pyrazoles-derivatives

A common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H11N3O2, 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. 31037-02-2.

To a solution of tBuONO (2.95 mL, 2.46 mmol) in acetonitrile(ACN) was added CuCl (1.76 g, 1.77 mmol), and then added 14 (2.5 g, 1.48 mmol) to the mixture in portions. The reaction was stirred at r.t. for 2 h, and then heated at 60C for 1 h.After completion as TLC monitored, the reaction mixture was cooled to r.t. and diluted with 2 N aq. HCl, then extracted with DCM (3¡Á). The combined phases were washed withbrine, dried over MgSO4, filtered, concentrated and purifiedby flash column chromatography to give 15 (2.08 g) in 75%yield. 1H-NMR (300 MHz, CDCl3) delta: 7.90 (1H, s), 4.30 (2H, q,J=5.4 Hz), 3.86 (3H, s), 1.34 (3H, t, J=5.4 Hz).

The synthetic route of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 31037-02-2

1-Methyl-5-(2-nitro-phenylamino)-1H-pyrazole-4-carboxylic acid ethyl ester Sodium hydride (60% dispersion in oil, 7.0g, 170mmol) was added portionwise to a suspension of 5-amino-1-methyl-1H pyrazole-4-carboxylic acid ethyl ester (21.1g, 125mmol) in anhydrous THF (300ml) at 0C. The mixture was allowed to warm to room temperature and stirred for 0.75h then cooled to 0C. 1-fluoro-2-nitrobenzene (17.6g, 125mmol) was added and the resultant suspension was stirred at room temperature for 18h. EtOAc and 0.3M KHSO4 were added and separated. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried and concentrated invacuo. The residue was purified by flash chromatography on silica gel (eluant 50% hexanes/50% ethyl acetate) to yield 1-methyl-5-(2-nitro-phenylamino)-1H pyrazole-4-carboxylic acid ethyl ester (20.8g, 58%).

The synthetic route of 31037-02-2 has been constantly updated, and we look forward to future research findings.

16617-46-2, 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. 16617-46-2, name is 3-Amino-1H-pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below.

The compound 5-amino-1H-pyrazole-4-carbonitrile 7a (20 g, 185 mmol) It was dissolved in N, N-dimethylformamide (200 mL), cooled to 0 C, and N-bromosuccinimide (34 g, 190 mmol) was added in portions, and the mixture was warmed to room temperature and stirred for 2 hours.The reaction solution was poured into a sodium sulfite solution, and extracted with ethyl acetate (200 mL ¡Á 3). The organic phases were combined and dried over anhydrous sodium sulfate, filtered to remove the drying agent, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloro Methane / methanol = 20/1) to give the target product 5-amino-3-bromo-1H-pyrazole-4-carbonitrile 7b (32 g, yellow solid), yield: 93%.

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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. 26621-44-3, name is 3-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., 26621-44-3

To a mixture of 3-nitro-iH-pyrazole (30 g, 265.31 mmol, 1 eq) in DMF (300 mL) was added NaH (11.14 g, 278.58 mmol, 60% purity in mineral oil, 1.05 eq) in portions at o C. Then the reaction mixture was stirred at o C for 0.5 hour. 2-Bromopropane (39.16 g, 318.37 mmol, 1.2 eq) was added and the resulting mixture was warmed to 25 C for 12 hours. The reaction mixture was quenched with water (500 mL) and extracted with EtOAc (3 x 300 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by chromatography (Si02, petroleum ether: ethyl acetate, 50:1 to 2:1) to give the title compound (29.2 g, 71 %) as a yellow oil. (0810) NMR (400 MHz, CDCI3) d 749 (d, 1 H), 6.90 (d, 1 H), 4-634-56 (m, 1 H) and 1.58 (d, 6 H).

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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.

3920-50-1, 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. 3920-50-1 name is Pyrazole-3-carboxaldehyde, 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.

3.9 mg of 1H-pyrazole-3-carboxaldehyde was added to a dimethylformamide (0.5 ml) solution of 15 mg of 4-(2-fluoro-phenoxy)-5-(6-methanesulfonyl-pyridin-3-yloxy)-benzene-1,2-diamine obtained in Example 200, and the reaction liquid was stirred at 90¡ãC for 30 minutes. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel.(TM). 60F254, Art 5744 (by Merck), chloroform/methanol = 9/1) to obtain the entitled compound as a white solid. 1HNMR(CDCl3)delta: 3.20(3H,s), 6.94-6.99(1H,m), 7.01-7.15(4H,m), 7.25-7.65(2H,m), 7.31(1H,dd,J=8.9,2.7Hz), 7.66(1H,d,J=2.3Hz), 7.98(1H,d,J=8.9Hz), 8.40(1H,d,J=2.7Hz) ESI-MS(m/e):466[M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazole-3-carboxaldehyde, and friends who are interested can also refer to it.

1192-21-8, 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 1192-21-8 as follows.

Sparge a solution of 2-(2-chloro-4-pyridyi)-5-2-cyclopropoxy)ethyl]-6,6- dimethyi-thieno[2,3-c]pyrrol-4-one (13.9 g, 121 mmol), i-methyi-5-aminopyrazole (ii g, 113 rnrnoi), and sodium tert-butoxide (6.5 g, 68 mrnol) in toluene (150 mL) with nitrogen for 15 minutes. Treat the resulting mixture with (R)- I -[(Sp)-2- (dicyciohexyiphosphino)ferrocenyiiethyldi-tert-hutylphosphine (200 mg, 0.36 mmol) andbis(tri-o-toiyiphosphine)paliadium(0) (250 mg, 0.35 mmoi), Heat the reaction mixture to reflux for one hour. Cool the reaction to room temperature and dilute with EtOAc (500 mL), Wash the organic solution with water (300 mL), Separate and concentrate the organic phase under reduced pressure, Dissolve the residue inDCM (150 mL) and treat the solution with SILIAMETS Thiol (40 g, I .28 mrnol/g, 40-63 micron) and stir the mixture for four hours, Filter to remove the solid and concentrate the filtrate under reduced pressure to give the title compound I LI g (86%). MS (ink): 424 (M+i).

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

A common heterocyclic compound, 1120-82-7, name is (1H-Pyrazol-1-yl)methanol, molecular formula is C4H6N2O, 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. 1120-82-7.

General procedure: To a solution of N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-3-hydroxybenzamide (12) (0.250g, 0.838mmol) in anhydrous THF (5mL), the corresponding alcohol (0.838mmol) and PPh3 (0.330g, 1.25mmol) were added. The reaction mixture was cooled on ice bath and DIAD (0.25mL, 1.25mmol) was added. The reaction was stirred overnight at room temperature. The solvent was evaporated under reduced pressure and the crude product was purified by flash chromatography.

The synthetic route of (1H-Pyrazol-1-yl)methanol has been constantly updated, and we look forward to future research findings.

402-61-9, Name is 5-Methyl-1H-pyrazole-3-carboxylic acid, 402-61-9, 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 5-methyl-1H-pyrazole-3-carboxylic acid (45 g) in MeOH (450 mL) is added dropwise thionylchloride (58 mL). After addition the mixture is stirred for 16 h at room temperature. The mixture is concentrated in vacuo. The residue is dissolved in EtOAC, washed successively with saturated aqueous NaHCO3 and brine. After drying (MgSO4) the mixture is concentrated in vacuo to give the title compound. LC (Method 1): tR=0.64 min; Mass spectrum (ESI+): m/z=141 [M+H]+.

Statistics shows that 5-Methyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 402-61-9.

330792-70-6, Adding a certain compound to certain chemical reactions, such as: 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, 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 330792-70-6.

5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (28 mg, 0.1 mmol)A mixture of 2-Bromomalonaldehyde (15 mg, 0.1 mmol) in EtOH (5 mL) was stirred at room temperature for 2 hours.The mixture was then filtered to give a crude yellow solid (20 mg, 62.9percent).

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, 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.