Category: 13269-19-7

Synthetic Route of 13269-19-7, 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 13269-19-7 as follows.

In a round bottom-flask fitted with a calcium chloride drying tube, acetic anhydride (756 muL, 8 mmol) and formic acid (302 muL, 8 mmol) are stirred at 55 C for 2 h. The mixture is cooled to room temperature before addition of 2-nitropyridin-3-amine (556 mg, 4 mmol) in diethyl ether (10 mL), and stirred overnight at room temperature. The crude mixture is filtered through a short pad of silica gel to afford N-(2-nitropyridin-3-yl)formamide as an orange solid (623 mg, 93%). 1H NMR (CDCl3, 200 MHz) delta (ppm) 10.10 (brs, 1H), 9.30 (d, J = 8.5 Hz, 1H), 8.64 (s, 1H), 8.38 (dd, J1 = 4.3 Hz, J2 = 1.4 Hz, 1H), 7.71 (dd, J1 = 8.5 Hz, J2 = 4.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13269-19-7, its application will become more common.

Reference:
Article; Bejot, Romain; Carroll, Laurence; Bhakoo, Kishore; Declerck, Jerome; Gouverneur, Veronique; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 324 – 329;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-3-amine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension ofbenzoic acid 124 (355 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 2-Nitro-3-pyridinylamine (156 mg, 1.1 mmol) was addedand the solution stirred at 20 C. for 16 h. The solvent was evaporated and theresidue suspended in ice/water (50 mL) for 1 h. The precipitate was filtered,washed with water (5 mL) and dried. The crude solid was purified by columnchromatography, eluting with a gradient (50-100%) of EtOAc/pet. ether, to givebenzamide 134 (64 mg, 13%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-3-amine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension ofbenzoic acid 124 (355 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 2-Nitro-3-pyridinylamine (156 mg, 1.1 mmol) was addedand the solution stirred at 20 C. for 16 h. The solvent was evaporated and theresidue suspended in ice/water (50 mL) for 1 h. The precipitate was filtered,washed with water (5 mL) and dried. The crude solid was purified by columnchromatography, eluting with a gradient (50-100%) of EtOAc/pet. ether, to givebenzamide 134 (64 mg, 13%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13269-19-7, 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. 13269-19-7, name is 2-Nitropyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 2-nitropyridin-3-amine (4 g, 28.8 mmol) in AcOH (40 mL) was added potassium acetate (2.82 g, 28.8 mmol) and the mixture stirred for 1 h at room temperature. Br2 (1.481 mL, 28.8 mmol) was added slowly to the reactionmixture and the mixture stirred at room temperature for 16 h. The solid formed wascollected by vacuum filtration, washed with diethyl ether (2×10 mL) and dried underhigh vacuum to afford 4-bromo-2-nitropyridin-3-amine (6 g, 27.5 mmol, 96% yield) as a yellow solid. LCMS (ESI)m/e 218.0 [(M+H), calcd for C5H5BrN3O2 218.01; LC/MS retention time (method B): tR = 0.61 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13269-19-7, 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. 13269-19-7, name is 2-Nitropyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 2-nitropyridin-3-amine (4 g, 28.8 mmol) in AcOH (40 mL) was added potassium acetate (2.82 g, 28.8 mmol) and the mixture stirred for 1 h at room temperature. Br2 (1.481 mL, 28.8 mmol) was added slowly to the reactionmixture and the mixture stirred at room temperature for 16 h. The solid formed wascollected by vacuum filtration, washed with diethyl ether (2×10 mL) and dried underhigh vacuum to afford 4-bromo-2-nitropyridin-3-amine (6 g, 27.5 mmol, 96% yield) as a yellow solid. LCMS (ESI)m/e 218.0 [(M+H), calcd for C5H5BrN3O2 218.01; LC/MS retention time (method B): tR = 0.61 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-3-amine, 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, Formula: C5H5N3O2, blongs to pyridine-derivatives compound. Formula: C5H5N3O2

General procedure: A magnetically stirred solution of pyrazole 4 (500 mg, 3.46 mmol) in DMF (7 mL)was treated with KOH (387 mg, 6.90 mmol) and nitroaniline 7a-e, 10 or 13a-b (3equiv., 10.38 mmol) then heated at 100 C for 1 h. The resulting mixture was cooledto room temperature then treated with NH4Cl (100 mL of a saturated aqueoussolution) and extracted with ethyl acetate (3 × 25 mL). The combined organic phaseswere washed with brine (1 × 50 mL) before being dried (MgSO4), filtered andconcentrated under reduced pressure to afford a yellow oil. Subjection of this residueto flash column chromatography (silica, 1:4 ? 1:1 v/v ethyl acetate/n-hexane gradientelution) and concentration of the relevant fractions afforded the target pyrazole 8a-e,11 or 14a-b.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Article; Reekie, Tristan A.; McGregor, Iain S.; Kassiou, Michael; Tetrahedron Letters; vol. 55; 33; (2014); p. 4568 – 4571;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13269-19-7 ,Some common heterocyclic compound, 13269-19-7, molecular formula is C5H5N3O2, 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 stirred suspension of 2-nitro-pyridin-3-ylamine (5.06 g, 36.40 mmol) and sodium acetate (2.99 g, 36.46 mmol) in acetic acid (40 mL), a solution of bromine (2.5 mL, 48.79 mmol) in acetic acid (8 ml) was added drop-wise and the reaction mixture was stirred overnight. The acetic acid was removed under reduced pressure. The residue was cooled toO0C, neutralized with saturated sodium bicarbonate solution to adjust the pH to ~7, and extracted with ethyl acetate (4 x 50 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was triturated with ethyl acetate to afford compound (5) (5.1 g) as a yellow solid.1H NMR (DMSO-de, 400MHz) delta: 7.66 (d, J=8.6 Hz, 1 H), 7.58 (s, 2 H), 7.49 (d, J=8.6 Hz,I H)ESMS: m/z 216.33 [M-I]”

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. 13269-19-7, 2-Nitropyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; BJOeRK, Seth; DELISSER, Vern; JOHNSTROeM, Peter; NILSSON, Nils Anders; RUDA, Katinka; SCHOU, Per Magnus; SWAHN, Britt-Marie; WO2010/24769; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13269-19-7 ,Some common heterocyclic compound, 13269-19-7, molecular formula is C5H5N3O2, 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 stirred suspension of 2-nitro-pyridin-3-ylamine (5.06 g, 36.40 mmol) and sodium acetate (2.99 g, 36.46 mmol) in acetic acid (40 mL), a solution of bromine (2.5 mL, 48.79 mmol) in acetic acid (8 ml) was added drop-wise and the reaction mixture was stirred overnight. The acetic acid was removed under reduced pressure. The residue was cooled toO0C, neutralized with saturated sodium bicarbonate solution to adjust the pH to ~7, and extracted with ethyl acetate (4 x 50 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was triturated with ethyl acetate to afford compound (5) (5.1 g) as a yellow solid.1H NMR (DMSO-de, 400MHz) delta: 7.66 (d, J=8.6 Hz, 1 H), 7.58 (s, 2 H), 7.49 (d, J=8.6 Hz,I H)ESMS: m/z 216.33 [M-I]”

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. 13269-19-7, 2-Nitropyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; BJOeRK, Seth; DELISSER, Vern; JOHNSTROeM, Peter; NILSSON, Nils Anders; RUDA, Katinka; SCHOU, Per Magnus; SWAHN, Britt-Marie; WO2010/24769; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13269-19-7 ,Some common heterocyclic compound, 13269-19-7, molecular formula is C5H5N3O2, 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 stirred suspension of 2-nitro-pyridin-3-ylamine (5.06 g, 36.40 mmol) and sodium acetate (2.99 g, 36.46 mmol) in acetic acid (40 mL), a solution of bromine (2.5 mL, 48.79 mmol) in acetic acid (8 ml) was added drop-wise and the reaction mixture was stirred overnight. The acetic acid was removed under reduced pressure. The residue was cooled toO0C, neutralized with saturated sodium bicarbonate solution to adjust the pH to ~7, and extracted with ethyl acetate (4 x 50 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was triturated with ethyl acetate to afford compound (5) (5.1 g) as a yellow solid.1H NMR (DMSO-de, 400MHz) delta: 7.66 (d, J=8.6 Hz, 1 H), 7.58 (s, 2 H), 7.49 (d, J=8.6 Hz,I H)ESMS: m/z 216.33 [M-I]”

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. 13269-19-7, 2-Nitropyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; BJOeRK, Seth; DELISSER, Vern; JOHNSTROeM, Peter; NILSSON, Nils Anders; RUDA, Katinka; SCHOU, Per Magnus; SWAHN, Britt-Marie; WO2010/24769; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13269-19-7, Adding some certain compound to certain chemical reactions, such as: 13269-19-7, name is 2-Nitropyridin-3-amine,molecular formula is C5H5N3O2, 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 13269-19-7.

Step (i): Synthesis Of 3-fluoro-2-nitropyridineA solution of sodium nitrite (20 g, 288 mmol) in water (40 mL) was added dropwiseto a stirred mixture of2-nitropyridine-3-amine (40 g, 288 mmol) in 34% fluoroboric acid(140 mL). During addition the temperature was maintained between -8 C to -2 DEG C. After0.5 h, the suspension was filtered and the solid washed with 34% fkioroboric acid (35 mL),ether (80 mL) and dried at room temperature under high vacuurn for 12 h to give 52 g of an orange brown soud of the fluoroborate salt. The dry solid was decomposed by heating to 120 DEG C. Afler decomposition the remaining oil was treated with a solution of 10% sodium hydrogenocarbonate (80mL) and the mixture was extracted with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and the solvent removed overunder reduced pressure to yield the title compound as a pale yellow solid.

According to the analysis of related databases, 13269-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; WO2006/44355; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem