Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, 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, Computed Properties of C5H2ClFN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H2ClFN2O2

5-chloro-3-fluoro-2-nitropyridine (510 mg), 1-amino-2-methylpropan-2-ol (283 mg)A mixture of diisopropylethylamine (1.1 mL) and NMP (3 mL) was stirred at room temperature for 15 h. Water was added to the reaction solution, and the resulting solid was collected by filtration and washed with water and hexane to prepare compound 11 (370 mg).

The synthetic route of 1064783-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; Komiya, Masafumi; Mizushima, Shingo; Iwamoto, Kohei; Urashima, Kuniko; (48 pag.)JP2018/154562; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1228631-54-6, 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. 1228631-54-6, name is 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol, molecular formula is C8H8F3NO, 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 74: Preparation of O-l-(6-(trifluoromethyl)pyridin-3-yl)ethyl 4-(l-(4-(trifluoromethoxy)phenyl)-lH-l,2,4-triazol-3-yl)phenylcarbamothioate (Compound 133)Under a N2 atmosphere, thiophosgene (0.56 mmol) was added dropwise to cold dichloromethane cooled in an ice bath. To this solution was added a cold 0.2 mM (0.13 mmol) K2CO3 solution. The reaction was stirred for 10 min. 4-(l-(4- (Trifluoromethoxy)phenyl)-lH-l,2,4-triazol-3-yl)aniline (0.56 mmol) was dissolved in dichloromethane and added dropwise to the above mixture. The reaction was allowed to stir for another 10 min. A cold 0.6 mM (0.92 mmol) KOEta solution was then added. After 30 min, the reaction mixture was diluted with dichloromethane and washed with water and brine. The organic layer was dried over MgSO4 and concentrated. The crude isothiocyanate was used without further purification in the next step.To a slurry of NaH (9.2 mg of a 60% suspension in mineral oil, 0.229 mmol) in THF (1 mL) at 0 0C was added l-(6-(trifluoromethyl)pyridine-3-yl)ethanol (43.7 mg, 0.229 mmol) in PhCH3 (0.4 mL). The mixture was warmed to ambient temperatue and stirred for 15 min, and then the isothiocyanate from above (75.6 mg, 0.209 mmol) in THF (1 mL) was added via cannula. After stirring for 20 min, the mixture was quenched by addition of aq NH4Cl solution and extracted with EtOAc (x3). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated. The crude product was applied to a silica gel column, and elution with a 15% to 40% to 65% EtOAc/hexanes gradient provided the title compound (88.2 mg, 77%) as an off-white solid: mp 186.5-188 0C; 1H NMR (300 MHz, CDCl3) delta 8.76 (s, IH), 8.58 (s, IH), 8.50 (s, IH), 8.19 (d, J= 8.7 Hz, 2H), 7.91-7.83 (m, IH), 7.80 (d, J = 9.1 Hz, 2H), 7.69 (d, J = 8.1 Hz, IH), 7.49-7.29 (m, 4H), 6.68 (q, J = 6.7 Hz, IH), 1.76 (d, J= 6.6 Hz, 3H); HRMS-FAB (m/z) [M+H]+ calcd for C24Hi7F6N5O2S, 553.101; found, 553.1006.

According to the analysis of related databases, 1228631-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; LAMBERT, William; CROUSE, Gary; SPARKS, Thomas; CUDWORTH, Denise; WO2011/17513; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5444-01-9, 4-Methylnicotinonitrile, 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, Application In Synthesis of 4-Methylnicotinonitrile, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Methylnicotinonitrile

D) Preparation of 4-Methyl-3-Pyridinecarboxamide STR14 To a stirred mixture of 11.7 g (0.099 mole) of 3-cyano-4-methylpyridine in 50 ml of water was added 14.7 g of pre-washed ion exchange resin (Amberlite IRA-400-OH). The mixture was heated to reflux for three hours, then cooled to 60 C. The ion exchange resin was filtered and washed with water. The filtrate was concentrated under vacuum to a yellow solid. The mixture was stirred with high boiling petroleum ether, filtered, and dried under vacuum at 80 C. to yield 8.8 g (65%) of the amide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5444-01-9, 4-Methylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5668287; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73101-79-8 ,Some common heterocyclic compound, 73101-79-8, molecular formula is C8H12N2O, 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.

b) Ethyl 2-(ethoxymethylene)-3-oxohexanoate (22.4 g) was added to a suspension of 5-ethoxy-6-methylpyridin-2-amine (14.9 g) in IMS (50 ml). After the initial exotherm had subsided IMS (100 ml) was added and the mixture boiled under reflux until a solution was obtained. This solution was cooled and filtered to give ethyl 2-(5-ethoxy-6-methylpyrid-2-ylaminomethylene)-3-oxohexanoate, m.p. 117-120 C.

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. 73101-79-8, 5-Ethoxy-6-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Boots Company PLC; US5464781; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 76005-99-7 ,Some common heterocyclic compound, 76005-99-7, molecular formula is C7H10N2O, 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.

D) Preparation of 2-Chloro-N-(2-methoxy-4-methyl-3-pyridinyl)-3-pyridinecarboxamide STR15 To a solution of 0.4 g (2.9 mmol) of 3-amino-2-methoxy-4-methylpyridine and 0.5 g (2.9 mmol) of 2-chloronicotinoyl chloride in EtOAc at 0 C. was added 0.4 g (3.0 mmol) of N,N-diisopropylethylamine. Stirring was continued for 10 h at which point the mixture was washed with 0.1N HCl, dried (MgSO4), concentrated and purified by flash chromatography on silica gel (1:1 EtOAc:hexanes) to yield 0.7 g (88%) of the desired material. m.p.: 145-146 C. (Recrystallized from ethyl acetate).

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. 76005-99-7, 2-Methoxy-4-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5532358; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120739-77-7 ,Some common heterocyclic compound, 120739-77-7, molecular formula is C8H11ClN2, 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.

To a 100ml three necked round bottom flask was added N-((6-chloropyridin-3-yl)methyl)ethanamine (17.0 g, 0.1 mol), (2-nitroethene-1,1-diyl)bis(methylsulfane) (15.0 g, 0.09 mol), dry ethanol (50 mL). The mixture was refluxed. After completion, the reaction mixture was cooled to r.t. and concentrated under reduced pressure to obtain crude product as oil, which was purified by column chromatography to afford 5.3g N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1- (methylthio)-2-nitroethenamine in 18.5% yield. GC-MS: m/z (%) = 242 ([M]+-46, 53), 227 (15), 213 (100), 169 (45), 155 (28), 141 (29), 126 (91),90 (12).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,120739-77-7, its application will become more common.

Reference:
Patent; East China University of Science and Technology; Shanghai Shengnong Pesticide Co., Ltd.; EP2377845; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1211523-71-5, name is 2-(2-Bromopyridin-3-yl)acetonitrile, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.SDS of cas: 1211523-71-5

To a 0C solution of 2-(2-bromopyridin-3-yl)acetonitrile (2.21 g, 11.21 mmol) inDMF (20 mL) was added NaH (60% dispersion in mineral oil, 1.12 g, 28.03 mmol) in portions. The resulting mixture was warmed to 60 C and stirred for 1.5 h. Tert-butylbis(2-chloroethyl)carbamate (3.26 g, 13.46 mmol) was added to the mixture and stirred for 2 h at 60 C. After cooling to RT, the reaction mixture was quenched with brine (50 mL), extracted with EA (3 x 100 mL). The combined organic layers were washed with brine (3 x 80 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica chromatography (eluting with EA: Hex = 1: 3, v/v) to give tert-butyl4-(2-bromopyridin-3-yl)-4-cyanopiperidine-1-carboxylate (1.56 g). MS: m/z 366 (M+H) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211523-71-5, 2-(2-Bromopyridin-3-yl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JACOBIO PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; MA, Cunbo; GAO, Panliang; HU, Shaojing; XU, Zilong; HAN, Huifeng; WU, Xinping; KANG, Di; LONG, Wei; (202 pag.)WO2018/172984; (2018); 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. 700811-29-6, name is 2-Chloro-4-hydrazinopyridine. A new synthetic method of this compound is introduced below., Safety of 2-Chloro-4-hydrazinopyridine

A solution of (2-chloro-pyridin-4-yl)-hydrazine (1.0 g, 6.965 mmol), ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutanoate, INT1 (1.67 g, 6.965 mmol) and triethylamine (1.92 mL, 13.758 mmol) in ethanol (25 mL) was stirred overnight at 80 C. The reaction mixture was concentrated under reduced pressure and residue purified by chromatography over silica gel (gradient of EA in heptane from 0 to 25%) to afford the title compound as a clear oil (765 mg, 34%). 1H NMR (300 MHz, chloroform-d) delta 1.39 (t, J=7.2 Hz, 3H), 4.39 (q, J=7.2 Hz, 2H), 7.26 (s, OH), 7.36 (d, J=5.5 Hz, 1H), 7.51 (d, J=1.9 Hz, 1H), 8.16 (s, 1H), 8.57 (d, J=5.4 Hz, 1H). MS m/z 320 (MH+).

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, 700811-29-6, 2-Chloro-4-hydrazinopyridine.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6200-59-5, 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. 6200-59-5, name is Imidazo[1,2-a]pyridine-3-carbonitrile, molecular formula is C8H5N3, 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.

A solution of sodium methoxide (prepared from sodium (0.13 g, 5.65 mmol) and methanol (10 mL)) was added dropwise to a suspension of imidazo[1 ,2-a]pyridine-3- carbonitrile (4.0 g, 27.94 mmol) in methanol (15 mL) and the resulting mixture was stirred at ambient temperature overnight. Ammonium chloride (1 .64 g, 30.7 mmol) was then added and the mixture was heated at 90 C for 4h. The solvent was removed under reduced pressure and the resulting solid was treated with diethyl ether, filtered and purified by flash chromatography (dichloromethane/ ethanol) to give the title compound (4.47 g, 99%) as a white solid. LRMS (m/z): 161 (M+1 )+ 1H NMR delta (300 MHz, DMSO-d6): 7.21 (t, 1 H), 7.56 (t, 1 H), 7.79 (d, 1 H), 8.26 (s, 1 H), 8.67 (d, 1 H) .

According to the analysis of related databases, 6200-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/91531; (2015); 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 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C12H9N3

CdSO4·3/8 H2O (0.026 g, 0.1 mmol), 3PBI (0.0195 g, 0.1 mmol), NaOH (0.0072 g,0.18 mmol), adipic acid (0.0146 g, 0.1 mmol), and water (6 mL) were added to a 15-mLTeflon reactor and heated under autogenous pressure at 160 C for 3 days. The reaction mixture was cooled to room temperature at a rate of 5 C h-1. Yellow pellet crystals of 3suitable for X-ray diffraction analysis were obtained (0.0123 g, yield: 27% based onCdSO4). Elemental analysis Calcd (%) for C18H15Cd N3O5 (465.73): C, 46.38; H, 3.22; N,9.02; found: C, 46.19; H, 3.24; N, 9.05. IR (KBr, cm-1): 2943(w), 1557(s), 1419(s), 1329(m), 1278(m), 1197(m), 1130(w), 1049(m), 962(m), 930(m), 816(m), 740(s), 700(m), 637(m), 519(w), 428(m).

With the rapid development of chemical substances, we look forward to future research findings about 1137-67-3.

Reference:
Article; Wang, Cui-Cui; Wang, Jin-Hua; Tang, Gui-Mei; Wang, Yong-Tao; Cui, Yue-Zhi; Ng, Seik Weng; Journal of Coordination Chemistry; vol. 68; 21; (2015); p. 3918 – 3931;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem