Day: July 16, 2021

Electric Literature of 54127-30-9, Adding some certain compound to certain chemical reactions, such as: 54127-30-9, name is (5,6-Dichloropyridin-3-yl)methanol,molecular formula is C6H5Cl2NO, 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 54127-30-9.

2,3-Dichloro-5-formylpyridine. To a 500 mL round-bottom flask, manganese oxide (43.5 g, 0.50 mol) was added to a solution of 2,3-dichloro-5-hydroxylmethylpyridine (64, 8.10 g, 50.0 mmol) in anhydrous CH2CIo ( 150 mL). The reaction mixture was stirred at a temperature of about 250C for 48 h, filtered through CELITE, and concentrated under reduced pressure. The mixture was chromatographed by a silica gel chromatography column eluting with a gradient of ethyl acetate (0%-40%)/hexanes to provide 7.2 g of 65 (90% yield). 1H NMR (400 MHz, CDCl3) delta 10.08 (IH, s), 8.77 (I H, d, J=1.97 Hz), 8.25 (IH, d, J=1.97 Hz). LC/MS (M+1 ): 176.

According to the analysis of related databases, 54127-30-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE PHARMA L.P.; SHIONOGI & CO., LTD.; WO2008/132600; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53937-02-3, 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.53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, molecular weight is 201.22, as common compound, the synthetic route is as follows.

1-Bromobutane (3.75 g, 27.33 mmol) and potassium carbonate (10.3 g, 74.52 mmol) were added to a solution of 4-benzyloxy-7H-pyridin-2-one (5.0 g, 24.84 mmol) in acetonitrile (200 ml) and the mixture was heated at reflux for 16 hours. The reaction mixture was filtered through diatomaceous earth and concentrated in vacuo. The crude residue was then triturated with diethylether to yield pure D4 (6.26 g, 98 %) as a white solid.

Statistics shows that 53937-02-3 is playing an increasingly important role. we look forward to future research findings about 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; WO2009/33704; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1235865-75-4, 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 1235865-75-4 as follows.

The mixture of (S)-6-(2- (2-cyclopropylphenyl) pyrrolidin-1-yl) -2-azaspiro [3.3] heptane (28.3 g, 0.1 mmol), methyl 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy) -4-fluorobenzoate (31.57 g, 0.11 mmol), Na 2CO 3 (106 g, 1 mol) in DMF (500 mL) was heated to 105 C and stirred for overnight. After cooled to room temperature, the reaction mixture was diluted with EA (1000 mL), washed with brine (1000 mL 2), dried over Na 2SO 4 and concentrated in vacuum to afford a residue, which was purified by chromatography column on silica gel (eluent: EA/PE = 1/5 to 1/1) to give the product (11.2 g) as an off-white solid. MS (ESI, m/e) [M+1] + 548.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235865-75-4, its application will become more common.

Reference:
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); 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 89878-14-8, name is 3-(Diethylboryl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

3-bromo ANISOTE (17.4g, 93.03 mmol) was dissolved in 650 mL tetrahydrofuran and 210 mL water in a 2L round bottom flask equipped with a magnetic stirrer. Diethyl- (3-pyridyl) borane (15. 73g, 106.99 MMOL), sodium carbonate (44.4g, 418.64 mmol) and dichlorobis (triphenylphosphine) palladium (II) (9.8g, 13.95 mmol) were added and the mixture heated at reflux for 4 h then cooled to ambient temperature. The mixture was diluted with 300 mL water and extracted with diethyl ether (2 x 300 mL). The extracts were combined and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resultant oil was purified by flash chromatography (1: 1 ethyl acetate/hexanes). Product fractions were concentrated under reduced pressure to yield 17.75g (99%) of the desired compound as a pale yellow oil. MS (APCI) 186.1 (M + H) +. 1H NMR (400 MHz, CDCI3) 8 8. 85 (d, 1 H), 8.60 (d, 1 H), 7.92 (dd, 1 H), 7.39 (m, 2H), 7.13 (dd, 1H), 7.08 (t, 1H), 6.94 (dd, 1H), 3.85 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 89878-14-8.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/48334; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 96530-75-5, name is 4-Fluoropyridin-2(1H)-one. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Into a 25 mL round-bottom flask were added tert-butyl (3R)-3-ethylpiperazine-1- carboxylate(200 mg, 0.93 mmol, 1 equiv.) and 4-fluoro-1,2-dihydropyridin-2-one (126.6 mg, 1.12 mmol, 1.20 equiv.) at room temperature. The resulting mixture was stirred for 4 h at 120 degrees C under nitrogen atmosphere. The reaction was monitored by LCMS. The mixture was allowed to cool down to room temperature. The residue was purified by reverse phase flash with the following conditions (Column: XBridge Prep C18 OBD Column 19×150mm 5um; Mobile Phase A: Water(5mmol/L CH3COOH), Mobile Phase B: ACN; Flow rate: 20 mL/min; Gradient: 30% B to 40% B in 10 min; 254/220 nm; Rt: 5.18 min) to afford tert-butyl (3R)-3-ethyl-4-(2- oxo-1,2-dihydropyridin-4-yl)piperazine-1-carboxylate(120 mg, 41.83%) as a yellow solid

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, 96530-75-5, 4-Fluoropyridin-2(1H)-one.

Reference:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
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 585-48-8, name is 2,6-Di-tert-butylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 585-48-8

Example 26 5-(S)-Acetamidomethyl-3-[4′-formamido-3′-fluorophenyl]oxazolidine-2-one A solution of 5-(S)-acetamidomethyl-3-[4′-amino-3′-fluorophenyl]-oxazolidine-2-one (0.200 g, 0.748 mmol), p-nitrophenyl formate (0.188 g, 1.12 mmol), and 2,6-di-(tert-butyl)pyridine (0.336 mL, 1.50 mmol) in THF (4 mL) was stirred at 65 C. overnight. Solvent was removed under vacuum and the residue purified by PTLC (30% acetone in DCM) to give product as a white solid (0.188 g, 85%). M.p. 196-8 C.; MS (m/z): [M+H]+=296.

With the rapid development of chemical substances, we look forward to future research findings about 585-48-8.

Reference:
Patent; Pharmacia & Upjohn Company; US6441005; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1628-89-3, name is 2-Methoxypyridine, molecular formula is C6H7NO, 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: C6H7NO

A flame-dried, 20 ml argon-filled Schlenk-tube was charged with 2-methoxypyridine (15) (55 mg, 0.50 mmol, 1 .0 equiv.), and dry MeCN (2.0 ml, c = 0.25 M). Trifluoroacetic anhydride (0.21 ml, 0.32 g, 1.5 mmol, 3.0 equiv.) was added while stirring the reaction mixture. After cooling to 0 C, tetrafluorothianthrene reagent (97 % (w/w) tetrafluorothianthrene-S-oxide 1 , 3 % (w/w) tetrafluorothianthrene 2, 157 mg, 0.50 mmol, 1 .0 equiv.) was added in one portion, followed by the addition of trimethylsilyl-trifluormethanesulfonate (181 pi, 0.22 g, 1.0 mmol, 2.0 equiv.) in one portion at 0 C, leading to a dark suspension. The vial was sealed and the mixture was stirred at 0 C for 1 h, followed by stirring at 25 C for 1 h. The reaction mixture was concentrated under reduced pressure, and diluted with 5 ml DCM. The DCM phase was poured onto a saturated aqueous NaHC03solution (ca. 10 ml). The mixture was poured into a separatory funnel, and the layers were separated. The DCM layer was washed with aqueous NaBF4solution (2 x ca. 10 ml, 5 % w/w), and with water (2 x ca. 10 ml). The DCM layer was dried over Na2S04, filtered, and the solvent was removed under reduced pressure. The residue was purified by chromatography on silica gel eluting with DCM / /-PrOH, (30:1 (v/v)). The product was dissolved in 5 ml DCM, and precipitated with 20 ml Et20. The precipitate was dried in vacuo to afford 21 1 mg (87 %) of 15a as colorless solid.NMR Spectroscopy:1H NMR (500 MHz, CD3CN, 298 K, d): 8.35 (dd, J = 9.1 Hz, 7.2 Hz, 2H), 8.06 (dd, J = 2.9 Hz, 0.5 Hz, 1 H), 7.97 (dd, J = 9.9 Hz, 7.1 Hz, 2H), 7.54 (dd, J = 9.2 Hz, 2.9 Hz, 1 H), 6.91 (dd, J = 9.2, 0.6 Hz, 1 H), 3.93 (s, 3H).13C {1H} NMR (128 MHz, CD3CN, 298 K, d): 168.1 , 154.8 (dd, J = 261.6 Hz, 13.1 Hz), 151 .7 (dd, J = 155.6 Hz, 13.7 Hz), 149.5, 139.6, 134.9 (dd, J = 8.8 Hz, 4.0 Hz), 125.0 (dd, J = 22.3 Hz, 2.4 Hz), 121.3 (d, J = 21 .9 Hz), 1 15.5 (dd, J = 7.2 Hz, 3.6 Hz), 1 14.2, 1 12.1 , 55.5. 19F {1H} NMR (471 MHz, CD3CN, 298 K, d): -125.6 (d, J = 20.4 Hz), -133.6 (d, J = 20.4 Hz), -151 .1 (bs), -151.1 (bs).HRMS-ESI(m/z) calc?d for CI8H10F4NOS2+[M-BF4]+, 396.013700; found, 396.013448; deviation: 0.6 ppm.

With the rapid development of chemical substances, we look forward to future research findings about 1628-89-3.

Reference:
Patent; STUDIENGESELLSCHAFT KOHLE MBH; RITTER, Tobias; BERGER, Florian; (146 pag.)WO2020/94673; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5349-17-7, 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 5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

Example 136: 4-(4-Pyridin-4-yl-thiazol-2-ylmethoxy)piperidine-1-carboxylic acid tert-butyl ester A solution of 2-bromo-1-pyridin-4-yl-ethanone hydrobromide (35mg, 124mol) and 4- thiocarbamoylmethoxypiperidine-1-carboxylic acid tert-butyl ester (Preparation 18,34mg, 124Rmol) in methanol (2ml) was heated at 60C for 1. 5h. The reaction mixture was diluted with EtOAc (60ml), washed with saturated aqueous NaHCO3 (15ml) and brine (15ml) then dried (MgSO4). The solvent was removed and the residue purified by flash chromatography (EtOAc) to afford the title compound: RT = 2.95min, mlz (ES+) = 376.1 [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 5349-17-7, 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; PROSIDION LIMITED; WO2005/61489; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 71702-01-7, name is 5-Bromo-6-chloronicotinonitrile. A new synthetic method of this compound is introduced below., Computed Properties of C6H2BrClN2

Step 5; 3-Bromo-4- (3-bromo-5-cyano-pyridin-2-yloxy)-benzyl]- (3-methyl-butyl)-carbamic acid tert-butyl ester; Heat a mixture of the phenol obtained in step 4 (677 mg, 1.82 mmol), 5-Bromo-6-chloro- nicotinonitrile (395 mg, 1.82 mmol), K2CO3 (277 mg, 2.0 mmol) and DMF (22 mL) at 100C under N2 atmosphere overnight. Cool at room temperature. Pour into ice-water and extract with EtOAc. Dry the organic layer over Na2SO4. Eliminate the solvent. Purify by flash chromatography on silica gel (eluent : hexane/EtOAc 8/1) to afford the title compound (860 mg, 85%). H-NMR (CDCl3, 300 MHz): 8.30 (d, 1H, J= 2.0 Hz), 8.19 (d, 1H, J= 2.0 Hz), 7.53 (s, 1H), 7.29 (m, 1H), 7.18 (d, 1H, J= 8.3 Hz), 4.43 (m, 2H), 3.19 (m, 2H), 1.58-1. 42 (m, 12H), 0.90 (d, 6H, J= 6.5 Hz).

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, 71702-01-7, 5-Bromo-6-chloronicotinonitrile.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/90337; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 931105-37-2, 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 931105-37-2, name is Methyl 5-bromo-2-fluoronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

To an oven-dried 10 mL vial were added methyl 5-bromo-2-fluoronicotinate (1 g, 4.27 mmol), bis(pinacolato)diboron (217 mg, 0.854 mmol) and potassium acetate (1.258 g, 12.82 mmol). 1,4-Dioxane (20 mL) was introduced into the vial and nitrogen gas was blown through for 10 min. PdCl2(dppf) (0.156 g, 0.214 mmol) was added to the reaction mixture and degassing continued for 10 min. The mixture was heated to reflux at 80 C ON. The reaction mixture was filtered through a pad of Celite to remove the catalyst, and the filter cake was washed with EtOAc twice. The obtained organic solutions were concentrated. The crude residue was purified by flash column chromatography (ISCO, 80 g silica gel column, 20-50% EtOAc/hexanes) to yield methyl 2-fluoro-5-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (1 g, 3.56 mmol, 83 %) as a white solid. MS ESI m/z 200.0 (M+H for the boronic acid)

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 931105-37-2, Methyl 5-bromo-2-fluoronicotinate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; DZIERBA, Carolyn Diane; GONG, Hua; GUERNON, Jason M.; GUO, Junqing; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; VENABLES, Brian Lee; WEIGELT, Carolyn A.; WU, Yong-Jin; ZHENG, Zhizhen Barbara; SIT, Sing-Yuen; CHEN, Jie; (810 pag.)WO2019/147782; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem