Tag: M.W:100-200

Reference of 18437-58-6, Adding some certain compound to certain chemical reactions, such as: 18437-58-6, name is 4-Amino-2-picoline,molecular formula is C6H8N2, 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 18437-58-6.

Et3N (275 mu, 1.983 mmol) was added to a mixture of intermediate 1-49 (290 mg, 0.693 mmol), Pd(OAc)2 (3 mg, 0.013 mmol), dppf (14 mg, 0.026 mmol), 4-amino-2-methylpyridine (71 mg, 0.661 mmol) in 1,4-dioxane (30 mL) was stirred under CO atmosphere (6 atm) at 90 C for 18h. The mixture was diluted with sat. sol. NaHCO3 and extracted with EtOAc. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane 0/100 to 90/10). The desired fractions were collected and the solvents concentrated in vacuo. The product was triturated with pentane to yield final compound Co. No. 84 (135 mg, 45%). 1H NMR (300 MHz, CDCl3) delta ppm 1.76 (d, J=6.5 Hz, 3 H) 2.53 (s, 3 H) 3.99 (dd, J=12.9, 7.6 Hz, 1 H) 4.26 (dd, J=12.9, 4.3 Hz, 1 H) 4.75 – 4.90 (m, 1 H) 6.63 (t, J=72.7 Hz, 1 H) 7.22 – 7.29 (m, 1 H) 7.33 (s, 1 H) 7.47 (d, J=5.6 Hz, 1 H) 7.50 (s, 1 H) 7.61 (d, J=8.7 Hz, 1 H) 8.32 (s, 1 H) 8.36 (d, J=5.6 Hz, 1 H) 12.08 (br. s., 1 H).

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; DELGADO-GONZALEZ, Oscar; ANDRES-GIL, Jose, Ignacio; TRABANCO-SUAREZ, Andres, Avelino; (183 pag.)WO2016/16380; (2016); A1;,
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. 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate, molecular formula is C8H9NO3, 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. Application In Synthesis of Methyl 6-(hydroxymethyl)nicotinate

A mixture of methyl 6-(hydroxymethyl)nicotinate (7 g , 37 mmol) and Mn02 (32,3 g , 372 mmol) in DCM ( 200 mL ) was stirred at 20 C for 4 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel (PE/EtOAc = 5/1) to afford methyl 6-formylnicotinate (6 g , 97%).MS-ESI (m/z): 166.2 (M+l) + (LC-MS method C; Ret. time: 0.36 min).

With the rapid development of chemical substances, we look forward to future research findings about 56026-36-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
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

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

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 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

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

Application of 6515-38-4, 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. 6515-38-4, name is 3,5,6-Trichloropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

General procedure: 2-Chloro-4-(trifluoromethyl)phenol (0.43 g, 2.19 mmol) was dissolved in 15 mL of butanone, and anhydrous potassium carbonate (0.60 g, 4.35 mmol) was added to the solution. The solution was stirred for 0.5 h, and methyl (E)-methyl 2-(2-(bromomethyl)phenyl)-2-(methoxyimino)acetate (0.63 g, 2.20 mmol) was then added. The reaction mixture was heated to 80 C and monitored by TLC. After five hours, the mixture was cooled, diluted with 50 mL water and extracted with ethyl acetate (3 × 100 mL). The combined extracts were washed with brine, dried (anhydrous magnesium sulfate), and filtered. The filtrate was evaporated and the crude product was purified via silica gel column chromatography, using a 1:2 (v/v) mixture of ethyl acetate and petroleum ether (boiling point range: 60-90 C) as the eluting solution to obtain compound 2b as a white solid: 0.67 g (72.9%), mp 115-116 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6515-38-4, its application will become more common.

Reference:
Article; Li, Lin; Li, Miao; Chi, Huiwei; Yang, Jichun; Li, Zhinian; Liu, Changling; Journal of Fluorine Chemistry; vol. 185; (2016); p. 173 – 180;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120740-10-5, 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.120740-10-5, name is (6-Bromopyridin-3-yl)methanamine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

To the suspension of 9-cyclopentyl-2,6-dichioro-9H-purine (13.6 mmol) in a mixture of n-propanol (60 ml) and N,N-diisopropyl-N-ethylamine (60.0 mmol) C-(6- bromo-pyridin-3-yl)methylamine (15.0 mmol) was added. The suspension was heated with stirring in a sealed tube under an argon atmosphere at the temperature 120 C. for 4 hours. Afier cooling to room temperature the reaction mixture was lefi to stand at 5 C. overnight and the white solid was filtered off and washed with small amount of ice-cooled isopropanol. The crude product was dried at 80 C. for 2 hours and finally crystallized from ethanol. Yield: 71%, m.p.: 178-179 C. Elemental analysis: Calcd. for C,5H,5C113rN5 (407.70): C, 47.14; H, 3.96; N, 20.61. Found: C, 47.35; H, 3.88; N, 20.48. HPLC-MS (ESI+): 409 (98.5%). ?H NMR (DMSO_d5):1.64-1.69 (m, 2H), 1.81-1.96 (m, 4H), 2.09-2.15 (m, 2H),4.61 (s(br), 2H, CH2), 4.77 (qui, J=7.20, 1H, CH), 7.59 (d, J=8.19, 1H, ArH), 7.70 (d, J=8.19, 1H, ArH), 8.26 (s, 1H, CH), 8.38 (s, 1H, ArH), 8.82 (s(br), 1H, NH).

Statistics shows that 120740-10-5 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-3-yl)methanamine.

Reference:
Patent; BIOPATTERNS S.R.O.; UNIVERZITA PALACKEHO V OLOMOUCI; GUCKY, Tomas; JORDA, Radek; ZATLOUKAL, Marek; KRYSTOF, Vladimir; RAROVA, Lucie; REZNICKOVA, Eva; MIKULITS, Wolfgang; STRNAD, Miroslav; (50 pag.)US2015/368248; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 114080-94-3 ,Some common heterocyclic compound, 114080-94-3, molecular formula is C6H5N3O, 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.

Intermediate 27: IsoxazolordeltaLambda-cipyridin-S-yl-carbamic acid phenyl ester.; P-N oNryXNAoph W HTo a suspension of isoxazolo[5,4-c]pyridin-3-ylamine (1.49 g, 11.0 mmol) in CH3CN (50 ml_) was added phenyl chloroformate (0.696 ml_, 5.50 mmol). The reaction mixture was heated at 70 0C overnight, then cooled to rt, diluted with H2O (100 ml_) and saturated aqueous NaHCO3 (10 ml_). The resulting yellow precipitate was filtered and dried under vacuum to give isoxazolo[5,4-c]pyridin-3-yl-carbamic acid phenyl ester (1.099 g, 39%). MS (ESI+): calcd for Ci3H9N3O3 m/z 255.06, found 256.1 (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,114080-94-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, J., Guy; KEITH, John, M.; TICHENOR, Mark, S.; CHAMBERS, Alison, L.; JONES, William, M.; HAWRYLUK, Natalie, A.; TIMMONS, Amy, K.; MERIT, Jeffrey, E.; SEIERSTAD, Mark, J.; WO2010/68453; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem