Category: 16034-46-1

Adding a certain compound to certain chemical reactions, such as: 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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 16034-46-1, 16034-46-1

1) N-methoxy-N,1-dimethyl-1H-pyrazol-5-carboxamide N,O-dimethylhydroxylamine hydrochloride (1.30 g) was added to an dimethylformamide (32 mL) solution that contained 1-methyl-1H-pyrazol-5-carboxylic acid (1.21 g), O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (4.38 g) and diisopropylethylamine (3.34 mL) at a room temperature, and the obtained solution was then stirred for 2 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was washed with water and a saturated saline, and was then dried over anhydrous magnesium sulfate, followed by vacuum concentration. The residue was purified by column chromatography (silica gel cartridge, chloroform_methanol=100:0 to 95:5), so as to obtain the title compound (1.03 g) in the form of a yellow oily substance. 1H NMR (200 MHz, CHLOROFORM-d) delta ppm 3.36 (s, 3H) 3.66 (s, 3H) 4.13 (s, 3H) 6.77 (d, J=2.20 Hz, 1H) 7.48 (d, J=2.20 Hz, 1H); MS (ESI pos.) m/z: 170 [M+H]+

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, 1-Methyl-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

16034-46-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromoindoline (200 mg, 1.01 mmol, 1 eq) and 2-methylpyrazole-3-carboxylic acid (127.35 mg, 1.01 mmol, 1.0 eq) in EtOAc (10 mL) was added T3P (1.93 g, 3.03 mmol, 1.80 mL, 50%, 3.0 eq) and DIEA (652.54 mg, 5.05 mmol, 879.44 muL, 5.0 eq). The mixture was stirred at 60 C. for 3 h. The reaction mixture was concentrated under reduced pressure to give a residue which was purified on silica gel column chromatography (from PE/EtOAc=1/0 to 10/3, TLC: PE/EtOAc=3/1, Rf=0.42) to give the product (5-bromoindolin-1-yl)-(2-methylpyrazol-3-yl)methanone (300 mg, 960.29 mumol, 95.1% yield, 98.0% purity) as a white solid 1H NMR (400 MHz, CDCl3) delta ppm 8.08 (s, 1H), 7.52 (d, J=2.2 Hz, 1H), 7.30-7.37 (m, 2H), 6.53 (d, J=2.0 Hz, 1H), 4.24 (t, J=8.3 Hz, 2H), 4.08 (s, 3H), 3.18 (t, J=8.3 Hz, 2H); ES-LCMS m/z 306.0, 308.0 [M+H]+.

The synthetic route of 16034-46-1 has been constantly updated, and we look forward to future research findings.

16034-46-1, 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 16034-46-1 as follows.

To a solution of tert-butyl [2-(2,4-dichlorobenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate (536 mg, 1.44 mmol) obtained in Example 155-D) in ethanol (0.9 mL) was added dropwise concentrated hydrochloric acid (3 mL) at 0C, and the mixture was stirred at room temperature for 15 min. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution (4.5 mL), adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted twice with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in DMA (5 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (218 mg, 1.73 mmol) obtained in Example 1-A), HATU (658 mg, 1.73 mmol) and DIEA (0.126 mL, 0.72 mmol) were added at 0C. The reaction mixture was stirred at 60C for 3 hr, water was added, and the mixture was extracted twice with ethyl acetate. The organic layer was washed successively with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (9:1-0:1)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (9:1-0:1)], and crystallized from ethyl acetate-hexane to give the title compound (314 mg) as yellow crystals (yield 57%). MS (ESI+): [M+H]+ 381. 1H NMR (300 MHz, CDCl3) delta 2.39 (3H, s), 4.20 (3H, s), 4.34 (2H, s), 6.67 (1H, d, J = 1.9 Hz), 7.15-7.36 (2H, m), 7.42 (1H, d, J = 2.3 Hz), 7.52 (1H, d, J = 1.9 Hz), 7.70 (1H brs).

According to the analysis of related databases, 1-Methyl-1H-pyrazole-5-carboxylic acid, the application of this compound in the production field has become more and more popular.

16034-46-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Oleum (1977 mmol) was slowly added to fuming nitric acid (777 mmol) followed by the addition of 2-methyl-2H-pyrazole-3-carboxylic acid (277 mmol) in small portions maintaining the reaction temperature below 60oC. Stirring at this temperature was continued for a further 1 h. On completion, the reaction mixture was poured onto crushed ice and extracted with ethyl acetate (300 mL*3). The combined organic phases were washed with water (250 mL*2) and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to afford 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid as a light yellow solid. Compound wt: 23.6 g, 50%. 1H NMR (400 MHz, DMSO-d6) delta: 8.29 (1H, s); 3.95 (3H, s).

The synthetic route of 1-Methyl-1H-pyrazole-5-carboxylic acid has been constantly updated, and we look forward to future research findings.

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. 16034-46-1 name is 1-Methyl-1H-pyrazole-5-carboxylic acid, This 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. 16034-46-1

Oxalyl chloride (0.088 g, 0.693 mmol) was added to a slurry of 1 -methyl- 1 H- pyrazole-5-carboxylic acid (0.066 g, 0.523 mmol) in dichloromethane (2 ml). One drop dimethylformamide was added and the reaction left to stir at room temperature for 2 hours. The reaction was concentrated in vacuo and azeotroped with dichloromethane. The residue was dissolved in THF (2 ml) and to this was added diisopropylethylamine (0.0956 g, 0.693 mmol) and 4- pyrrolidinopyridine (0.005 g, 0.035 mmol). The solution was cooled in an ice/acetone bath and 3-(2,3,5-trichlorophenyl)pyridine-2,6-diamine (Preparation 6, 0.100 g, 0.347 mmol) added portion-wise over 1 minute. The reaction was warmed to room temperature and stirred for 18 hours. The reaction was diluted with dichloromethane and washed with a saturated aqueous solution of NH4CI (10 ml), followed by a saturated aqueous solution of NaHCO3 (10 ml) and then water (10 ml) before drying over MgSO4 and concentrating in vacuo to afford a brown gum. The residue was purified by trituration with pentane to afford the title compound as a yellow oil. 1HNMR (ck-DMSO): 4.09 (s, 3H), 5.60 (br s, 2H), 7.22 (d, 1 H), 7.33 (d, 1 H), 7.38 (d, 1 H), 7.42 (d, 1 H), 7.50 (d, 1 H), 7.84 (d, 1 H), 10.30 (br s, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazole-5-carboxylic acid, and friends who are interested can also refer to it.

16034-46-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1-methyl-1 H-pyrazole-5-carboxylic acid (1.0 g, 7.93 mmol), BH3. DMS (39.6 mL, 79 mmol) in THF (40 mL) was stirred at reflux overnight. The mixture was diluted with MeOH (30 mL) and stirred for 30 min, and the mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography, eluting with CH2Cl2/MeOH. The residue was dissolved in DCM (20 mL) and to the solution was added SOCl2(5 mL, 68.5 mmol) at room temperature. The mixture was stirred for 3 h then concentrated to afford the product as an oil which was used in the next step without further purification. MS (ESI) calc? d for (C5H7ClN2) [M+H]+, 131.0, found, 131.0

The synthetic route of 1-Methyl-1H-pyrazole-5-carboxylic acid has been constantly updated, and we look forward to future research findings.

16034-46-1, Name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 16034-46-1, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

To a solution of tert-butyl [4-methyl-2-(3-methylbenzyl)-1,3-thiazol-5-yl]carbamate (300 g, 0.942 mmol) obtained in Example 221-D) in ethanol (2 mL) was added dropwise concentrated hydrochloric acid (0.670 mL) at room temperature, and the mixture was stirred at 50C for 1.5 hr. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution, adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in DMA (9 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (143 mg, 1.13 mmol), HATU (430 mg, 1.13 mmol) and DIEA (0.0778 mL, 0.471 mmol) were added at room temperature. The reaction mixture was stirred at 60C for 5 hr, water and 0.1N hydrochloric acid were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)], and crystallized from ethyl acetate-hexane to give the title compound (116 mg) as colorless crystals (yield 38%). MS (ESI+): [M+H]+ 327. 1H NMR (300 MHz, DMSO-d6) delta 2.29 (6H, s), 4.04 (3H, s), 4.16 (2H, s), 7.03-7.16 (4H, m), 7.18-7.27 (1H, m), 7.53 (1H, d, J = 1.9 Hz), 10.47 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16034-46-1.