Category: 23170-45-8

Adding a certain compound to certain chemical reactions, such as: 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, 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 23170-45-8, Recommanded Product: Methyl 3-methyl-1H-pyrazole-4-carboxylate

Methyl 3-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate. To a solution of methyl 3-methyl-1H-pyrazole-4-carboxylate (280 mg, 2 mmol) in DMF (30 mL) was added (1-bromoethyl)benzene (0.37 g, 2 mmol) and potassium carbonate (0.55 g, 4 mmol). The mixture was stirred at 20 C and stirred for 12 h. The solvent was evaporated in vacuo and the residue was purified by HPLC (Column: Dsisol, 10mu, C18, 250 mm x 50 mm; Mobile: acetonitrile (0.1% formic acid)-water (0.1% formic acid), acetonitrile from 30 to 70 in 80 minutes; oven: 20 C; flow rate: 50 mL/minute, wavelength: 214 nm) to give methyl 3-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate (90 mg, 19%, desired) and methyl 5-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate (80 mg, 16%). The product was used for the next step directly.

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, Methyl 3-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gehling, Victor S.; Vaswani, Rishi G.; Nasveschuk, Christopher G.; Duplessis, Martin; Iyer, Priyadarshini; Balasubramanian, Srividya; Zhao, Feng; Good, Andrew C.; Campbell, Robert; Lee, Christina; Dakin, Les A.; Cook, Andrew S.; Gagnon, Alexandre; Harmange, Jean-Christophe; Audia, James E.; Cummings, Richard T.; Normant, Emmanuel; Trojer, Patrick; Albrecht, Brian K.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3644 – 3649;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 23170-45-8, These common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, 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.

Synthesis of methyl l-benzyl-S-methyl-lH^yrazole-4-carboxylate. [00186] To a solution of methyl 3-methyl-lH-pyrazole-4-carboxylate (280 mg, 2 mmol) in N, N-dimethylformamide (30 mL) was added (bromomethyl)benzene (0.34 g, 2 mmol) and potassium carbonate (0.55 g, 4 mmol). The mixture was stirred at 20 C and stirred for 12 hours. The solvent was evaporated in vacuo and the residue was purified by CXTH (Column:Dsisol, 10muMu, CI 8, 250 mm*50 mm; Mobile: aeetonitrile(0.1% formic acidj-water (0.1% formic acid), acetonitrile from 30% to 70% in 80 minutes; oven; 20C; flow rate: 50 mL/minute, wavelength; 214 nm) to give crude methyl 1 -benzyl-5-meth.yl- lH-pyrazole-4-earboxylate (200 mg, 42%). LRMS (M + H+) m/z calcd. 230.1 1 ; found 230.

Statistics shows that Methyl 3-methyl-1H-pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 23170-45-8.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew, S.; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NAVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2013/120104; (2013); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, 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 23170-45-8, Formula: C6H8N2O2

N2 protection,Methyl-1H-pyrazole-4-carboxylate (0.14 g, 1.0 mmol), CuI (19.1 mg, 0.1 mmol), K2CO3 (0.29 g, 2.1 mmol)III1 (0.318 g, 1.2 mmol),(E) -N, N’-dimethyl-1,2-cyclohexyl diamine (28.5 mg, 0.2 mmol) and DMF (3 mL) were added to a 25 mL two-necked flask and reacted at 110 C for 24 h,Cooled to room temperature, diluted with 10 mL of water, extracted with ethyl acetate (15 mL x 3)Saturated brine (10 mL), dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure,Silica gel column (V ethyl acetate: V petroleum ether = 6: 1),0.15 g of methyl 4- (3′-cyano-4′-piperidine-phenyl) -3-methyl-pyrazole-4-carboxylate (IV1) as a yellow solid in a yield of 46.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-methyl-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; South China University of Technology; Zhang Lei; Wu Fangping; Li Jing; Zou Yake; (15 pag.)CN106632245; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, molecular formula is C6H8N2O2, 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. HPLC of Formula: C6H8N2O2

A mixture of methyl 3-methyl- 1H-pyrazole-4-carboxylate (250.0 mg, 1.78 mmol), 4- isobutylphenyl boronic acid (412.9 mg, 2.32 mmol), pyridine (282.2 mg, 3.57 mmol) andcopper(II) acetate (486.0 mg, 2.68 mmol) in N,N-dimethylformamide (6 mL) was stirred at 25C for 14 h. The reaction was diluted with EtOAc (120 mL), washed with brine (50 mL x 3), dried over Na2SO4 and concentrated. The residue was purified by prep-TLC (20% EtOAc in petroleum ether, Rf = 0.45) to give methyl 1-(4-isobutylphenyl)-3-methyl-1H-pyrazole-4- carboxylate (350 mg, 72% yield) as a white solid. LCMS (Method 5-95 AB, ESI): tR = 0.996mi [M+Hj = 272.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23170-45-8, its application will become more common.

Reference:
Patent; RQX PHARMACEUTICALS, INC.; GENENTECH, INC.; CHEN, Yongsheng; SMITH, Peter Andrew; ROBERTS, Tucker Curran; HIGUCHI, Robert I.; PARASELLI, Prasuna; KOEHLER, Michael F. T.; SCHWARZ, Jacob Bradley; CRAWFORD, James John; LY, Cuong Q.; HANAN, Emily J.; HU, Huiyong; YU, Zhiyong; (424 pag.)WO2017/84630; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 23170-45-8

General procedure: Compound (11a-g or 12f-g) (1.2 mmol), CuI (19.1 mg, 0.1 mmol), trans-N,N’-dimethyl-1,2-cyclohexane-diamine (29 mg, 0.2 mmol), K2CO3 (0.29 g, 2.1 mmol) and DMF (3 mL) were added to a tube filled with argon. The mixture was stirred at 110 C for 24 h. The reaction was diluted with H2O (20 mL) and extracted with EtOAc (15 mL x 2). The combined organic phases were washed with H2O (20 mL x 2) and brine (30 mL), dried over MgSO4 and concentratedin a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

According to the analysis of related databases, 23170-45-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Jing; Wu, Fangping; Liu, Xingguo; Zou, Yake; Chen, Huixiong; Li, Zheng; Zhang, Lei; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 20 – 30;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 23170-45-8,Some common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, molecular formula is C6H8N2O2, 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.

N2 protection,3-methyl-1H-pyrazole-4-carboxylate(0.14 g, 1.0 mmol), CuI (19.1 mg,0.1 mmol), K2CO3 (0.29 g, 2.1 mmol)III3 (0.34 g, 1.2 mmol),(E) -N, N’-dimethyl-1,2-cyclohexyl diamine (28.5 mg, 0.2 mmol) and DMF (3 mL) were added to a 25 mL two-necked flask and reacted at 110 C for 24 h,Cooled to room temperature, diluted with 10 mL of water, extracted with ethyl acetate (15 mL x 3)Saturated brine (10 mL), dried over anhydrous magnesium sulfate, the solvent was removed by distillation under reduced pressure,Silica gel column (V ethyl acetate: V petroleum ether = 6: 1),To a solution of 0.2 g of methyl orange 1- (3′-nitro-4′-piperidine-phenyl) -3-methyl-pyrazole-4-carboxylate (IV3).

The synthetic route of 23170-45-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 23170-45-8,Some common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, molecular formula is C6H8N2O2, 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: Compound (3a-e) (1.2mmol), CuI (19.1mg, 0.1mmol), trans-N, N?-dimethyl-1, 2-cyclohexane-diamine (29mg, 0.2mmol), K2CO3 (0.29g, 2.1mmol) and DMF (3mL) were added to a tube filled with argon. The mixture was stirred at 110C for 24h, diluted with H2O (20mL), and extracted with EtOAc (15mL×2). The combined organic phases were washed with H2O (20mL×2) and brine (30mL), dried over MgSO4 and concentrated in a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-methyl-1H-pyrazole-4-carboxylate, its application will become more common.

These common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, 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. HPLC of Formula: C6H8N2O2

General procedure: Compound (11a-g or 12f-g) (1.2 mmol), CuI (19.1 mg, 0.1 mmol), trans-N,N’-dimethyl-1,2-cyclohexane-diamine (29 mg, 0.2 mmol), K2CO3 (0.29 g, 2.1 mmol) and DMF (3 mL) were added to a tube filled with argon. The mixture was stirred at 110 C for 24 h. The reaction was diluted with H2O (20 mL) and extracted with EtOAc (15 mL x 2). The combined organic phases were washed with H2O (20 mL x 2) and brine (30 mL), dried over MgSO4 and concentratedin a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

The synthetic route of Methyl 3-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, 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 23170-45-8, Recommanded Product: 23170-45-8

Methyl 3-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate. To a solution of methyl 3-methyl-1H-pyrazole-4-carboxylate (280 mg, 2 mmol) in DMF (30 mL) was added (1-bromoethyl)benzene (0.37 g, 2 mmol) and potassium carbonate (0.55 g, 4 mmol). The mixture was stirred at 20 C and stirred for 12 h. The solvent was evaporated in vacuo and the residue was purified by HPLC (Column: Dsisol, 10mu, C18, 250 mm x 50 mm; Mobile: acetonitrile (0.1% formic acid)-water (0.1% formic acid), acetonitrile from 30 to 70 in 80 minutes; oven: 20 C; flow rate: 50 mL/minute, wavelength: 214 nm) to give methyl 3-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate (90 mg, 19%, desired) and methyl 5-methyl-1-(1-phenylethyl)-1H-pyrazole-4-carboxylate (80 mg, 16%). The product was used for the next step directly.

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, Methyl 3-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 23170-45-8, These common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, 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.

N2 protection,Methyl-1H-pyrazole-4-carboxylate (0.14 g, 1.0 mmol), CuI (19.1 mg,(0.2 mmol), III5 (0.34 g, 1.2 mmol), (E) -N, N’-dimethyl-1,2-cyclohexylenediamine (28.5 mg, 0.2 mmol) And DMF (3 mL) were added to a 25 mL two-necked flask and reacted at 110 C for 24 h,Cooled to room temperature, diluted with 10 mL of water, extracted with ethyl acetate (15 mL x 3), washed with saturated brine (10 mL), dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure,Silica gel column (V ethyl acetate: V petroleum ether = 4: 1),(0.10 g) of methyl orange 1- (3′-nitro-4′-morpholine-phenyl) -3-methyl-pyrazole-4-carboxylate (IV5)Yield 46.2%.

Statistics shows that Methyl 3-methyl-1H-pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 23170-45-8.