Category: 63237-88-7

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, 63237-88-7, blongs to pyridine-derivatives compound. Formula: C8H6N2O2

[00274] A mixture of 0.1 g [1 ,3]thiazolo[5,4-e][1 ,3]benzothiazol-2-amine, 0.094 g pyrazolo[1 ,5-a]pyridine-2-carboxylic acid, 0.275 g HATU, and 0.156 g DIEA were stirred at 50C in 9 mL of dry THF for 8 hours. The mixture was diluted with water and the precipitate was recrystallized from methanol/DMF to yield 0.07 g of N-([1 ,3]thiazolo[5,4-e][1 ,3]benzothiazol-2- yl)pyrazolo[1 ,5-a]pyridine-2-carboxamide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Patent; KINEATA INC; Ladonato, Shawn P.; Bedard, Kristin M.; Munoz, Ernesto J.; Imanaka, Myra W.; Fowler, Kerry W.; (122 pag.)WO2014/113492; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, Recommanded Product: 63237-88-7, blongs to pyridine-derivatives compound. Recommanded Product: 63237-88-7

Step (d) N-((ls,4s)-4-(2-(3′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)biphenyl-3- yloxyJ-S-fluoronicotinamidoJcyclohexylJpyrazolo [ 1 ,5-a] pyridine-2-carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-2-(3′-(((3S,5R)-3,5-dimethylpiperazin-l- yl)methyl)biphenyl-3-yloxy)-5-fluoronicotinamide (210 mg, 0.35 mmol) in acetonitrile (4.2 mL) was added pyrazolo[l,5-a]pyridine-2-carboxylic acid (70.4 mg, 0.43 mmol) and triethylamine (484 mul, 3.47 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (277 mul, 0.43 mmol) was then added and the mixture stirred at RT for 2 hours. The mixture was evaporated to dryness and the residue dissolved in DCM (100 mL) and washed with saturated NaHCO3 (aq), brine, dried (MgSO^ and evaporated to give a foam. This was purified by HPLC to give the title compound as a white solid. Yield: 197 mg 1H NMR (400 MHz, CD3OD) delta 8.48 (d, J = 7.2 Hz, IH), 8.39 (d, J = 7.5 Hz, IH), 8.13 (d, J = 3.1 Hz, IH), 8.10 – 8.05 (m, IH), 7.68 – 7.63 (m, IH), 7.58 – 7.55 (m, IH), 7.54 – 7.47 (m, 3H), 7.45 – 7.42 (m, IH), 7.36 – 7.17 (m, 4H), 6.96 – 6.92 (m, 2H), 4.19 – 4.12 (m, IH), 4.04 -3.97 (m, IH), 3.72 (s, 2H), 3.44 – 3.34 (m, 2H), 3.15 – 3.09 (m, 2H), 2.20 (t, J = 12.4 Hz, 2H),1.98 – 1.68 (m, 8H), 1.24 (d, J = 6.7 Hz, 6H). MS: [M+H]+=676 (calc=676) (MultiMode+)

The synthetic route of 63237-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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 mixture of compound B-141 (8.0 g, 49 mmol) in anhydrous tetrahydrofuran (80 mL) was added DIBAL-H (98 mL, 1 M in hexane) dropwise at -78 C. The mixture was stirred at -78 C for 2 hours until TLC showed the reaction was complete. The reaction was quenched with 50 mL of aqueous saturated ammonium chloride solution at 0 C and filtered, and the filtrate was concentrated in vacuo to give compound B-142 (5.7 g, crude) as a brown oil. The crude product was used for the next step without any further purification.

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 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, HPLC of Formula: C8H6N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C8H6N2O2

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, HPLC of Formula: C8H6N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C8H6N2O2

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, HPLC of Formula: C8H6N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C8H6N2O2

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63237-88-7, Adding some certain compound to certain chemical reactions, such as: 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 63237-88-7.

To a solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (2.40 mg, 14.8 mumol) and 8 (6.00 mg, 14.8 mumol) in anhydrous DMF (1 mL) was added DIPEA (5.00 muL, 29.6 mumol) and HATU (5.90 mg, 15.5 mumol). After stirring the reaction mixture at room temperature for 16 h the solvent was removed under reduced pressure. The crude mixture was suspended in aqueous 5% NaHCO3 solution and extracted with ethyl acetate (3*). The combined organic phases were washed with water and brine and were dried (MgSO4). After removal of solvents under reduced pressure the crude material was purified by preparative HPLC (acetonitrile in 0.1% aqueous HCOOH, 5% to 95%) to give 3 (2.25 mg, 28%) as a colorless solid. 1H NMR (600 MHz, CDCl3) delta 8.38-8.34 (m, 1H), 7.61-7.57 (m, 1H), 7.31 (br t, J = 5.2 Hz, 1H), 7.16 (ddd, J = 8.9, 6.7, 1.0 Hz, 1H), 7.07 (d, J = 0.6 Hz, 1H), 6.87 (td, J = 6.9, 1.3 Hz, 1H), 6.60 (s, 1H), 3.75 (br s, 4H), 3.55 (app q, J = 6.6 Hz, 2H), 2.55 (br s, 4H), 2.48 (br s, 2H), 1.77-1.61 (m, 4H), 1.36 (s, 9H); 13C NMR (150 MHz, CDCl3) delta 177.7, 162.2, 154.9 (q, JCF = 33.7 Hz), 148.0, 141.4, 128.3, 123.7, 121.3 (q, JCF = 275 Hz), 119.3, 113.6, 98.0, 95.6 (q, JCF = 3.4 Hz), 57.9, 52.7, 43.8, 39.5, 39.1, 29.7, 29.4, 27.6, 24.2; ESI-MS m/z 504.3 [M+H]+; HRMS-ESI (m/z): [M+H]+: calcd. for C25H33F3N7O: 504.2693, found: 504.2688; HPLC: System 1: tR = 16.3 min, purity 99%, System 2: tR = 16.2 min, purity 99%.

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Stoessel, Anne; Brox, Regine; Purkayastha, Nirupam; Huebner, Harald; Hocke, Carsten; Prante, Olaf; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3491 – 3499;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 63237-88-7 ,Some common heterocyclic compound, 63237-88-7, molecular formula is C8H6N2O2, 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.

Preparation 26PyrazoloH ,5-alpyridine-2-carbonyl chloride Pyrazolo[1 ,5-a]pyridine-2-carboxylic acid (44.4mg, 0.274mmol) was suspended in dichloromethane (1 ml_) and treated with 1-Chloro-/V,/V,2-trimethyl-1 -propenylamine (109uL, 0.823mmol). The mixture was stirred at room temperature for 30 minutes during this time a solution was given. This solution was then used straight away.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Patent; PFIZER LIMITED; GLOSSOP, Paul Alan; PALMER, Michael John; ANDREWS, Mark David; WO2012/120398; (2012); A1;,
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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 71N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)biphenyl-3-yloxy)-5- fluoronicotinamido)cyclohexyl)pyrazolo [ 1 ,5-a] pyridine-2-carboxamide HATU (0.069 g, 0.18 mmol) was added in one portion to N-((ls,4s)-4-aminocyclohexyl)-2- (4′-(((3 S ,5R)-3 ,5 -dimethylpiperazin- 1 -yl)methyl)biphenyl-3 -yloxy)-5 -fluoronicotinamide (0.08 g, 0.15 mmol), pyrazolo[l,5-a]pyridine-2-carboxylic acid (0.024 g, 0.15 mmol) and DIPEA (0.079 niL, 0.45 mmol) in acetonitrile (1 mL) at 250C under nitrogen. The resulting solution was stirred at 25 0C for 10 min. The reaction mixture was concentrated and diluted with EtOAc, and washed sequentially with saturated NaHCO3, saturated brine and water. The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 95- 5% gradient of aqueous 0.1% TFA in acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, DMSO) delta 8.61 (d, J= 11.5 Hz, IH), 8.35 (d, J= 6.9 Hz, IH), 8.26 (d, J= 2.8 Hz, IH), 8.07 (dd, J= 3.1, 7.3 Hz, IH), 7.78 – 7.65 (m, 4H), 7.53 – 7.50 (m, 3H), 7.36 (d, J= 7.7 Hz, 2H), 7.30 (t, J= 7.7 Hz, IH), 7.23 – 7.21 (m, IH), 7.02 (t, J= 6.9 Hz, IH), 6.98 (s, IH), 3.38 – 3.28 (m, 2H), 3.10 – 3.04 (m, 2H), 2.56 – 2.44 (m, 4H), 2.23 – 2.14 (m, 2H), 1.84 1.67 (m, 9H), 1.17 (d, J= 10.4 Hz, 6H).MS: [M+H]+=676.3 (calc=676.3411) (MultiMode+)

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, 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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.

Preparation 99Methyl 6- r(1 RV1 -(4-fluorophenvnethyll(pyrazolori ,5-alpyridin-2- ylcarbonyl)amino}methyl)pyridine-2-carboxylate To a stirred solution of the amine from Preparation 20 (49mg, 0.17mmol) in dichloromethane (1 ml_) was added pyrazolo[1 ,5-a]pyridine-2-carboxylic acid (27.6mg, 0.17mmol) followed by N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (32.6mg, 0.17mmol) and the reaction mixture was stirred for 23 hours. Saturated aqueous NaHC03 solution (2ml_) was added and the mixture was stirred vigorously for 10 minutes before filtering through a phase separation cartridge. The solvent was removed in vacuo and the residue purified by column chromatography (silica 50-100% ethyl acetate in pentane as eluent). The solvent was removed in vacuo to give the title compound as a clear gum (37mg, 50%). 1 H NMR (400 MHz, CDCI3): the compound appears to exist as two non-interconverting rotameric forms in CDCI3 in the ratio ca. 2:1. Data for these rotamers are listed separately.Major: delta ppm: 1.62 (d, 3H), 3.99 (s, 3H), 4.56 (d, 1 H), 4.94 (d, 1 H), 6.21 -6.35 (m, 1 H), 6.82-6.99 (m, 4H), 7.17 (t, 1 H), 7.28-7.39 (m, 2H), 7.50 (d, 1 H), 7.59 (d, 1 H), 7.70 (t, 1 H), 7.92 (d, 1 H), 8.47 (d, 1 H).Minor: delta ppm: 1.56 (d, 3H), 3.99 (s, 3H), 5.05 (d, 1 H), 5.31 (d, 1 H), 6.21 -6.35 (m, 1 H), 6.72 (t, 1 H), 6.82-6.99 (m, 3H), 7.08 (t, 1 H), 7.28-7.39 (m, 3H), 7.50 (d, 1 H), 7.58 (d, 1 H), 7.86 (d, 1 H), 8.16 (d, 1 H).LRMS (ESI) m/z 433 [MH]+

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; GLOSSOP, Paul Alan; PALMER, Michael John; ANDREWS, Mark David; WO2012/120398; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem