pyrazoles-derivatives

2075-46-9, 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. 2075-46-9, name is 4-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 4-nitro-1H-pyrazole 12 (10.0 g, , 88.4 mmol), 2-bromo ethanol (12.0 g, 97.3 mmol) and cesium carbonate (43.0 g, 132.6 mmol) in DMF (130 mL) was heated to 100C for 6h. After the completion of reaction (TLC monitoring), the reaction mixture was cooled to RT, diluted with water (200 mL) and extracted with EtOAc (2 x 200 mL). The combined organic phase washed with water, dried over Na2SO4, concentrated to give 2-(4-nitro-1H-pyrazol-1-yl)ethanol 17 (6.0 g, 43% yield). ?I-INMR (400 MHz, DMSO-d6): oe 8.81 (s, 1H), 8.26 (s, 1H), 4.99 (t, 1H), 4.22 (t, 2H) 3.76-3.78 (m, 2H).

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Adding a certain compound to certain chemical reactions, such as: 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, 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 82560-12-1, 82560-12-1

To a mixture of Intermediate 7a (1.50 g, 4.46 mmol), 5-tert-butyl-2H- pyrazol-3-ylamine (620 mg, 4.46 mmol), copper (I) iodide (42 mg, 0.22 mmol) and K2CO3 (1.29 g, 9.37 mmol) was added to toluene (4.6 mL; previously degassed by using a stream of Argon). (R,R)-(-)-N,N’-Dimethyl- 1 ,2-cyclohexanediamine (141 L, 0.89 mmol) was then added and the reaction mixture was heated at 140 C for 2.5 h under microwave irradiation. The crude reaction mixture was poured into water and extracted with EtOAc (x 3). The combined organic layers were washed with brine, dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by FCC, using a gradient of 0-100% EtOAc in cyclohexane, to give the title compound (1.14 g, 73%). LCMS (Method 4): Rt 2.34 min, m/z 348 [MH+].

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-tert-butylpyrazole, other downstream synthetic routes, hurry up and to see.

89501-90-6, 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. 89501-90-6, name is 1-Methyl-1H-pyrazole-3-sulfonyl chloride belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of sulfonyl chloride (1 eq) in THE (10-20 mL/mmol) was cooled to-78C and ammonia gas was bubbled through the solution for 15 mm, stirring was continued for a further 30 mm then allowed to warm to ambient temperature and stirred for 2h or until completion. The sulfonyl chloride was converted using general method E1 to give the titled compound as an off-white solid (0.4 g, 69%). 1 H NMR (400 MHz, DMSO-d6): delta = 7.80 (d, J = 2.1 Hz, 1 H), 7.36 (s, 2H), 6.53 (d, J = 2.1 Hz, 1 H), 3.88 (s, 3H). LCMS (m/z): 162.05 (M +1 )+.

The synthetic route of 89501-90-6 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. 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 27258-33-9

Example 203 Rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) (1387) Synthesis of rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) (1388) To a solution of 1631 rac-(4bR,5R,6R,7S,7aR)-5-(aminomethyl)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (1, 50 mg, 0.10 mmol) in 11 THF (1 mL) were added 1799 2-methylpyrazole-3-carbaldehyde (12 muL, 13 mg, 0.12 mmol), 17 acetic acid (1.2 muL, 1.3 mg, 0.021 mmol) and molecular sieves (ca. 80 mg). The mixture was stirred for 30 min. Then 41 sodium triacetoxyborohydride (85 mg, 0.40 mmol) was added, and the mixture was stirred for 30 min. Another 3 muL (3 mg, 0.03 mmol) 2-methylpyrazole-3-carbaldehyde were added. After another 30 min the reaction was quenched with 1682 NaHCO3(aq), and the mixture was extracted (3¡Á dichloromethane). The combined organic phases were dried (Na2SO4), filtered and concentrated. The crude product was taken up in MeCN/DMSO/water. And subjected to HPLC purification (C18, MeCN/H2O+0.1% TFA) to provide product 1800 rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) as its TFA salt. Yield: 40.5 mg (0.0574 mmol, 57%), white solid; MS (ESI) m/z 591.3 [M+1]+; 1H NMR (400 MHz, DMSO-d6) delta 9.14 (b, 1H), 8.52 (b, 1H), 8.21 (s, 1H), 8.13 (s, 1H), 7.52 (d, J=1.9 Hz, 1H), 7.34 (d, J=8.6 Hz, 2H), 7.14-7.08 (m, 5H), 6.85-6.80 (m, 2H), 6.53 (d, J=1.9 Hz, 1H), 6.35 (s, 1H), 5.52 (b, 1H), 4.63-4.48 (m, 2H), 3.92 (s, 3H), 3.91 (s, 3H), 3.78-3.68 (m, 1H), 3.54-3.44 (m, 1H), 3.45 (dd, J=11.1, 2.5 Hz, 1H), 3.27 (d, J=13.6 Hz, 1H), 3.21 (dd, J=11.4, 6.8 Hz, 1H), 3.10-3.02 (m, 1H), 2.76-2.66 (m, 1H).

The synthetic route of 27258-33-9 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. 14521-80-3 name is 3-Bromo-1H-pyrazole, 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. 14521-80-3

[00284] To a stirred solution of 5-bromo-1-propylpyridin-2(1H)-one (1.029 g, 4.8 mmol), cesium carbonate (4.655 g, 14.3 mmol), 3-bromopyrazole (0.700 g, 4.8 mmol), in anhydrous DMA (3mL) under argon was added and copper(I) iodide (0.181 g, 1.0 mmol). The mixture was stirred at 120C overnight. After cooling, the mixture was diluted with water and extracted with ethyl acetate (3X20 mL). The combined organics were washed with brine and dried over MgS04. The solvents were dried to evaporation and the residue purified by flash chromatography (0-100% ethyl acetate in hexanes). The pure fractions were collected and dried to give the product as a liquid (320 mg, 24%). LC/MS: [M+l]+ 282.1; 1H MR (300 MHz, CDC13): delta 8.25 (d, J=2.4 Hz, IH), 7.84-7.76 (m, 2H), 7.66 (dd, J=9.9 and 2.4 Hz, IH), 7.56 (dd, J=8.7 and 2.4 Hz, IH) 6.68 (d, J=9.9 Hz, IH), 6.55 (d, J=8.1 Hz, IH), 4.51 (bs, 2H), 3.96 (t, J=7.8 Hz, 2H), 1.87-1.80 (m, 2H), 0.99 (t, J=7.5 Hz, 3H).

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

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. 1072-68-0, name is 1,4-Dimethylpyrazole, A new synthetic method of this compound is introduced below., 1072-68-0

To a solution of 1,4-dimethyl-1H-pyrazole (2.5 g, 26.0 mmol, 1 equiv) in tetrahydrofuran (50 mL) was added n-butyllithium in hexane solution (2.5 M in hexane, 78.0 mmol, 31 mL, 3 equiv) dropwise at 0 C. under nitrogen atmosphere. The resulting solution was stirred at room temperature for 1 h and then cooled to -78 C. 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (14.52 g, 78.017 mmol, 3 equiv) was added and the reaction mixture was stirred at -78 C. for 0.5 hour, then slowly warmed up to 0 C. The reaction was quenched with brine and extracted with EtOAc (250 mL*3). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:5). This resulted in 2.6 g (45%) of 1,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole as a white solid.

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.

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

a) 1-Benzyl-4-iodo- 1H-pyrazole (A 147) 4-lodo-1 H-pyrazole (1.00 g, 5.16 mmol) in DMF (15 mL) was cooled to 0 C before sodium hydride (60% w/w dispersion in mineral oil, 258 mg, 6.44 mmol) was added. After 15 minutes, benzyl bromide (0.674 mL, 6.44 mmol) was added and the mixture stirred at room temperature. After two hours, the mixture was added to water (200 mL), cooled at 4 C for one hour then filtered. The collected solid was washed with cyclohexane (2 x 3 mL) and air dried to give the title compound as a white solid (0.859 g, 59%). H NMR (400 MHz, CDCI3) delta 7.51 (s, 1 H), 7.36 (s, 1 H), 7.35-7.28 (m, 3H), 7.21-7.17 (m, 2H), 5.27 (s, 2H). LCMS-B: 3.48 min, m/z (positive ion) 285.1 [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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

The chemical industry reduces the impact on the environment during synthesis 2458-26-6, name is 3-Phenyl-1H-pyrazole, I believe this compound will play a more active role in future production and life. 2458-26-6

A solution of 3-phenyl-leta-pyrazole (2.98 g, 20.67 mmol) in anhydrous N,N- dimethylformamide (40 ml) was treated with N-bromosuccinimide (3.68 g, 20.67 mmol) in one portion and then stirred at room temperature for 1 h. The reaction was evaporated under reduced pressure and the resulting residue was dissolved in ethanol (15 ml) and diluted with water (100 ml) to precipitate the crude product. The solids were collected by filtration and dried via air suction. The product was purified by recrystallization from acetonitrile- water to give the title compound (4.19 g, 91 %) as a white solid. MS(ES)+ m/e 224 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 2458-26-6. I believe this compound will play a more active role in future production and life.

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. 35277-02-2, name is 4-Fluoro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 35277-02-2

3-(3-(4-(chloromethyl)benzyl)isoxazol-5-yl)pyridin-2 -amine (Intermediate B, 80mg, 0.27mmol) and 4-fluoro-lH-pyrazole (92mg, l .07mmol) were dissolved in NMP (lml). Potassium 2-methylpropane- 2-olate (1M in THF, 0.80mL, 0.80mmol) was added and the mixture was stirred for 5min at 60C. The cooled reaction mixture was directly purified by column chromatography (Si02, hexane/ethyl acetate). Fraction containing the product were concentrated under reduced pressure and further purified by HPLC to yield 3-(3-(4-((4-fluoro-lH-pyrazol-l-yl)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine (75mg, 0.22mmol, 80%) as a white solid. 400 MHz NMR (CDCl3) d 8.14 (s, 1H), 7.69 (dd, J= 7.7, 1.7 Hz, 1H), 7.35 (dd, J= 4.3, 0.8 Hz, 1H), 7.31 – 7.13 (m, 5H), 6.70 (dd, J= 7.7, 4.7 Hz, 1H), 6.24 (s, 1H), 5.43 (s, 2H), 5.18 (s, 2H), 4.04 (s, 2H). MS: 350.3 [M+H]+.

The synthetic route of 35277-02-2 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 92-43-3, name is 1-Phenyl-3-pyrazolidinone, 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. 92-43-3

(a) 3-Chloro-4,5-dihydro-1-phenyl-1H-pyrazole 1-Phenylpyrazolidin-3-one (8.1 g) was suspened in dry toluene (100 ml), followed by addition of phosphoryl chloride (7.0 ml) and the mixture stirred for 1 hour at 85. When cool the toluene was decanted from the solid and solvent removed in vacuo to give the sub-title compound, (6.9 g), mp 92-93.

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 92-43-3.