Category: 134363-45-4

Adding a certain compound to certain chemical reactions, such as: 134363-45-4, 2-(Pyridin-3-yl)benzoic 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 C12H9NO2, blongs to pyridine-derivatives compound. Computed Properties of C12H9NO2

A mixture of [2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1 -yl]-lambda/-ethyl-2- phenyl-acetamide (320 mg, 0.90 mmol), 2-(3′-pyridyl) benzoic acid (200 mg, 0.99 mmol) and HATU (375 mg, 0.99 mmol) in DMF (10 ml_) was treated with DIPEA (170 mul_, 0.99 mmol) and let stir at room temperature for 6 h. The reaction mixture was quenched with H2O and extracted with EtOAc. The organic layer was separated and washed (sat’d NaHCO3, brine), dried (Na2SO4), filtered and concentrated to yield a semi solid, which was purified by PTLC (5% 2M NH3/MeOH in CH2CI2) to yield the title compound as a brown foam.MS (ESI): mass calcd. for C32H32FN5O;?, 537.64; m/z found, 538.5 [M+H]+. 1H NMR (CDCI3): 8.74-8.73 (m, 1 H), 8.62-8.60 (m, 1 H), 7.80-7.76 (m, 2H), 7.60-7.57 (m, 1 H), 7.54-7.50 (m, 1 H), 7.46-7.43 (m, 1 H), 7.33-7.29 (m, 6H), 7.18-7.15 (m, 1 H), 7.09-7.00 (m, 2H), 6.91 (s, 1 H), 6.84-6.77 (m, 1 H), 3.87 (s, 1 H), 3.35-3.32 (m, 2H), 3.05-3.04 (m, 4H), 2.61 -2.58 (m, 4H), 1.16 (t, J = 7.2, 3H)

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 134363-45-4, 2-(Pyridin-3-yl)benzoic 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: C12H9NO2, blongs to pyridine-derivatives compound. HPLC of Formula: C12H9NO2

To a solution of 4-(4-Amino-2-fluoro-phenyl)-piperazine-1 -carboxylic acid te/t-butyl ester (1.00 g, 3.4 mmol) and 2-pyhd-3-yl benzoic acid (0.70 g, 3.7 mmol) in DMF (10 ml_) was added HATU (1.42 g, 3.7 mmol) and diisopropylamine (0.65 ml_, 3.7 mmol). After stirring at room tempertaure for 18 h, the reaction mixture was diluted with EtOAc (100 ml_) and washed with H2O (4×50 ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure. Chromatography of the resulting residue (SiO2: EtOAc:Hex) yielded 4-[2-fluoro-4-(2-pyridin-3-yl- benzoylamino)-phenyl]-piperazine-1 -carboxylic acid te/t-butyl ester which was further dissolved in MeOH (20 ml_) and 4N HCI in dioxanes. After stirring for 5 h, the reaction mixture was concentrated down, neutralized with 1 N NaOH, and extracted with EtOAc (3x75ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure to yield the title compound.MS: mass calcd. for C22H21FN4O, 376.17; m/z found, 378.4 [M+H]+

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 134363-45-4, 2-(Pyridin-3-yl)benzoic 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: C12H9NO2, blongs to pyridine-derivatives compound. HPLC of Formula: C12H9NO2

To a solution of 4-(4-Amino-2-fluoro-phenyl)-piperazine-1 -carboxylic acid te/t-butyl ester (1.00 g, 3.4 mmol) and 2-pyhd-3-yl benzoic acid (0.70 g, 3.7 mmol) in DMF (10 ml_) was added HATU (1.42 g, 3.7 mmol) and diisopropylamine (0.65 ml_, 3.7 mmol). After stirring at room tempertaure for 18 h, the reaction mixture was diluted with EtOAc (100 ml_) and washed with H2O (4×50 ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure. Chromatography of the resulting residue (SiO2: EtOAc:Hex) yielded 4-[2-fluoro-4-(2-pyridin-3-yl- benzoylamino)-phenyl]-piperazine-1 -carboxylic acid te/t-butyl ester which was further dissolved in MeOH (20 ml_) and 4N HCI in dioxanes. After stirring for 5 h, the reaction mixture was concentrated down, neutralized with 1 N NaOH, and extracted with EtOAc (3x75ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure to yield the title compound.MS: mass calcd. for C22H21FN4O, 376.17; m/z found, 378.4 [M+H]+

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 134363-45-4 , The common heterocyclic compound, 134363-45-4, name is 2-(Pyridin-3-yl)benzoic acid, molecular formula is C12H9NO2, 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 3: N-(Benzyloxy)-2-pyridin-3-ylbeiizamide; Ethyl 2-bromobenzoate (380 nag, 1.9 ?rmol), O-hydroxylbenzylamine (280 mg, 2.3 mmol), EDC (440 mg, 2.3 mmol), and HOBT (350 mg, 2.3 mmol) were combined in DMF (2 ml) and stirred over the 2 days at room temperature. The reaction was purified by RP-HPLC (C 18 column; H2CVCH3CN with 0.1% TFA) to afford the title compound. 1H NMR (400 MHz, de-DMSO, ppm): delta 11.6 (s, IH), 8.75 (s, IH), 8.72 (d, J= 4.8 Hz, IH), 8.07 (d, J= 8.0 Hz , IH), 7.73 (t, J= 6.6 Hz, IH), 7.63 (t, J= 7.3 Hz, IH)3 7.57-7.51 (m, 3H), 7.44-7.34 (m, 5H) and 4.76 (s, 2H). ES MS: m/z = 305 (M+l).

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/10964; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 134363-45-4, 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. 134363-45-4, name is 2-(Pyridin-3-yl)benzoic acid, molecular formula is C12H9NO2, 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.

A 250 ml_, round-bottomed flask under a positive pressure of nitrogen was equipped with a magnetic stirrer and charged with anhydrous DMF (70 ml_) followed by 2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1 -yl]-N,N-diethyl-2- phenyl-acetamide (3.5 g, 9.1 mmol), 2-pyhdin-3-yl-benzoic acid (1.9 g, 9.5 mmol), HATU (3.8 g, 10.0 mmol) and DIPEA (1.3 g, 10.0 mmol). The resulting brown colored reaction mixture was stirred at ambient temperature for 16 h. The reaction mixture was then concentrated on the rotary evaporator to yield an oil. To this oil was added, dichloromethane (100 ml_) and 1 N NaOH (50 ml_). The biphasic solution was stirred for 0.5 h after which phases were separated. The aqueous layer was extracted with dichloromethane (2 X 25 ml_). The organic layers were pooled, dried over anhydrous sodium sulfate, filtered and concentrated to yield a viscous brown oil. The oil was taken in ethanol (100 ml_) and heated to -6O0C in a water bath for 1 h. The resulting mixture was diluted with MTBE (added with magnetic stirring in 25 ml_ portions, total 125 ml_). The resulting suspension was stirred at O0C (ice/water bath) for 2 h. The product was collected by filtration through a medium porosity glass frit, washed with a mixture of EtOH/MTBE (1 :1.25, 22.5 ml_ X 2) and the filter- cake dried thoroughly under house vacuum to yield the title compound as an off-white solid.MS (ESI): mass calcd. for C34H36FN5O2, 565.29; m/z found, 566.4 [M+H]+.1H-NMR(400 MHz, DMSO-d6) delta ppm: 10.65 (s, 1 H), 10.5 (bs, 1 H), 8.92 (s, 1 H), 8.82 (d, J = 5.5 Hz, 1 H), 8.39 (d, J = 7.6 Hz, 1 H), 7.96 (dd, J = 7.8, 5.6 Hz, 1 H), 7.76 (d, J = 7.6 Hz, 1 H), 7.70-7.63 (m, 4H), 7.56-7.50 (m, 4H), 7.26 (dd, J = 8.7, 1.7 Hz, 1 H), 7.02 (t, J = 9.4 Hz, 1 H), 5.97 (s, 1 H), 3.63-3.61 (m, 1 H), 3.48-3.15 (m, 10H), 2.67-2.65 (m, 1 H), 1.10-1.01 (m, 3H), 0.82-0.80 (m, 3H).

According to the analysis of related databases, 134363-45-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 134363-45-4 , The common heterocyclic compound, 134363-45-4, name is 2-(Pyridin-3-yl)benzoic acid, molecular formula is C12H9NO2, 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 3: N-(Benzyloxy)-2-pyridin-3-ylbeiizamide; Ethyl 2-bromobenzoate (380 nag, 1.9 ?rmol), O-hydroxylbenzylamine (280 mg, 2.3 mmol), EDC (440 mg, 2.3 mmol), and HOBT (350 mg, 2.3 mmol) were combined in DMF (2 ml) and stirred over the 2 days at room temperature. The reaction was purified by RP-HPLC (C 18 column; H2CVCH3CN with 0.1% TFA) to afford the title compound. 1H NMR (400 MHz, de-DMSO, ppm): delta 11.6 (s, IH), 8.75 (s, IH), 8.72 (d, J= 4.8 Hz, IH), 8.07 (d, J= 8.0 Hz , IH), 7.73 (t, J= 6.6 Hz, IH), 7.63 (t, J= 7.3 Hz, IH)3 7.57-7.51 (m, 3H), 7.44-7.34 (m, 5H) and 4.76 (s, 2H). ES MS: m/z = 305 (M+l).

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/10964; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem