Category: pyrazoles-derivatives

Reference of 1310350-99-2, A common heterocyclic compound, 1310350-99-2, name is 4-Chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid, molecular formula is C5H3ClF2N2O2, 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.

Example 196 N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4,5-difluorophenyl)-4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxamide The title compound was synthesized by procedures and steps analogous to those described in Method Z, Example 186 above, but using 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid (WO201169934). MS m/z=488.1 [M+H]+. Calculated for C17H13ClF7N5O2: 487.76 1H NMR (400 MHz, CHLOROFORM-d) delta=8.57 (br. s., 1H), 8.12-8.04 (m, 1H), 7.93 (s, 1H), 7.31-6.99 (t, 1H), 6.99-6.95 (m, 1H), 4.06 (m, 1H), 2.80 (dd, J=2.2, 13.7 Hz, 1H), 1.92 (t, J=13.1 Hz, 1H), 1.65 (s, 3H)

The synthetic route of 1310350-99-2 has been constantly updated, and we look forward to future research findings.

Reference of 3469-69-0, These common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, 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.

Under the protection of nitrogen, the 4-iodo -1H-pyrazole (3.88g, 20mmol) dissolved in DMF (50 ml) in, cooling to 0 C, adding NaH (1.66g, 55 . 33mmol, in 80% dispersion in mineral oil), mixture in 0 C stirring 10 minutes, to continue to slowly adding the CH 3 I (2.5 ml, 38 . 76mmol). Reaction solution stirring the mixture at room temperature for 22 hours later, water (100 ml) quenching, and using EtOAc (200 ml) extraction. Organic phase Na 2 SO 4 drying, concentrating under reduced pressure, to obtain the title compound as a buff solid (3.99g, 95.9%).

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

Related Products of 4522-35-4, The chemical industry reduces the impact on the environment during synthesis 4522-35-4, name is 3-Iodo-1H-pyrazole, I believe this compound will play a more active role in future production and life.

A mixture of 3-iodopyrazole (prepared as described in WO2007/035309) (1.0 g, 5.1 mmol), 4-fluorobenzotrifluoride (0.72 mL, 5.7 mmol) and potassium carbonate (0.93g, 6.7 mmol) was stirred in lambda/,lambda/-dimethylformamide (10 mL) at 100 0C for 2 h. The mixture was diluted with water (60 mL) and extracted with ethyl acetate (2 x 30 mL). The organic layers were combined, dried over magnesium sulfate and concentrated. The residue after evaporation was subjected to silica gel chromatography (40 g silica) using a gradient of ethyl acetate/chlorobutane (0:100 to 50:50), and appropriate fractions were combined and evaporated to give the title compound (1.27 g). 1H NMR (CDCl3) delta 7.79 (m, 3H), 7.71 (m, 2H), 6.67 (d, IH).

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-Iodo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

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 51516-67-7 as follows. Recommanded Product: 5-Amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile

General procedure: The experimental procedure was similar to synthesis of analogs1(aei). 5-amino-1-aryl-1H-pyrazole-4-carbonitriles 4(aei)(0.001 mol) were reacted with 2.0 mL of 1,3-diaminopropane andcarbon disulfide (0.004 mol). The temperaturewas 85-95oC and thereaction time was 14-16 hours. The reaction mixture was pouredinto cold water, the precipitate was filtered out and washed withcold water. The reactions were accompanied by means of TLC anddichloromethane as eluent.

According to the analysis of related databases, 51516-67-7, the application of this compound in the production field has become more and more popular.

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 89501-90-6 as follows. Formula: C4H5ClN2O2S

Methyl 2-(N-isopropyl-1-methyl-1H-pyrazole-3-sulfonamido)acetate. A 25-niL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with 1-methyl-i H-pyrazole-3 – sulfonyl chloride (220 mg, 1.2 mmol), methyl 2-(isopropylamino)-acetate (157 mg, 1.2 mmol), DIPEA (310 mg, 2.4 mmol), DMAP (12 mg, 0.10 mmol), and CH2C12 (10 mL). The mixture was stirred at room temperature for 2 h and concentrated under reduced pressure. The residue was purified by reverse-phase prep-HPLC to afford the title compound (202 mg, 61%) as white solid. MS-ESI:[M+H] 276.1. ?H NMR (500 MHz, CDC13) 3 7.43 (d, J= 2.5 Hz, 1H), 6.74 (d, J= 2.0 Hz, 1H), 4.27-4.24 (m, 1H), 4.02 (s, 2H), 3.99 (s, 3H), 3.77 (s, 3H), 1.09 (d, J= 6.5 Hz, 6H).

According to the analysis of related databases, 89501-90-6, the application of this compound in the production field has become more and more popular.

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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Product Details of 179692-08-1

To a solution of ethyl 4-iodo-1H-pyrazol-3-formate (4.2 g, 15.8 mmol, 1.0 eq.) and potassium carbonate (4.37 g, 31.6 mmol, 2.0 eq.) in acetonitrile (45 mL) was added p-methoxybenzyl chloride (3.09 g, 19.7 mmol, 1.25 eq.) under stirring at room temperature. The reaction liquid was protected with nitrogen gas and stirred overnight at 60C. The reaction liquid was cooled to room temperature and insoluble substances were filtered. The filter cake was washed with ethyl acetate. The filtrate was concentrated in vacuo and separated by column chromatography on silica gel column to give ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-5-formate (C1, 1.94 g, 32% yield) and ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-3-formate (C2, 2.90 g, 47% yield). C1: 1H NMR (400MHz, CDCl3) delta 7.61 (s, 1H), 7.21 (d, J = 8.4 Hz, 2H), 6.82 (d, J = 8.4 Hz, 2H), 5.70 (s, 2H), 4.37 (q, J = 7.2 Hz, 2H), 3.77 (s, 3H), 1.40 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+. C2: 1H NMR (400MHz, CDCl3) delta 7.36 (s, 1H), 7.22 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.4 Hz, 2H), 5.31 (s, 2H), 4.44 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 1.43 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 2075-45-8, name is 4-Bromo-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3BrN2

[0001187] To a solution of 4-bromo-lH-pyrazole (2.92 g, 20.0 mmol) in anhydrous DMF (50 mL) was added 2-bromopropane (3.69 g, 30.0 mmol) and potassium carbonate (6.90 g, 50 mmol) at room temperature. The reaction mixture was stirred for 10 h. The mixture was diluted with water (100 mL) and extracted with ethyl acetate (150 mL x 3). The combined organic extracts were washed with brine (150 mL x 2) and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo and the residue was purified with flash column chromatography on silica gel to give Compound 330A.

According to the analysis of related databases, 2075-45-8, the application of this compound in the production field has become more and more popular.

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. 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H5BrN2

To a mixture of 3-bromo-1-methylpyrazole (0.91 g), toluene (18 mL), ethanol (3.0 mL) and water (3.0 mL) were added (4-(hydroxymethyl)phenyl)boronic acid (1.1 g), sodium carbonate (0.60 g) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (0.52 g) at room temperature, and the mixture was stirred under an argon atmosphere at 110 C. overnight. The reaction mixture was filtered, and the filtrate was diluted with ethyl acetate, washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) and triturated with ethyl acetate and hexane to give the title compound (1.1 g). MS: [M+H]+ 189.1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 151049-87-5.

2075-46-9, name is 4-Nitro-1H-pyrazole, 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. COA of Formula: C3H3N3O2

4-aminopyrazole (10) The 4-nitropyrazole (9) (15.0 g, 133 mmol) was added to a suspension of palladium on carbon 10% (7.0 g, 6.65 mmol, 5% mmol) in ethanol (100 ml). The mixture was shaken for 3 hours under hydrogen pressure (40 psi) at room temperature. The end of reaction checked by TLC (Ethylacetate/Hexane 1/1, 4-nitropyrazole Rf=0.6, UV active, 4-aminopyrazole Rf 0.1, UV active). The catalyst was removed by filtration through a pad of Celite and the solvent was evaporated. The product (10) was obtained as a burgundy oil (10.5 g, 126 mmol, 95%), which was used in the following step without purification. GC/MS: m/z=83 (100%).

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Application of 5744-59-2, These common heterocyclic compound, 5744-59-2, name is 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid, 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 (c) N-((ls,4s)-4-(l,5-Dimethyl-lH-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(4′-((4-isopropylpiperazin-l-yl)methyl)-2′-(morpholinomethyl)biphenyl-3- yloxy)nicotinamideA stirred solution of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(4′-((4-isopropylpiperazin-l- yl)methyl)-2′-(morpholinomethyl)biphenyl-3-yloxy Nicotinamide hydrochloride (221 mg, 0.28 mmol), 1,5 -dimethyl- lH-pyrazole-3-carboxylic acid (39.2 mg, 0.28 mmol) and DIPEA (0.342 mL, 1.96 mmol) in DMF (10 mL) was treated with HATU (112 mg, 0.29 mmol) and stirred overnight. The solution was evaporated to remove most of the DMF and the residue was taken up in dichloromethane, was washed with water (3x), dried (TN^SC^) and evaporated. The residue was purified by reversed phase preparative HPLC on a Sunfire column, using a gradient of methanol in 0.1% aqueous TFA solution as eluent to give the title compound as a white solid. Yield: 110 mg1H NMR (400 MHz, DMSO) delta 10.18 – 9.97 (m, IH), 9.44 – 9.23 (m, IH), 8.36 (d, J= 6.4 Hz, IH), 8.27 (d, J= 3.1 Hz, IH), 8.04 – 8.00 (m, 2H), 7.65 – 7.61 (m, IH), 7.54 (t, J= 7.9 Hz, IH), 7.50 – 7.45 (m, IH), 7.36 (d, J= 7.9 Hz, IH), 7.29 (d, J= 8.2 Hz, IH), 7.22 – 7.14 (m, 2H), 6.59 (s, IH), 4.36 – 3.59 (m, 20H), 3.51 – 3.38 (m, 2H), 3.21 – 2.94 (m, 4H), 2.82 – 2.64 (m, IH), 2.52 – 2.38 (m, 2H), 2.14 (s, 3H), 1.84 – 1.60 (m, 8H), 1.25 (d, J= 6.4 Hz, 3H). MS: [M+H]+=767 (calc=767) (MultiMode+)

The synthetic route of 5744-59-2 has been constantly updated, and we look forward to future research findings.