Category: 171178-45-3

Application of 171178-45-3, 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 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: Preparation of tert-butyl 6-chloro-4-fluoropyridin-3-ylcarbamate To a -63 C. solution of tert-butyl 6-chloropyridin-3-ylcarbamate (24.99 g, 109.3 mmol) and TMEDA (39 mL, 260.0 mmol, Aldrich) in diethyl ether (700 mL) was added a 1.6M n-butyl lithium solution in hexane (193 mL, 308.8 mmol, Aldrich) over a period of 30 minutes while maintaining the temperature of the reaction at -60 to -50 C. The reaction was stirred at -60 C. for an additional 10 minutes after the addition was complete then warmed to -10 C. and stirred at -25 to -10 C. for 2.0 hours. The reaction was cooled to -60 C. and a solution of N-fluorobenzenesulfonimide (53.49 g, 169.6 mmol, Aldrich) in tetrahydrofuran (155 mL) was added while keeping the temperature below -50 C. It precipitated on addition and stirring became difficult. The reaction was then allowed to slowly warm to 0 C. over 1 hour. The reaction was quenched with saturated ammonium chloride solution (400 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×250 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, and solvent was removed at reduced pressure to give an oily brown solid. The material was passed through a column of silica gel with 20% ethyl acetate/hexane. The 6-chloro-4-fluoropyridin-3-ylcarbamate was obtained as a yellow solid. (15.88 g, 59% yield). 1H NMR (CDCl3) delta 9.09 (1H), 7.12 (1H), 6.55 (1H), 1.54 (s, 9H).

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 171178-45-3, tert-Butyl (6-chloropyridin-3-yl)carbamate.

Reference:
Patent; Pfizer Inc; US2007/249615; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of tert-Butyl (6-chloropyridin-3-yl)carbamate

tert-Butyl(6-chloro-4-(4-hydroxytetrahydro-2H-pyran-4-yl)pyridin-3- yl)carbamate. BuLi(2.166 mL, 5.70 mmol) was added to the diethyl ether (17 mL) solution of TMEDA(0.706 mL, 4.68 mmol) and tert-butyl (6-chloropyridin-3- yl)carbamate (0.4653g, 2.035 mmol) at -78 C. The reaction was stirred at this temperature for 1hour. Dihydro-2H-pyran-4(3H)-one (0.230 mL, 2.442 mmol) wasadded to the reaction mixture (at this moment, the bath temperature was -75C).The reaction was stirred for 2.5 hours before quenched with NH4CI (sat.). Thereaction was diluted with ethyl acetate and washed with water three times. Theorganic layer was separated, dried (Na2SC”4), filtered and concentrated.Flash column eluted with ethyl acetate in hexane from 0 to 25% to 50%> gavethe desired product (0.3600g, 45% yield, 83% pure). MS(ES+) m/e 329 [M+H]+.

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, 171178-45-3, tert-Butyl (6-chloropyridin-3-yl)carbamate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 171178-45-3, 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. 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate, molecular formula is C10H13ClN2O2, 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.

(c) 5-(tert-Butoxycarbonyl)-2-chloroisonicotinic acid. To a solution of tert-butyl 6-chloropyridin-3-ylcarbamate (1O g, 0.045 mol) and N, N, N’, N’-tetramethyleethylenediamine (20 mL) in dry Et2O (200 mL) was added n- BuLi (2.5 M solution in hexanes, 84 mL) dropwise with stirring at -78C. After the addition, the reaction mixture was warmed to -15C and stirred at the same temperature for 2 hours. The mixture was cooled to -78C and CO2 gas was bubbled into the reaction solution at -78C for 1 hour. The reaction mixture was then stirred at room temperature overnight, cooled to 0C and quenched with water. The pH of the aqueous phase was adjusted to pH=3 with IN hydrochloric acid. The organic layer was separated, and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over anhydrous MgSO4, and filtered. The filtrate was evaporated under reduced pressure, and the residue was dried in vacuo to give the title compound.

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 171178-45-3, tert-Butyl (6-chloropyridin-3-yl)carbamate.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 171178-45-3, 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 171178-45-3 as follows.

EXAMPLE 181-(((5S JS)-3-(6-Chloropyridin-3-yl)-7-methyl-2-oxo-1-oxa-3-azaspiror4.5ldecan-7-yl)methyl)-1 H-benzordlimidazole-6-carbonitrileA 5 ml. microwave vial was charged with 1-(((3S,5S)-5-methyl-1-oxaspiro[2.5]octan-5- yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile (200 mg, 0.711 mmol), tert-butyl (6-chloropyridin- 3-yl)carbamate (195 mg, 0.853 mmol), potassium tert-butoxide (96 mg, 0.853 mmol) and DMF. The tube was sealed and heated to 70 C for 16 h. The reaction mixture was loaded onto a 10 g SCX SPE and eluted with 3 volumes of MeOH followed by 3 volumes of 2N ammonia in MeOH. The ammonia fractions were combined and concentrated and the crude product then purified by Waters reverse phase HPLC (20% to 60% MeCN, 0.1 %TFA, 16 min, 50 mL/min, Sunfire column) to afford the TFA salt of 1-(((5S,7S)-3-(6-chloropyridin-3-yl)-7-methyl-2-oxo-1- oxa-3-azaspiro[4.5]decan-7-yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile as a cream solid (55 mg, 12.67 % yield). MS (m/z) 435.9 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-45-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows. Safety of tert-Butyl (6-chloropyridin-3-yl)carbamate

1,1-Dimethylethyl (6-Chloro-4-iodo-3-pyridinyl)carbamate n-Butyllithium (1.6M in hexanes, 22 mL, 35 mmol) was added dropwise to a stirred, cooled (-78 C.) solution of 1,1-dimethylethyl (6-chloro-3-pyridinyl)carbamate (Description 6, 2.68 g, 11.7 mmol) and N,N,N’,N’-tetramethylethylenediamine (5.3 mL, 4.1 g, 35 mmol) in ether (60 mL). The mixture was allowed to warm to -10 C. and stirred for 2 h. The mixture was cooled to -78 C. and a cooled (-10 C.) solution of iodine (6.0 g, 24 mmol) in ether (20 mL) was added dropwise. The mixture was allowed to warm to room temperature and stirred for 18 h. Saturated aqueous ammonium chloride was added and the mixture was extracted with ether. The combined organic fractions were washed with aqueous sodium metabisulfite (10%), dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was triturated with hexane and the solid was collected and dried in vacuo to give the title compound as a brown solid (2.3 g, 55%). 1H NMR (400 MHz, CDCl3) delta 8.94 (1H, s), 7.73 (1H, s), 6.64 (1H, br s), and 1.54 (9H, s).

With the rapid development of chemical substances, we look forward to future research findings about 171178-45-3.

Reference:
Patent; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; US2002/22624; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem