless solution was degassed with several cycles of evacuation under reduced pressure followed by a nitrogen purge, then cooled to -78 0C with a dry ice/acetone bath. A solution of n-butyllithium in hexanes (20.0 mL of a 2.5 M solution, 50.0 mmol) was added via syringe under nitrogen atmosphere over 15 minutes (min), resulting in the formation of a thick tan slurry. After 10 min, the cooling bath was replaced with a 5 0C ice bath, and the slurry was allowed to stir for 2 hours. The slurry was then cooled again to -78 0C, and triisopropylborate (17.5 mL, 76.0 mmol) was added dropwise via syringe over 10 min. The reaction mixture was then warmed to ambient temperature and allowed to stir for 20 min. The reaction mixture initially became clear, and then a white precipitate formed. The resultant slurry was then poured into saturated aqueous ammonium choride (100 mL) and allowed to stir vigorously for an additional 20 min. The white precipitate was isolated by filtration, washed sequentially with water (100 mL) and diethyl ether (100 mL), and then dried overnight under reduced pressure, providing 3.10 g of 4-[(tert-butoxycarbonyl)amino]pyridin-3- ylboronic acid as a white solid.

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Reference:
Patent; COLEY PHARMACEUTICAL GROUP, INC.; WO2007/143526; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98400-69-2, its application will become more common.

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8.1 1,1-Dimethylethyl (3,5-dibromopyrid-4-yl)carbamate A mixture of 1,1-dimethylethyl 4-pyridinecarbamate (11.0 g; 57.0 mmol) and N-bromosuccinimide (25.6 g; 142.0 mmol) in acetonitrile (50 ml) is heated for 12 hours at 55° C. The reaction mixture is concentrated under reduced pressure. The residue obtained is taken up in ether (400 ml), washed with saturated aqueous potassium bicarbonate solution (2*200 ml), dried over sodium sulphate, filtered and then concentrated under reduced pressure. The residue is chromatographed on a column of silica, eluding with an ethyl acetate/cylohexane gradient of from 0 to 10percent ethyl acetate. 8.2 g of 1,1-dimethylethyl (3,5-dibromopyrid-4-yl)carbamate are isolated in the form of a white solid. Yield (percent)=41

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Reference:
Patent; Altenburger, Jean-Michel; Cremer, Gerard; Lassalle, Gilbert; Matrougui, Mostafa; US2003/207920; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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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. 98400-69-2, 4-(Boc-Amino)pyridine, other downstream synthetic routes, hurry up and to see.

Application of 98400-69-2, Adding some certain compound to certain chemical reactions, such as: 98400-69-2, name is 4-(Boc-Amino)pyridine,molecular formula is C10H14N2O2, 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 98400-69-2.

-Buli (1.6 M soln, 155 mL, 249 mmol) was added to a stirred solution of TMEDA (37.36 mL, 249 mmol) in THF AT-40 C. The solution was allowed to come at room temperature over 10 min and stirred for another 10 min. The solution was cooled TO-78 C. A solution OF PYRIDINE-4-YL-CARBAMIC acid-tert-butyl ester (117) (22 g, 113.26 mmol) in THF was added slowly. The solution was allowed to come at room temperature within 3 h. After stirring at room temperature for 15 min the solution was again cooled to -78 OC and a freshly crushed dry ice was added. The solution was allowed to come at room temperature, stirred for 30 min and poured into ice cold 10 % NH4C1 solution. The solution was basified by IN NaOH solution and washed by dichloromethane. The pH of aqueous phase was adjusted to 4 by cold 10 % HC1 solution. The solids formed were filtered, washed by water and dried under vacuum at room temperature to yield 16.3 g (30 %) 4-tert-butoxycarbonylamino-nicotinic acid (118) as white solids. MP: 260 C ; 1H- NMR (DMSO-d6): d 1.49 (s, 9H), 8.23 (d, J= 6.0 Hz, 1H), 8.55 (D, J= 6.0 Hz, 1H), 8. 96 (s, 1H); EIMS M/Z 238 (M+1).

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Reference:
Patent; AVANIR PHARMACEUTICALS; WO2005/21546; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 4-(Boc-Amino)pyridine

With the rapid development of chemical substances, we look forward to future research findings about 98400-69-2.

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. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, 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. Recommanded Product: 98400-69-2

Preparation 55 : 4-[N-(tert-Butyloxycarbonyl)amino]-3-pyridine-carboxaldehyde; The title compound was synthesized via a known method from 4-[N-(tert- butyloxycarbonyl)amino]pyridine (M.C. Venuti et al., J. Med. Chem., 1988, 31, 2136-2145. delta? (CDCl3): 1.55 (9H, s), 8.34 (IH, d), 8.59 (IH, d), 8.76 (IH, s), 9.98 (IH, s), 10.43 (IH, br s); m/z (ES+) = 223.01 [M+H]+; RT = 3.01 min.

With the rapid development of chemical substances, we look forward to future research findings about 98400-69-2.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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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. 98400-69-2, name is 4-(Boc-Amino)pyridine. A new synthetic method of this compound is introduced below., Product Details of 98400-69-2

Preparation of 4-Aminopyridin-3-ylboronic acid hydrochloride saltPart AUnder a nitrogen atmosphere, a solution of n-butyllithium in hexane (100 mL of 2.5 M, 250 mmol) was added over 20 minutes to a stirred solution of tert-butyl pyridin-4-ylcarbamate (19.4 g, 100 mmol) and N,N,N’,N’-tetramethylethylenediamine (TMEDA) (31.4 g, 270 mmol) in tetrahydrofuran (THF) (500 mL) at -78° C. tert-Butyl pyridin-4-ylcarbamate is available from a literature procedure (Spivey, A. C. et al. J. Org. Chem. 1999, 64, 9430-9443). A white solid appeared and the mixture was stirred for 10 minutes at -78° C., was transferred to a salt bath, and allowed to warm slowly to -4° C. over about two hours before cooling to -78° C. again. Trimethyl borate (39.5 g, 380 mmol) was added over 15 minutes. The solution was warmed to 0° C. and poured into saturated aqueous ammonium chloride (500 mL). The mixture was stirred for 2 minutes. After standing at room temperature overnight, the mixture was partitioned between diethyl ether and brine. The organic layer was separated and washed with brine and then diluted to a volume of 3 liters with the addition of diethyl ether. A white solid formed in the organic layer and was isolated by filtration. The solid was washed sequentially with diethyl ether, water, and diethyl ether, then was dried to provide 17.1 g of 4-[(tert-butoxycarbonyl)amino]pyridin-3-ylboronic acid as a white solid.

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Reference:
Patent; Coley Pharmaceutical Group, Inc.; US2011/269965; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 4-(Boc-Amino)pyridine

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Electric Literature of 98400-69-2, 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. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, 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.

To a stirred solution of BL (12 g, 0.06 mol) in dry THF (200 mL) under inert atmosphere was added n-butyl lithium (79.12 mL, 0.18 mol) at -78 C. The reaction was warmed to 0 C and stirred for 30 min. Carbon dioxide gas was added to the reaction mass at -78 C for 1 h, then at RT for 1 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mass was diluted with water (200 mL) and washed with diethyl ether (2×150 mL). The aqueous layer was acidified with citric acid to pH~4. The obtained solid was filtered and dried under vacuum to afford BM (5.1 g, 35%) as a white solid. *H NMR (400 MHz, DMSO-i: delta 11.76 (br s, 1H), 8.96 (s, 1H), 8.52 (d, / = 15.0 Hz, 1H), 8.22 (d, / = 15.0 Hz, 1H), 1.49 (s, 9H).

According to the analysis of related databases, 98400-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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Electric Literature of 98400-69-2, 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 98400-69-2 as follows.

REFERENTIAL EXAMPLE 2 tert-Butyl 3-sulfanylpyridin-4-ylcarbamate: The compound (61.6 g) obtained in Referential Example 1 was dissolved in tetrahydrofuran (2,000 ml), and the solution was stirred at -78¡ã C. for 10 minutes. A hexane solution (1.59 mol/l, 500 ml) of n-butyllithium was added dropwise to the solution, and the mixture was stirred for 10 minutes and then for 2 hours with ice cooling. After the reaction mixture was cooled to -78¡ã C., sulfur powder (12.2 g) was added, and the resultant mixture was warmed to room temperature and stirred for 1 hour. Water (1,000 ml) was added to the reaction mixture to separate a water layer. After 3N hydrochloric acid was added to the water layer to adjust the pH of the water layer to 3 to 4, methylene chloride was added to separate an organic layer. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (methylene chloride_methanol=50:1) to obtain the title compound (33.2 g). 1H-NMR (DMSO-d6) delta: 1.52(9H,s), 7.89(1H,d,J=6.4 Hz), 7.99(1H,d,J=6.4 Hz), 8.20(1H,s), 9.91(1H,br.s). MS (FAB) m/z: 227(M+H)+.

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Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of Related Products of 98400-69-2

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 98400-69-2, 4-(Boc-Amino)pyridine.

Related Products of 98400-69-2, 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 98400-69-2, name is 4-(Boc-Amino)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: These were made using MSH or DNPH as detailed below, unless otherwise stated. A fresh solution of MSH23 in CH2Cl2 (1 equiv) was added to the substituted pyridine (1 equiv) in CH2Cl2 (10 mL) at 0 ¡ãC. After 2 h, the solvent was removed in vacuo. Alternatively, a solution of DNPH12 (1 equiv) and the substituted pyridine (1 equiv) in MeCN (40 mL) was heated at 40 ¡ãC for 18 h. The solvent was removed in vacuo. The method continues by taking the residue from either method in dry DMF (8 mL), and then ethyl propiolate (1 equiv) and K2CO3 (2 equiv) were added, and the suspension stirred at room temperature for 18 h. The reaction mixture was diluted with water and extracted twice with EtOAc. The combined organic phases were washed three times with water then with brine, dried (Na2SO4) and the solvent removed in vacuo. Chromatography (eluting with a hexanes: EtOAc gradient, unless otherwise stated) gave the pyrazolo[1,5-a]pyridine.

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 98400-69-2, 4-(Boc-Amino)pyridine.

Reference:
Article; Kendall, Jackie D.; O’Connor, Patrick D.; Marshall, Andrew J.; Fre?de?rick, Raphae?l; Marshall, Elaine S.; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Rewcastle, Gordon W.; Baguley, Bruce C.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Denny, William A.; Shepherd, Peter R.; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 69 – 85;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem