Sources of common compounds: 5-Cyanopicolinic acid

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 53234-55-2, 5-Cyanopicolinic acid.

Synthetic Route of 53234-55-2, 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. 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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.

PyBOP (357 mg) was added to a solution of the compound obtained in Preparation Example 11-(10) (100 mg), the compound obtained in Preparation Example 3-(2) (56 mg) and N,N-diisopropylethylamine (143 muL) in dichloromethane (5 mL), and the mixture was stirred at room temperature for five hours. The reaction solution was directly charged to a silica gel and purified by silica gel column chromatography to obtain the title compound (100 mg).ESI-MS; m/z 526 [M++H].

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 53234-55-2, 5-Cyanopicolinic acid.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2010/93999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 5-Cyanopicolinic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53234-55-2, its application will become more common.

Reference of 53234-55-2 ,Some common heterocyclic compound, 53234-55-2, molecular formula is C7H4N2O2, 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.

Step 15To a solution of compound 9-15 (63 mg, 0.21 mmol) in CH2C12 (2 ml) were added 5-cyanopicolinic acid hydrate (38.2 mg, 0.23 mmol), EDC (48 mg, 0.25 mmol) and 2 mmol L HC1 (aqueous solution, 0.11 ml, 0.209 mmol) at room temperature. After stirring for 1 h at the same temperature, the reaction mixture was treated with H20. The aqueous layer was extracted with AcOEt, and the organic layer was dried over MgS04, filtered and concentrated. The crude product was added to a silica gel column and eluted with hexane/EtOAc 30% to 70%. Collected fractions were evaporated to afford compound 1-35 (66 mg, 0.153 mmol, 73%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53234-55-2, its application will become more common.

Reference:
Patent; SHIONOGI & CO., LTD.; KUSAKABE, Ken-ichi; TADANO, Genta; KOMANO, Kazuo; FUCHINO, Kouki; NAKAHARA, Kenji; WO2015/156421; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 5-Cyanopicolinic acid

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 53234-55-2, 5-Cyanopicolinic acid.

Electric Literature of 53234-55-2, 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. 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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.

To a solution of 5-cyanopicolinic acid (1 g, 6.75 mmol) in dry THF (10 mL) at -15C was added Et3N (0.68 g, 6.75 mmol), ethyl chloro formate (0.73 g, 6.75 mmol),and the mixture was stirred for 16 hours at -15C. Ether (15 mL), TMSCHN2 (1.54 g, 13.5 mmol) was added, and the mixture was stirred overnight while returning to room temperature. After completion, the reaction mixture was diluted with EtOAc (75 mL), washed with water (50 mL), brine (40 mL), dried over anhydrous Na2SO4, filtered andevaporated. The diazaketone was dissolved in dioxane:H20 (1:1) (10 mL), added AgCOOPh (cat), and the mixture was stirred at 100C for 16 hours. After completion, the reaction mixture was diluted with EtOAc (50 mL), acidified using iN HC1 and extracted using EtOAc (2 x 50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL), dried over anhydrous Na2SO4, filtered and evaporated. The crude compound was purified by triturating with ether (10 mL) and pentane (50mL) to afford 2-(5-cyanopyridin-2-yl) acetic acid (350 mg, 32 %) as yellow solid.

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 53234-55-2, 5-Cyanopicolinic acid.

Reference:
Patent; NUEVOLUTION A/S; SCHROeDER GLAD, Sanne; GROeN NOeRAGER, Niels; SARVARY, Ian; HAAHR GOULIAEV, Alex; TEUBER, Lene; STASI, Luigi, Piero; (244 pag.)WO2016/20288; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 5-Cyanopicolinic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

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.53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, molecular weight is 148.12, as common compound, the synthetic route is as follows.Formula: C7H4N2O2

To a solution of 5-cyanopicolinic acid (200 mg, 1.35 mmol) in MeOH (2 mL) and 1M NaOH (2 mL) was added Pd(OH)2/C (100 mg). Then the reaction was stirred under hydrogen at r.t. overnight. TLC showed the reaction was complete. The reaction mixture was filtered and concentrated under vacuum to give crude sodium 5-(aminomethyl)picolinate (280 mg, crude) as brown oil, which was used in the next step without further purification. LC-MS (ESI) found: l53[M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ZAFGEN, INC.; ZAHLER, Robert; VATH, James, E.; (239 pag.)WO2019/118612; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 53234-55-2

According to the analysis of related databases, 53234-55-2, the application of this compound in the production field has become more and more popular.

53234-55-2 , The common heterocyclic compound, 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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 solution of I-72a (80 mg, 0.23 mmol) in MeOH (13 mL) at RT, was added HC1 (6M in 2-propanol, 57.41 jiL, 0.344 mmol) and the mixture was stirred for 5 mm.Then 5-cyanopyridine-2-carboxylic acid ([53234-55-2], 40.8 mg. 0.276 mmol) was added and 5 mm later, EDCI (57.22 mg, 0.299 mmol) was added. The reaction was finished in 30 mm. The solvent was removed under vacuo, the residue was dissolved in DCM and washed with aq. sol. Na2CO3. The organic layer was dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (DCM : methanol,100:0 to 96:4). The product fractions were collected and evaporated. The residue was purified further via Prep HPLC (Stationary phase: RP XBridge Prep Cl 8 OBDl0jim,3Oxl5Omm; mobile phase: 0.25% NH4HCO3 solution in water, CH3CN) The product fractions were collected and the solvent was evaporated under reduced pressure. The crude product was triturated with DIPE, filtered off and then dried undervacuum at 50C to yield compound 21a (20 mg, 15%).

According to the analysis of related databases, 53234-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem