Day: May 19, 2021

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. 620-08-6, name is 4-Methoxypyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H7NO

a) Preparation of Intermediate 21 Di-tert-butyl dicarbonate (58.333 mmol) was added portionwise under a N2 atmosphere and with rapid stirring to a solution of 4-methoxypyridine (58.333 mmol) in THF (60 ml). The mixture was cooled to 0 C., vinylmagnesium bromide (70 mmol) was added dropwise and the mixture was stirred for 3 hours at room temperature. HCl (1N) (about 150 ml) was added at 5 C. (ambient temperature of 25 C.) and the mixture was stirred for 10 minutes. The mixture was extracted with EtOAc. The organic layer was washed with 10% aqueous NaHCO3 solution then brine, dried over MgSO4, filtered and evaporated to dryness, yielding 10.7 g (82.1%) of intermediate 21.

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, 620-08-6, 4-Methoxypyridine.

Reference:
Patent; Guillemont, Jerome Emile Georges; Motte, Magali Madeleine Simone; Lancois, David Francis Alain; Thomas, Sebastein Robert Gaston; Balemans, Wendy Mia Albert; US2015/51244; (2015); 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. 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 68325-15-5

(b) 3-Ethoxy-4-cyanopyridine A mixture of sodium metal (1.4 g, 0.06 mol) and ethanol (10 ml) was stirred until all of the sodium metal had dissolved and the solvent was removed in vacuo. The residue was placed under argon, and DMF (50 ml), followed by 3-chloro-4-cyanopyridine (6.95 g, 0.05 mol) were added at 5 C. The mixture was warmed to room temperature and stirred for 24 hours. The solvent was removed in vacuo and the residue was treated with dichloromethane and filtered. The filtrate was removed in vacuo, the residue was treated with water and a solid was collected by filtration to afford 4.6 g (62%) of 3-ethoxy-4-cyanopyridine as a tan solid, m.p. 56-57 C.

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, 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
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.176690-44-1, name is 2-(Pyridin-3-yl)benzaldehyde, molecular formula is C12H9NO, molecular weight is 183.21, as common compound, the synthetic route is as follows.Recommanded Product: 2-(Pyridin-3-yl)benzaldehyde

To a solution of 2-pyridin-3-yl-benzaldehyde (1 g, 5.46 mmole) in methanol (10 ml) was added a solution of NaBH4 (0.26 g, 6.82 mmole) in methanol (10 ml) at 0 C and stirred for 30 min at same temperature and then refluxed for 1 h. The unreacted NaBH4 was decomposed by solution of 6N HCI. The solvent was removed under reduced pressure and the residue was dissolved in 5N NaOH (20 ml) and extracted with ethyl acetate (3X20 ml). Combined organic extracts were dried (Na2S04), filtered and concentrated to yield 0.95 g (94%) of product. MS (ESI+) m/z 186 (M+H) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,176690-44-1, 2-(Pyridin-3-yl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; LI, Tongmei; WO2005/111003; (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. 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate. A new synthetic method of this compound is introduced below., Safety of Methyl 6-formyl-2-pyridinecarboxylate

General procedure: A solutionof 3 mmol of pyridine-2-carbaldehyde 2a-2c in 25 mLof glacial acetic acid was added to a solution of 3 mmol of isonitrosoacetophenone hydrazone 1a-1d in 25 mL of glacial acetic acid. The mixture was kept for 10 h at room temperature and was then refluxed for 5 min. The solvent was removed under reduced pressure, the residue was treated with ethanol, and the precipitate was filtered off, washed with ethanol, dried,and recrystallized from ethanol.

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, 69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate.

Reference:
Article; Shabunina; Starnovskaya; Shtaits, Ya. K.; Kopchuk; Kovalev; Zyryanov; Rusinov; Chupakhin; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1576 – 1578; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1561 – 1563,3;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 571189-49-6 , The common heterocyclic compound, 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, molecular formula is C10H16N4, 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.

Under N2 atmosphere, to a solution of 2′-chloro-2,3,5,6-tetrahydro-8’H-spiro[pyran- 4,9′-pyrazino[r,2′: l,5]pyrrolo[2,3-d]pyrimidine] (32, 50 mg, 0.18 mmol) and 5-(4- methylpiperazin-l-yl)pyridin-2-amine (52 mg, 0.27 mmol) in dioxane (4 mL) was added CS2CO3 (170 mg, 0.52 mmol), Pd(OAc)2 (8 mg, 0.04 mmol) and X-Phos (12 mg, 0.03 mmol). After stirring at 100 C for 12 h, the mixture was directly concentrated in vacuo. The resulting residue was purified by prep TLC to provide N-(5-(4-methylpiperazin-l-yl)pyridin-2-yl)- 2,3,5,6 etrahydro-8H-spiro[pyran-4,9′-pyrazino[l 2^ 1,5]pyiTolo[2,3-d]pyriiTddin]-2′-amine (COMPOUND 10, 20 mg, 0.05 mmol). MS (ESI+): m/z 433 [M + H]+; NMR (300 MHz, MeOD): delta 8.90 (s, 1H), 8.53 (s, 1H), 8.09 (d, J = 9.0 Hz, 1H), 8.03 (d, J = 3.0 Hz, 1H), 7.70 (d, J= 7.2 Hz, 1H), 7.09 (s, 1H), 4.24 (d, J= 1.7 Hz, 2H), 4.01 (dd, J= 12.3, 4.8 Hz, 2H), 3.77 (t, J = 11.8 Hz, 2H), 3.56 – 3.33 (m, 8H), 3.28 – 3.17 (m, 2H), 2.95 (s, 3H), 1.82 (d, J = 13.6 Hz, 2H).

The synthetic route of 571189-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay, Copelnad; (156 pag.)WO2018/5863; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13362-28-2 ,Some common heterocyclic compound, 13362-28-2, molecular formula is C6H6N2O2, 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 mixture of 6-benzyloxy-1-[(E)-2-(5-benzyloxy-4-methoxy-2-methyl-phenyl)vinyl]-7-methoxy-1,2,3,4-tetrahydroisoquinoline [50 mg (0.097 mmol)], 2-aminopyridine-4-carboxylic acid [13.8 mg (0.1 mmol)], DIEA [50 ul (0.3 mmol)] & 1 mL of DMF was added HATU [47.5 mg (0.125 mmol)]. The reaction was stirred at rt for 1 h and then diluted with 20 mL of EtOAc and washed 2* with sat NaCl. The EtOAc layer was dried (Na2SO4) and the solvent removed. Yield=28 mg (46%) via prep chrom. MS (m/z): 642 [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,13362-28-2, its application will become more common.

Reference:
Patent; Prosetta Antiviral, Inc.; ATUEGBU, Andy; SOLAS, Dennis; HURT, Clarence R.; KITAYGORODSKYY, Anatoliy; (141 pag.)US2016/168100; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9, 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 93683-65-9, name is 6-Chloro-3-nitropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Generalprocedure. A solution of 6-chloro-2-cyano-3-nitropyridine (1 equiv) in toluene or dioxane/water (see compound description) was degassed with argon and subsequently, the corresponding aryl boronic acid (1.2equiv), Pd(PPh3)4 (0.02 equiv) and K2CO3 (2 equiv) were added. The mixture was degassed a second time, filled with argon and stirred at 95 C overnight. After completion of the reaction as monitored by TLC,the volatiles were evaporated to dryness and the crude residue was diluted with EtOAc (20 mL) and washed with water (2×20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated invacuo. The resulting residue was purified by silica gel flash chromatography, yielding the corresponding 6-aryl-3-nitropyridine-2-carbonitrile. The following compounds were made according to this procedure.

According to the analysis of related databases, 93683-65-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; De Jonghe, Steven; Einav, Shirit; Froeyen, Mathy; Herdewijn, Piet; Martinez-Gualda, Belen; Pu, Szu-Yuan; Bioorganic and medicinal chemistry; vol. 28; 1; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1037223-35-0, 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.1037223-35-0, name is 2-Bromo-6-isopropylpyridine, molecular formula is C8H10BrN, molecular weight is 200.08, as common compound, the synthetic route is as follows.

Compd. 1B (5. 0g, 9. 50mmol), 2-bromo-6-Isopropylcyclohexanecarboxylic polypyridine (3. 0g, 19. 0mmol), sodium carbonate (7. 5g, 19. 0mmol) of dimethyl ether (100 ml)/ water solution (20 ml), tetrakis (triphenylphosphine) palladium (1. 0g, 0. 95mmol) in addition to 10 C, reflux in 12 hours. Ice water (100 ml) is added, the extracted with ethyl acetate (100 ml × 3 times) the reaction liquid. After cleaning the saturated solution, dried with sodium sulfate, filtration, concentrating, column chromatography (ethyl acetate/aminopentanenitrile = 10/1) by purification, yellow oilies compd. 2A is obtained. Yield 4. 0g yield at 83%.

Statistics shows that 1037223-35-0 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-isopropylpyridine.

Reference:
Patent; JAPAN POLYPROPYLENE CORP; JAPAN POLYETHYLENE CORP; KOBAYASHI, MINORU; UCHINO, HIDEFUMI; (40 pag.)JP2015/155397; (2015); A;,
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 918511-92-9, name is 5-(Pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C12H9N3

To 3-dibenzylammo-2,6-difluoro-benzaldehyde (53, 0.76 g, 2.3 mmol) in methanol (50 mL) were added 5-pyridin-3-yl-lH-pyrrolo[2,3-b]pyridme (89, 0.40 g, 2.1 mmol, prepared as described in Example 17) and potassium hydroxide (0.50 g, 8.9 mmol) under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 5% methanol in methylene chloride to provide the compound (54, 0.60 g, 50%). MS(ESI)

With the rapid development of chemical substances, we look forward to future research findings about 918511-92-9.

Reference:
Patent; PLEXXIKON, INC.; WO2007/2325; (2007); 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. 20265-38-7, name is 2-Methoxypyridin-3-amine. A new synthetic method of this compound is introduced below., Product Details of 20265-38-7

(2) A solution of 2-methoxypyridin-3-amine (39.4 g) in N,N-dimethylformamide (200 mL) was cooled to -30 C., and a solution of N-bromosuccinimide (62.1 g) in N,N-dimethylformamide (100 mL) was added dropwise. After stirring for 30 minutes, the reaction solution was poured into water and extracted with chloroform. The organic layer was sequentially washed with a saturated sodium sulfite solution, water and brine and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1?4:1) to give 6-bromo-2-methoxypyridin-3-amine as a yellow powder (51.9 g, 80%). 1H NMR (300 MHz, CDCl3) delta ppm 3.64-3.84 (m, 2H), 3.98 (s, 3H), 6.78 (dd, J=7.9, 1.0 Hz, 1H), 6.87 (d, J=7.9 Hz, 1H). MS(+): 203 [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, 20265-38-7, 2-Methoxypyridin-3-amine.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD.; US2011/237791; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem