Category: 153813-70-8

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153813-70-8, name is 3-Nitroisonicotinaldehyde, the common compound, a new synthetic route is introduced below. SDS of cas: 153813-70-8

A mixture of 3-nitropyridine-4-carboxaldehyde (1.50 g, 9.86 mmol), N-Boc-piperidine-3,5-dione (2.52 g, 11.83 mmol) and iron (2.75 g, 49.3 mmol) in acetic acid (50 mL) was heated at 50C for 3h. The mixture was concentrated in vacuo. The solution was co-evaporated twice with toluene. The residue was dissolved in AcOEt and a saturated solution of NaHCO3. The mixture was filtered over celite. The layers of the filtrate was separated. The aqueous layer was extracted with AcOEt. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. Acetone (20 mL) was added to the residue and the mixture refluxed for 30min. The mixture was cooled at rt and filtrated to provide intermediate ( 5a) as an off-white solid (1.21 g, 4.01 mmol, 40%). MS m/z ([M+H]+) 302. 1H NMR (400 MHz, DMSO-d6): delta (ppm) 1.43 (s, 9H), 3.55 (s, 2H), 3.94 (s, 2H), 4.29 (s, 2H), 7.13 (d, J = 4.9 Hz, 1H), 7.91-8.19 (m, 2H), 9.76 (s, 1H).

The synthetic route of 153813-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mutabilis; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; LECOINTE, Nicolas; LE STRAT, Frederic; OLIVEIRA, Chrystelle; SIMON, Christophe; (44 pag.)EP3604309; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153813-70-8, name is 3-Nitroisonicotinaldehyde, the common compound, a new synthetic route is introduced below. SDS of cas: 153813-70-8

A mixture of 3-nitropyridine-4-carboxaldehyde (1.50 g, 9.86 mmol), N-Boc-piperidine-3,5-dione (2.52 g, 11.83 mmol) and iron (2.75 g, 49.3 mmol) in acetic acid (50 mL) was heated at 50C for 3h. The mixture was concentrated in vacuo. The solution was co-evaporated twice with toluene. The residue was dissolved in AcOEt and a saturated solution of NaHCO3. The mixture was filtered over celite. The layers of the filtrate was separated. The aqueous layer was extracted with AcOEt. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. Acetone (20 mL) was added to the residue and the mixture refluxed for 30min. The mixture was cooled at rt and filtrated to provide intermediate ( 5a) as an off-white solid (1.21 g, 4.01 mmol, 40%). MS m/z ([M+H]+) 302. 1H NMR (400 MHz, DMSO-d6): delta (ppm) 1.43 (s, 9H), 3.55 (s, 2H), 3.94 (s, 2H), 4.29 (s, 2H), 7.13 (d, J = 4.9 Hz, 1H), 7.91-8.19 (m, 2H), 9.76 (s, 1H).

The synthetic route of 153813-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mutabilis; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; LECOINTE, Nicolas; LE STRAT, Frederic; OLIVEIRA, Chrystelle; SIMON, Christophe; (44 pag.)EP3604309; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153813-70-8, 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 153813-70-8, name is 3-Nitroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 11: Methyl 2- [(tert-butoxvcarbonyl) amino] -3-(3nitropyridin-4-yl) acrylate; Methyl [(tert-butoxycarbonyl)amino](dimethoxyphosphoryl)acetate (1.73 g, 5.82 mmol) was dissolved in dry THF (20 ml) and cooled to -78 C under nitrogen. Tetramethylguanidine (638 mg, 5.55 mmol) was added and the solution stirred at -78 C for a further 10 mins. A solution of 3-nitroisonicotinaldehyde (Intermediate 12,804 mg, 5.29 mmol) in dry THF (5ml) was added dropwise. The resulting deep red solution was stirred for 2hrs. at -78C, then poured into a mixture of ethyl acetate (100 ml) and water (50 ml). The organic layer was separated, washed with water (2 x 50 ml) and brine (25 ml), dried (MgS04) and evaporated under reduced pressure to give a yellow oil, which was purified by column chromatography (EtOAc: isohexane 1:1) to give methyl-2-[(tert-butoxycarbonyl)amino]-3-(3-nitropyridin-4- yl) acrylate as a 10: 1 mixture of Z/E isomers (1.57 g, 92%). ¹H NMR: 1.3 (s, 9H); 1.4 (s, 0.9H) ; 3.55 (s, 0.3H) ; 3.8 (s, 3H) ; 6.6 (s, O.IH); 7.2 (s, 1H); 7.25 (d, 0.1H); 7.5 (d, 1H); 8.75 (d, O.1H); 8.8 (s, 1.1H); 8.85 (d, 1H); 9.2 (s, O.1H); 9.25 (s, 1H); MS: 322.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153813-70-8, 3-Nitroisonicotinaldehyde.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/123685; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153813-70-8, 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 153813-70-8, name is 3-Nitroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 11: Methyl 2- [(tert-butoxvcarbonyl) amino] -3-(3nitropyridin-4-yl) acrylate; Methyl [(tert-butoxycarbonyl)amino](dimethoxyphosphoryl)acetate (1.73 g, 5.82 mmol) was dissolved in dry THF (20 ml) and cooled to -78 C under nitrogen. Tetramethylguanidine (638 mg, 5.55 mmol) was added and the solution stirred at -78 C for a further 10 mins. A solution of 3-nitroisonicotinaldehyde (Intermediate 12,804 mg, 5.29 mmol) in dry THF (5ml) was added dropwise. The resulting deep red solution was stirred for 2hrs. at -78C, then poured into a mixture of ethyl acetate (100 ml) and water (50 ml). The organic layer was separated, washed with water (2 x 50 ml) and brine (25 ml), dried (MgS04) and evaporated under reduced pressure to give a yellow oil, which was purified by column chromatography (EtOAc: isohexane 1:1) to give methyl-2-[(tert-butoxycarbonyl)amino]-3-(3-nitropyridin-4- yl) acrylate as a 10: 1 mixture of Z/E isomers (1.57 g, 92%). ¹H NMR: 1.3 (s, 9H); 1.4 (s, 0.9H) ; 3.55 (s, 0.3H) ; 3.8 (s, 3H) ; 6.6 (s, O.IH); 7.2 (s, 1H); 7.25 (d, 0.1H); 7.5 (d, 1H); 8.75 (d, O.1H); 8.8 (s, 1.1H); 8.85 (d, 1H); 9.2 (s, O.1H); 9.25 (s, 1H); MS: 322.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153813-70-8, 3-Nitroisonicotinaldehyde.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/123685; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153813-70-8, 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 153813-70-8, name is 3-Nitroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of N-(4-trifluoromethoxyphenyl) 3-aminothiophene-2-carboxamide 3 (302 mg, 1 mmol) in 15 mL ethyl acetate was added 3-nitro pyridine-4-carboxaldehyde 4 (182.4 mg, 1.2 mmol) and trifluoroacetic acid (228 mg, 2 mmol). Sodium borohydride (50 mg,1.3 mmol) was added as a solid over 1 min and the reaction mixture was allowed to stir for 1 h or until the amine was completely consumed as monitored by TLC (n-hexane:EtOAc, 60:40). Sodium hydroxide (10% w/v solution) was added to the reaction mixture to make the solution alkaline (pH 8-9). The phases were allowed to separate and the organic layer was collected, washed with brine, dried over sodium sulfate and concentrated to afford crude yellow product. This crude product was subjected to flash column chromatography (n-hexane:EtOAc, 60:40) to the yield the desired product 5 as a yellow solid (390 mg, 89%). m.p. 130-131 C; TLC (60% n-hexane: 40% EtOAc) Rf = 0.60; 1H NMR (CDCl3, delta ppm): 9.36 (s, 1H, Ar), 8.76-8.77 (d, 1H, J = 5.1, Ar), 8.01-8.04 (br t, 1H, NHCH2), 7.62-7.64 (d, 1H, J= 5.2 Hz, Ar), 7.58-7.60 (d, 2H, J = 8.8 Hz, Ar), 7.26-7.28 (m, 1H, Ar), 7.21-7.23 (d, 2H, J = 8.4 Hz, Ar), 7.12 (br s, 1H, NHCO), 6.48-6.49 (d, 1H, J = 5.4 Hz, Ar), 4.96-4.97 (d, 2H, J = 6.4 Hz, NHCH2); IR (CDCl3, cm-1): 1714, 1363 (-NO2), 1221, 1091, 914, 733, 647; Anal.: Calcd for C18H13F3N4O4S: C, 49.32; H, 2.99; N, 12.78; Found: C, 49.50; H, 3.00; N, 12.81.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153813-70-8, 3-Nitroisonicotinaldehyde.

Reference:
Article; Patel, Jay P.; Kuang, Ye-Hong; Chen, Zhe-Sheng; Korlipara, Vijaya L.; Bioorganic and medicinal chemistry letters; vol. 21; 21; (2011); p. 6495 – 6499;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153813-70-8, Adding some certain compound to certain chemical reactions, such as: 153813-70-8, name is 3-Nitroisonicotinaldehyde,molecular formula is C6H4N2O3, 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 153813-70-8.

Method 30; zain _) acryl Methyl [(tert-butoxycarbonyl)amino](dimethoxyphosphoryl)acetate (1.73g, 5.82 mmol) was dissolved in dry THF (20mL) and cooled to -78C under nitrogen. Tetramethylguanidine (638mg., 5.55 mmol) was added and the solution stirred at -78C for a further 10 mins. A solution of 3-nitroisonicotinaldehyde (Method 31, 804mg, 5.29mmol) in dry THF (5mL) was added dropwise. The resulting deep red solution was stirred for 2hrs. at – 78C, then poured into a mixture of ethyl acetate (100mL) and water (50mL). The organic layer was separated, washed with water (2 x 50mL) and brine (25mL), dried (MgSO4) and evaporated under reduced pressure to give a yellow oil, which was purified by column chromatography (EtOAc: isohexane 1:1) to give the title compound as a 10:1 mixture of Z/E isomers (1.57 g, 92%). 1H NMR 1.3 (s, 9H); 1.4 (s, 0.9H); 3.55 (s, 0.3H); 3.8 (s, 3H); 6.6 (s, 0.1H); 7.2 (s, 1H); 7.25(d, 0.1H); 7.5 (d, 1H); 8.75 (d, 0.1H); 8.8 (s, 1.1H); 8.85 (d, 1H); 9.2 (s, 0.1H); 9.25 (s, 1H); MS m/z 322.

According to the analysis of related databases, 153813-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/74532; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153813-70-8, Adding some certain compound to certain chemical reactions, such as: 153813-70-8, name is 3-Nitroisonicotinaldehyde,molecular formula is C6H4N2O3, 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 153813-70-8.

Method 30; zain _) acryl Methyl [(tert-butoxycarbonyl)amino](dimethoxyphosphoryl)acetate (1.73g, 5.82 mmol) was dissolved in dry THF (20mL) and cooled to -78C under nitrogen. Tetramethylguanidine (638mg., 5.55 mmol) was added and the solution stirred at -78C for a further 10 mins. A solution of 3-nitroisonicotinaldehyde (Method 31, 804mg, 5.29mmol) in dry THF (5mL) was added dropwise. The resulting deep red solution was stirred for 2hrs. at – 78C, then poured into a mixture of ethyl acetate (100mL) and water (50mL). The organic layer was separated, washed with water (2 x 50mL) and brine (25mL), dried (MgSO4) and evaporated under reduced pressure to give a yellow oil, which was purified by column chromatography (EtOAc: isohexane 1:1) to give the title compound as a 10:1 mixture of Z/E isomers (1.57 g, 92%). 1H NMR 1.3 (s, 9H); 1.4 (s, 0.9H); 3.55 (s, 0.3H); 3.8 (s, 3H); 6.6 (s, 0.1H); 7.2 (s, 1H); 7.25(d, 0.1H); 7.5 (d, 1H); 8.75 (d, 0.1H); 8.8 (s, 1.1H); 8.85 (d, 1H); 9.2 (s, 0.1H); 9.25 (s, 1H); MS m/z 322.

According to the analysis of related databases, 153813-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/74532; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem