Category: 13362-28-2

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. 13362-28-2, name is 2-Amino-4-pyridinecarboxylic acid, molecular formula is C6H6N2O2, 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. Quality Control of 2-Amino-4-pyridinecarboxylic acid

Methanol solution (1.8L) of 2-aminoisonicotinic acid (207g, 1.5mol) was added to thionyl chloride (238g, 2mol) at 50C by dropping. The solution was stirred for 5 more hours at the same temperature. Then, the solvent was removed under reduced pressure, and saturated aqueous solution of sodium carbonate was added to the residue to be basic of pH=9-10. After extracting the mixed solution by using dichloromethane (3*300ml), organic layer was collected and dried by using anhydrous sodium sulfate. The solvent was concentrated to obtain methyl 2-aminoisonicotinate (189g, 83%) (Compound 2) of yellow solid. [0518] 1H-NMR (d6-DMSO, 300MHz): delta3.96 (S, 3H) ; 7.14 (d, 1H); 7.49(br, 1H); 8.07(d, 1H); 8.18 (br, 2H, NH).

With the rapid development of chemical substances, we look forward to future research findings about 13362-28-2.

Reference:
Patent; Shin Nippon Biomedical Laboratories, Ltd.; SUZUKI, Nobuyuki; YAMASHITA, Hidetoshi; (156 pag.)EP3018125; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13362-28-2, 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 13362-28-2 as follows.

The starting material was prepared as follows: (2S,4S)-1-(4-Nitrobenzyloxycarbonyl)-4-acetylthiocarboxypyrrolidine (1.5 g, 4 mmol) was treated at ambient temperature, for 5 hours, with thionyl chloride (12 ml) and a catalytic amount of DMF (15 mg). The solvent was evaporated, the residue taken up in CH2 Cl2, evaporated, dried under reduced pressure for 1 hour and solubilized in CH2 Cl2 (10 ml). This solution was added to a cold (0 C.) solution of 2-amino-4-carboxypyridine (560 mg, 4 mmol) diisopropylethylamine (2.12 ml, 12 mmol) and trimethylsilylchloride (1 ml, 12 mmol) in dry CH2 Cl2. After 12 hours at ambient temperature, the solvent was evaporated, the residue purified by subjecting to chromatography on HP20SS resin, (eluant: CH3 CN/H2 O) to give (2S,4S)-1-(4-nitrobenzyloxycarbonyl)-2-(4-carboxy-2-pyridylcarbamoyl)pyrrolidin-4-ylthioacetate (650 mg, 32.5%). NMR: delta1.9 (m, 1H); 2.32 (s, 3H); 2.83 (m, 1H); 3.36 (m, 1H); 4.0 (m, 2H); 4.64 (s, 1H); 4.9-5.35 (m, 2H); 7.4-7.7 (m, 3H); 7.92 (s, 1H); 8.2 (s, 1H); 8.47 (m, 2H).

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; Zeneca Limited; US5444057; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13362-28-2, 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. 13362-28-2, name is 2-Amino-4-pyridinecarboxylic acid. A new synthetic method of this compound is introduced below.

[0258] To a solution of [4-(5-methyl-l,2,4-oxadiazol-3-yl)phenyl]methanamine (95 mg, 0.50 mmol, 1.00 equiv) in DMF (4 mL) were added 2-aminopyridine-4-carboxylic acid (69.5 mg, 0.50 mmol, 1.00 equiv) and DIPEA (100 mg, 0.77 mmol, 1.50 equiv) at r.t. The mixture was stirred at r.t. for 10 min, added HATU (230 mg, 0.60 mmol, 1.20 equiv), stirred for 15 ht., filtered, concentrated, and purified by Prep-HPLC with the following conditions: (2- AnalyseHPLC-SHIMADZU(HPLC-lO)): Column, Gemini-NX C18 AXAI Packed, (0797) 2l.2*l50mm 5um; mobile phase, water (0.05% NH3H2O) and ACN (33.0% ACN up to 41.0% in 5 min); Detector, uv 254nm. to afford 6.9 mg (4%) of 2-amino-/V-[[4-(5-methyl-l,2,4- oxadiazol-3-yl)phenyl]methyl]pyridine-4-carboxamide as a white solid. LRMS (ES) m/z 310 (M+H). 1H-NMR: (DMSO, 400 MHz , rrhi): d 9.14-9.11 (1H, t, / = 6.0), 7.99-7.93 (3H, m), 7.46-7.44 (2H, d, / = 8.0), 6.86-6.83 (2H, m), 7.54-7.47 (3H, m), 6.14 (2H, s), 4.50-4.48 (2H, d, / = 6.0), 2.80 (1H, s), 2.63 (3H, s).

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; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature 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.

General procedure: A solution of 6-aminopyridinecarboxylic acid 1a-c (1 g, 7.25 mmol) in aq 10% NaOH (5 mL) was added dropwise in 15 min to a solution of aq 10-15% NaOCl (15 mL) at 0 C. After the mixture had been stirred for 1 h at 0 C, additional aq 10-15% NaOCl (10 mL) was added to the reaction mixture. After further stirring (3 h at 5 C), the resulting orange precipitate was filtered through a sintered glass filter. The remaining aqueous filtrate was treated with NaOH pellets (~5 g) to form more precipitate, which was filtered later. The collected solid portions were dissolved in aq 1 M NaOH solution (200 mL) to give a red solution. The red solution was heated to 50 C and treated with active charcoal. The solution was filtered through a pad of Celite (2 cm). The solution was cooled to 10 C, then acidified with concd HCl to pH 3-4. A pale yellow precipitate, which was formed upon acidification was collected by filtration, washed with cold H2O, and dried under reduced pressure to give 2,2′-AzPy-dicarboxylic acids 2a-c as microcrystals (Table 1).

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:
Article; Avan, Ilker; Synthesis; vol. 48; 3; (2016); p. 365 – 378;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13362-28-2, 2-Amino-4-pyridinecarboxylic acid, 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 C6H6N2O2, blongs to pyridine-derivatives compound. Computed Properties of C6H6N2O2

300 mg of 2-aminoisonicotinic acid (II-1) (2.172 mmol, 1 eq) was weighed into a 25 mL round bottom flask.Add 4 mL of methylene chloride and add 335 muL of anhydrous DMF (4.344 mmol, 2 eq).After stirring, 370 muL of oxalyl chloride (4.344 mmol, 2 eq) was added dropwise, and the mixture was stirred at room temperature for 30 minutes,The solution is light pink. Followed by the addition of p-methoxyaniline (2.606 mmol, 1.2 eq)And stirred at room temperature for 1.5 hours. The solution was light brown and white smoke was generated.525 mul of pyridine (6.516 mmol, 3 eq) and 2 mL of dichloromethane were added to the ice bath,Followed by stirring at room temperature for 30 minutes, the solution turned black and then turned orange, with bubbles generated.The solvent was dried to give a pale red solid which was added 5 mL of ethanol and 655 muL of ethylenediamine(9.774 mmol, 4.5 eq), heated and refluxed for 30 minutes. TLC detection reaction is completed,Stop heating, cooling directly after filtration, water and ether several times to clean the filter cake, infrared light drying,To give 399 mg of a pale yellow solid,2-amino-N- (4-methoxyphenyl) isonicotinamide (III-1) in a yield of 75.5%.

The synthetic route of 13362-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Sun Hongbin; Xin Tao; Wen Xiaoan; Wu Yizhou; Yuan Haoliang; (14 pag.)CN106632021; (2017); A;,
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