Category: 69950-65-8

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 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 69950-65-8

General procedure: To a solution of 3-bromo-2-phenyl-7-(trimethylsilyl)pyrazolo[1,5-a]pyridine (18, 550 mg, 1.59 mmol) in THF (4 mL) was added n-butyllithium (0.7 mL, 1.91 mmol, 2.6 mol/L solution in hexane) at -78 C. After stirring at -78 C for 0.5 h, a solution of methyl 6-formylpicolinate (527 mg, 3.19 mmol) in THF (4 mL) was added to the mixture at -78 C. The solution was stirred at room temperature for 1 h, and then the reaction was quenched by the addition of saturated aq. ammonium chloride. The mixture was extracted with ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 4:1) to give the title compound 23 as a yellow oil (361 mg, 53%).

With the rapid development of chemical substances, we look forward to future research findings about 69950-65-8.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Saito, Yoshifumi; Watanabe, Hiroyuki; Kondo, Tatsuhiro; Kondo, Atsushi; Kawamura, Naohiro; Tatani, Kazuya; Kohno, Yasushi; Tanaka, Nobuyuki; Seto, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4044 – 4050;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, 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, Product Details of 69950-65-8, blongs to pyridine-derivatives compound. Product Details of 69950-65-8

Methyl 6-[hydroxy[6-methoxy-2-phenyl-7-(trimethylsilyl)pyrazolo[1,5-a]pyridin-3-yl]methyl]pyridi ne-2-carboxylate n-Butyllithium (0.5 mL, a 2.6 mol/L n-hexane solution) was added to a tetrahydrofuran solution (2.8 mL) of 3-bromo-6-methoxy-2-phenyl-7-(trimethylsilyl)pyrazolo[1,5-a]pyridine (410 mg) at -78C under an argon atmosphere, and then the mixture was stirred at -78C for 30 minutes. A tetrahydrofuran solution (2.8 mL) of methyl 6-formylpyridine-2-carboxylate (360 mg) was added to the obtained mixture at -78C, and then the mixture was stirred at room temperature for 1 hour. A saturated ammonium chloride aqueous solution was added to the reaction mixture and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate. The solvent was evaporated and then the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 4:1) to obtain a title compound as yellow liquid (303 mg). 1H-NMR (400 MHz, CDCl3) delta 0.53 (9H, s), 3.77 (3H, s), 4.07 (3H, s), 5.35 (1H, d, J = 2.4 Hz), 6.31 (1H, d, J = 2.4 Hz), 6.87 (1H, d, J = 9.7 Hz), 7.04 (1H, d, J = 9.7 Hz), 7.28 (1H, d, J = 7.9 Hz), 7.40 (1H, tt, J = 7.9, 1.8 Hz), 7.47 (2H, t, J = 7.9 Hz), 7.72 (1H, t, J = 7.9 Hz), 7.87-7.91 (2H, m), 8.04 (1H, d, J = 7.9 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; Kissei Pharmaceutical Co., Ltd.; SETO, Shigeki; UMEI, Kentaro; NISHIGAYA, Yosuke; TANIOKA, Asao; KONDO, Tatsuhiro; KONDO, Atsushi; TATANI, Kazuya; KAWAMURA, Naohiro; EP2669285; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, 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: C8H7NO3, blongs to pyridine-derivatives compound. HPLC of Formula: C8H7NO3

Reference Example 28 Methyl 6-(2-tert-butyl-5-chloro-6-methoxy-1H-indol-3-ylmethyl)pyridine-2-carboxylate To a solution of triethylsilane (0.202 mL) and trifluoroacetic acid (0.049 mL) in dichloromethane (2 mL) was added a suspension of 2-tert-butyl-5-chloro-6-methoxy-1H-indole (100 mg) and methyl 6-formylpyridine-2-carboxylate (76.2 mg) in dichloromethane (1.5 mL) under ice-cooling, and this mixture was stirred at room temperature overnight. To the reaction mixture was added water, and then the resulting mixture was alkalified by the addition of sodium hydrogen carbonate. The organic layer was separated and concentrated under reduced pressure. The residue was purified by aminopropylated silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (152 mg). 1H-NMR (CDCl3) delta ppm: 1.39 (9H, s), 3.90 (3H, s), 4.05 (3H, s), 4.52 (2H, s), 6.91 (1H, s), 6.95-7.05 (1H, m), 7.28 (1H, s), 7.60 (1H, t, J=7.8 Hz), 7.80-8.20 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Tatani, Kazuya; Kondo, Atsushi; Kondo, Tatsuhiro; Kawamura, Naohiro; Seto, Shigeki; Kohno, Yasushi; US2013/317065; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69950-65-8, 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.

[00232] N-BOC-N?-((6-methylpicol-2-yI)methyl)-trans-1 ,2- diaminocyclohexane (3). A batch of 349 mg (1 .63 mmol) N-BOO-trans-i ,2-diaminocyclohexane (1)14 was added to 269 mg (i .63 mmol) of methyl 6- formylpyridine-2-carboxylate (2)15 stirring in iO mL MeOH. Small aliquots of this reaction were removed and concentrated to dryness for NMR analysis to confirm full Schiff base formation. After 2 hours, the reaction was cooled to 000 and 66 mg (i .75 mmoL) NaBH4 was added in i mL MeOH forming a deep red solution within minutes.After 2 hours of stirring at 0C, the reaction was quenched with satd. NaHCO3(aq) and MeOH was removed via rotary evaporation. The volume of the resultant solution was doubled via addition of 0H2012 and the reaction was brought to pH 7 using i M HCI(aq). The organic layer was separated the aqueous phase washed 3x with 0H2012. The 0H2012 was pooled, dried over Na2504 and concentrated to 502 mg (i .38 mmol,85 %) of 3 as a yellow oil. 1H NMR (ODd3, 400 MHz), 6 (ppm): 7.97 (d, i H), 7.75 (t,iH), 7.54 (d, br, iH), 5.i8 (d, br, iH, NH), 4.08 (d, iH), 3.99-3.95 (m, 4H), 3.32 (m, br, i H), 2.37 (m, i H), 2.09-2.Oi (m, 2H), i .66-i .62 (m, 2H), i .4i (5, 9H), i .29-i .05 (m, 4H). 130 NMR (ODd3, iOO MHz), 6 (ppm): i65.95, i6i.82, i56.2i, i47.24, i37.33, i25.70, i23.35, 79.07, 64.67, 60.42, 54.75, 5i.28, 33.i8, 3i.97, 28.49,24.97, 24.6i. ESI (M + H) m/z = 364.3; calcd: 364.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69950-65-8, its application will become more common.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; CARAVAN, Peter; BOROS, Eszter; GALE, Eric, M.; WO2014/75079; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 69950-65-8, 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 69950-65-8 as follows.

To methyl 5-formylpicolinate (1.0 g, 6.055 nimol) dissolved in ethanol-water (14.4 mL, 2: 1 ) was added hydroxylamine hydrochloride (0.463 g, 6.66 mmol) and sodium acetate (0.546 mg, 0.6661 mmol). The reaction mixture was stirred overnight at 55 C. The reaction was concentrated under reduced pressure and redissolved in EtOAc (100 mL). The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The solid residue was dissolved triturated with EtOAc, filtered and dried under reduced pressure affording methyl 6-(hydroxyimino)methyl)picoiinate (990 mg, 5.495 mmol, 91 %) as a beige solid. LCMS [M+H]+: 181.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69950-65-8, its application will become more common.

Reference:
Patent; ARQULE, INC.; BATES, Craig; EATHIRAJ, Sudharshan; INAGAKI, Hiroaki; LAPIERRE, Jean-Marc; MOMOSE, Takayuki; NAKAYAMA, Kiyoshi; ODAGIRI, Takashi; OTA, Masahiro; OTA, Yusuke; SHIBATA, Yoshihiro; TANDON, Manish; TSUNEMI, Tomoyuki; (371 pag.)WO2018/39310; (2018); 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.69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate, molecular formula is C8H7NO3, molecular weight is 165.15, as common compound, the synthetic route is as follows.name: Methyl 6-formyl-2-pyridinecarboxylate

To a solution of 6-chloro-2-(2-chlorophenyl)pyrazolo[1,5-a]pyridine (83, 173 mg, 0.657 mmol) and ethyl 2-formylthiazole-4-carboxylate (130 mg, 0.79 mmol) in dichloromethane (6.5 mL) were added triethylsilane (0.525 mL, 3.29 mmol) and trifluoroacetic acid (0.252 mL, 3.29 mmol) at room temperature. After stirring at 80 C for 9 h, additional triethylsilane (0.525 mL, 3.29 mmol) and trifluoroacetic acid (0252 mL, 3.29 mmol) were added to the mixture. After stirring at 80 C for 48 h, saturated aq. sodium bicarbonate was added to the mixture. The mixture was then extracted with ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 5:1) to give the title compound 94 as a dark brown amorphous material (65.0 mg, 25%). 1H-NMR (400 MHz, CDCl3) delta 4.01 (3H, s), 4.29 (2H, s), 7.06 (2H, dd, J = 9.7, 1.2 Hz), 7.33-7.36 (2H, m), 7.41 (1H, td, J = 6.7, 2.4 Hz), 7.45-7.49 (2H, m), 7.62 (1H, t, J = 7.6 Hz), 7.91 (1H, d, J = 7.3 Hz), 8.50 (1H, d, J = 1.2 Hz). IR (ATR) nmax 3062, 2950, 1722, 1587, 1535, 1451, 1318 cm-1. HRMS (ESI) calcd for C21H16Cl2N3O2 (M+H) 412.0620, found 412.0616.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Saito, Yoshifumi; Watanabe, Hiroyuki; Kondo, Tatsuhiro; Kondo, Atsushi; Kawamura, Naohiro; Tatani, Kazuya; Kohno, Yasushi; Tanaka, Nobuyuki; Seto, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4044 – 4050;,
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

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. 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate, molecular formula is C8H7NO3, 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-formyl-2-pyridinecarboxylate

To a solution of methyl 6-formylpicolinate (165 mg, 0.999 mmol) in THF (5 mL) was added dropwise phenylmagnesium chloride (0.6 mL, 1.2 mmol, 2 M in THF) at -78 C. The reaction mixture was stirred at -78 C for 5 min, and then room temperature for 10 min. The reaction was quenched by the addition of saturated aqueous ammonium chloride, and then extracted with ethyl acetate. The conbined organic layer was washed with brine, and dried over Na2SO4. The mixture was concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (Hexane:AcOEt = 1:1) to give 8e as a slightly yellow oil (120 mg, 49%). 1H NMR (400 MHz, CDCl3) delta 4.01 (3H, s), 5.11 (1H, d, J = 2.4 Hz), 5.85 (1H, d, J = 2.4 Hz), 7.26-7.42 (6H, m), 7.76 (1H, t, J = 7.3 Hz), 8.02 (1H, d, J = 7.3 Hz). 13C NMR (100 MHz, CDCl3) delta 52.8, 75.1, 123.9, 124.8, 127.1, 128.0, 128.6, 137.8, 142.5, 146.3, 161.5, 165.4. IR (ATR) nmax 3414, 3063, 3030, 2952, 1722, 1588, 1494, 1438, 1286, 1193, 1135, 1051 cm-1. MS (ESI) 244 (M+H)+. HRMS (ESI) calcd for C14H14NO3 (M+H)+ 244.09737, found 244.09731.

With the rapid development of chemical substances, we look forward to future research findings about 69950-65-8.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Watanabe, Daisuke; Kohno, Yasushi; Seto, Shigeki; Tetrahedron; vol. 72; 12; (2016); p. 1566 – 1572;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 69950-65-8 ,Some common heterocyclic compound, 69950-65-8, molecular formula is C8H7NO3, 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 solution of 3-bromo-2-phenyl-7-(trimethylsilyl)pyrazolo[1,5-a]pyridine (18, 550 mg, 1.59 mmol) in THF (4 mL) was added n-butyllithium (0.7 mL, 1.91 mmol, 2.6 mol/L solution in hexane) at -78 C. After stirring at -78 C for 0.5 h, a solution of methyl 6-formylpicolinate (527 mg, 3.19 mmol) in THF (4 mL) was added to the mixture at -78 C. The solution was stirred at room temperature for 1 h, and then the reaction was quenched by the addition of saturated aq. ammonium chloride. The mixture was extracted with ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 4:1) to give the title compound 23 as a yellow oil (361 mg, 53%). 1H-NMR (400 MHz, CDCl3) delta 0.63 (9H, s), 4.21 (3H, s), 5.53 (1H, d, J = 2.4 Hz), 6.46 (1H, d, J = 2.4 Hz), 6.99 (1H, dd, J = 6.7, 1.8 Hz), 7.06 (1H, dd, J = 9.1, 6.7 Hz), 7.18 (1H, dd, J = 9.1, 1.8 Hz), 7.41-7.44 (2H, m), 7.62 (2H, tt, J = 7.3, 1.2 Hz), 7.86 (1H, t, J = 7.3 Hz), 8.03-8.07 (2H, m), 8.18 (1H, d, J = 7.3 Hz). IR (ATR) nmax 3417, 2953, 2898, 1720, 1586, 1516, 1439, 1356, 1314, 1243, 1138, 1079, 1029, 992, 892, 833, 759, 706, 634, 582, 506, 419 cm-1. MS (ESI) 432 [M+H]+. HRMS (ESI) calcd for C24H26N3O3Si [M+H]+ 432.17434, found 432.17514.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69950-65-8, its application will become more common.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Saito, Yoshifumi; Watanabe, Hiroyuki; Kondo, Tatsuhiro; Kondo, Atsushi; Kawamura, Naohiro; Tatani, Kazuya; Kohno, Yasushi; Tanaka, Nobuyuki; Seto, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4044 – 4050;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem