Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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 C6H6BrNO, blongs to pyridine-derivatives compound. Computed Properties of C6H6BrNO

To a solution of 487 6-bromo-5-methylpyridin-3-ol (500 mg, 2.66 mmol), 83 bromocyclopropane (1287 mg, 10.64 mmol) and 488 potassium iodide (50 mg, 0.301 mmol) in 106 DMF (4.0 mL) was added 459 cesium carbonate (1300 mg, 3.99 mmol) at RT. The reaction vessel was sealed and heated in a microwave at 150 C. under nitrogen for 1 h. The reaction mixture was cooled to RT and poured into water (20.0 mL) and extracted with ethyl acetate (10.0 mL×3). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash silica gel chromatography to afford the 489 title compound as an oil. MS (ESI) m/z: 229.9[M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck Sharp & Dohme Corp.; Han, Yongxin; Achab, Abdelghani; Deng, Yongqi; Fradera, Xavier; Gibeau, Craig; Hopkins, Brett A.; Li, Derun; Liu, Kun; McGowan, Meredeth A.; Sciammetta, Nunzio; Sloman, David; White, Catherine; Zhang, Hongjun; Zhou, Hua; US2019/144433; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, 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, 851484-95-2, blongs to pyridine-derivatives compound. Safety of 2-Chloro-5-fluoronicotinaldehyde

2-chloro-5-fluoro-pyridine-3-carbaldehyde (1.00 g, 6 · 27 mmol) was added to a 20 ml microwave vial, 2-benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.1 equivalents, 6.89 mmol) [1,1′-bis (diphenylphosphino) ferrocene] palladium (II) dichloride (PdCl2 (dppf); 0 ? 1 equivalent, 0.63 mmol ) And powdered sodium carbonate (3 equiv., 18.8 mmol). Add 1,4-dioxane (9 mL) and water (5 mL) The mixture was rinsed with nitrogen and then passed through a microwave 90 C under heating for two 2 hours. The cooled mixture was then directly adsorbed onto silica and purified by trituration on a 40 g silica gel column eluting with isohexane: ethyl acetate (100%: 0% to 70%: 30%) to afford the title compound as a colorless oil 2-benzyl-5-fluoro-pyridine-3-carbaldehyde (460 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,851484-95-2, its application will become more common.

Reference:
Patent; Xian Zheng Da Cangu Co., Ltd.; G ·mixieer; G ·muensi; N ·P·maerhuolande; M ·C·pulaien; (42 pag.)CN106715425; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 169205-95-2, 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.169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, molecular weight is 166.2, as common compound, the synthetic route is as follows.

To a solution of 2-(methylthio)oxazolo[4,5-b]pyri- dine (2.0 g, 12.12 mmol) in THF (5 mL) was added morpholine (5 mL) and heated at 75 C. overnight. The solvent was distilled off to afford the title compound (2.0 g, 83.3%).10210] ?HNMR (DMSO-d5, 300 MHz): oe 8.20-8.10 (d,1H), 7.80-7.70 (d, 1H), 7.15-7.00 (m, 1H), 3.75-3.72 (m,4H), 3.63-3.52 (m, 4H). LCMS: mlz: 206.5 (M+1)+

The chemical industry reduces the impact on the environment during synthesis 169205-95-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; Gummadi, Venkateshwar Rao; Samajdar, Susanta; (82 pag.)US2016/340366; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 90395-45-2, 1-(4-(Pyridin-3-yl)phenyl)ethanone, 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, HPLC of Formula: C13H11NO, blongs to pyridine-derivatives compound. HPLC of Formula: C13H11NO

1-(4-pyridin-3-ylphenyl)-ethanone(1-(4-Pyridin-3-yl-phenyl)-ethanone) (75g, 380.26mmole),3-bromobenzaldehyde(3-bromo-benzaldehyde) (67g, 362.16mmole),Add 1340 ml of ethanol and stir in the reaction flask.Finally, sodium tert-butoxide (52.7 g, 543.23 mmole) was added and stirred at room temperature.After the reaction has been completed, add 200 ml of deionized water and stir to filter.After filtering the solid with deionized water and methanol,The solid was then filtered with 100 ml of deionized water and 200 ml of methanol for 30 minutes.The solid was dried twice to obtain 78 g of pale yellow solid 3-(3-bromophenyl)-1-(4-pyridin-3-ylphenyl)-acetone(3-(3-bromo-phenyl)-1-(4-pyridin-3-ylphenyl)propanone),The yield was 88.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90395-45-2, 1-(4-(Pyridin-3-yl)phenyl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Yulei Optoelectric Technology Co., Ltd.; Huang Helong; Guo Huangming; Zhao Dengzhi; Lin Qizhen; Zhang Minzhong; (29 pag.)CN109988159; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 121643-44-5, 2-Methoxy-3-(trifluoromethyl)pyridine, 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, 121643-44-5, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Methoxy-3-(trifluoromethyl)pyridine

Intermediate 1 5-Bromo-2-methoxy-3-trifluoromethyl-pyridine To 2-methoxy-3-(trifluoromethyl)pyridine (20.0 g, 113.0 mmol) and 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione (43.6 g, 152.0 mmol) was added TFA (80 mL) and the resulting mixture stirred at rt for 18 h under argon. The TFA was removed in vacuo (50 mbar, 45 C.) and the residue suspended in tert-butyl methyl ether (200 mL). The resulting colourless solid was removed by filtration and washed with tert-butyl methyl ether (50 mL). The filtrate was concentrated in vacuo and suspended in EtOAc (50 mL) The insoluble colourless solid was removed by filtration and washed with EtOAc (50 mL). The filtrate was concentrated in vacuo, diluted with heptane/tert-butyl methyl ether (5/1, 20 mL) and the insoluble colourless solid was removed by filtration. The filtrate was purified by column chromatography on silica gel with heptane/EtOAc, 100/0 to 90/10. The crude product was filtered through a plug of NaHCO3 (20 g) and the filtrate evaporated in vacuo to give a golden oil (27.9 g). The oil was dissolved in heptanes (20 mL) and purified by filtered through a plug of silica gel (80 g), eluting with heptane to give 5-bromo-2-methoxy-3-(trifluoromethyl)pyridine as a colourless oil (22.5 g, 74% yield). 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 4.03 (s, 3H) 7.95 (d, 1H) 8.4 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,121643-44-5, its application will become more common.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (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 57963-08-3, name is 5,6-Dimethylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H10N2

A pressure tube was charged with ethyl 4,6-dichloropyridazine-3-carboxylate (300 mg, 1.36 mmol), 5,6-dimethylpyridin-2-amine (249 mg, 2.04 mmol) in acetonitrile (8 mL) and the mixture was heated in an oil bath at 140 C. for 18 h. After cooling to room temperature, the mixture was concentrated in vacuo, adsorbed on silica gel and then purified by chromatography (silica, 50 mum, 80 g column from Analogix, 0% to 10% acetone in dichloromethane, 20 min) to afford ethyl 6-chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxylate (150 mg, 36%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.20 (s, 1H) 8.86 (s, 1H) 7.57 (d, J=8.08 Hz, 1H) 6.97 (d, J=8.08 Hz, 1H) 4.40 (q, J=7.24 Hz, 2H) 2.42 (s, 3H) 2.23 (s, 3H) 1.35 (t, J=7.20 Hz, 3H); LCMS (EI/CI) m/z: 307 [M+H].

With the rapid development of chemical substances, we look forward to future research findings about 57963-08-3.

Reference:
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13296-04-3, 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 13296-04-3 as follows.

EXAMPLE 11 N-[4-(4-Pyridinyl)phenyl]butanamide–To a mixture containing 19.6 g. of n-butanoic acid anhydride in 150 ml. of chloroform was added with stirring 6.81 g. of 4-(4-pyridinyl)benzeneamine and the resulting mixture was stirred at room temperature for 17 hours and then refluxed with stirring for 90 minutes. The reaction mixture while warm was filtered through diatomaceous earth and the filtrate was concentrated on a steam bath to remove the solvent. The residue was diluted with water, the aqueous mixture made alkaline with ammonium hydroxide and the resulting mixture was stirred, concentrated further to remove small amount of remaining chloroform and the resulting solid was collected. The solid was recrystallized from 150 ml. of ethanol plus water and dried in vacuo at 90 C. for 20 hours to yield 8.2 g. of N-[4-(4-pyridinyl)phenyl]butanamide, m.p. 174-175 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13296-04-3, its application will become more common.

Reference:
Patent; Sterling Drug Inc.; US4317827; (1982); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116785-23-0, 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 116785-23-0, name is 4,6-Dimethylnicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

4,6-Dimethyl-3-pyridinecarbaldehyde1 (2.52g) and methyl D-alloisoleucinatehydrochloride (3.4g) were dissolved in 2,2,2-trifluoroethanol (50ml). To this wasadded triethylamine (2.61ml) and the reaction mixture was left to stand for 18 hours.

According to the analysis of related databases, 116785-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/399; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 667932-24-3, Adding some certain compound to certain chemical reactions, such as: 667932-24-3, name is 2-Ethynylpyridin-4-amine,molecular formula is C7H6N2, 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 667932-24-3.

Step E Compound 240 (513 mg) was dissolved in dry dichloromethane (50 mL) and Et3N (0. 786ml, 1.3equiv.) was added under nitrogen. The mixture was cooled in an ice bath and a solution of dichloroacetyl chloride (0.483 mL, [L.] [LEQUIV.)] in dry dichloromethane (5 mL) was added dropwise. The reaction was allowed to warm to room temperature over 6 hours and then diluted with EtOAc, washed with a saturated solution of sodium bicarbonate, dried, filtered and concentrated in vacuo. The crude material was passed through a plug of silica gel, eluted with 1: 1 hexanes/EtOAc. The fractions were concentrated to produce a purple oil that solidified under high vacuum to yield compound 255 (658mg).

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. 667932-24-3, 2-Ethynylpyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2004/18463; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 116855-08-4, 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 116855-08-4 as follows.

Step 5: lH-Pyrazolor3,4blpyridine-3-carboxylic Acid Methyl Ester The mixture of solids from the preceding step 4 (95 g) was suspended in methanol (500 mL) and sulfuric acid (5 mL) was added carefully. The reaction mixture was then heated to reflux for 6-8 h, and the reaction was monitored using TLC. After completion of the reaction, inorganic solids were filtered off from the reaction mixture and the solid cake was washed with hot methanol. The main filtrate and the washings were combined, then methanol was distilled off under reduced pressure on the rotary evaporator. The resulting solids were suspended in 5% sodium bicarbonate solution (300 mL) and stirred for 5 min. at room temperature. The white solids were filtered off and dried in an oven at 90-95 0C to constant weight (8.07 g, 42% based on 3-methyl-lH-pyrazolo[3,4b]pyridine), mp 201-203 0C. 1H NMR: (CDCl3) 14.4 (brs, 1 H), 8.74 (dd, J = 4.6 and 1.5 Hz, 1 H), 8.64 (dd, J = 8.1 and 1.5 Hz, 1 H), 7.39 (dd J = 8.1 and 4.6 Hz, 1 H), 4.10 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116855-08-4, its application will become more common.

Reference:
Patent; UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.; WO2011/5759; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem