Category: pyrazoles-derivatives

Synthetic Route of 1203705-55-8, These common heterocyclic compound, 1203705-55-8, name is 3-Bromo-1H-pyrazol-5-amine, 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.

General procedure: 1H-Pyrazol-5-amine 1 (1 equiv.), 3-oxopropanenitrile 2 (1 equiv.), benzaldehyde 3 (1 equiv.), and Et3N (2 equiv.) were stirred in DMF (1 M) at 90 C for 16 h. The volatiles were removed under reduced pressure (or positive N2 (g) pressure). Sodium nitrite (3 equiv.) and acetic acid (134 equiv.) were added to the crude material, and the reaction mixture was stirred for 10 min. The volatiles were removed under reduced pressure (or positive N2 (g) pressure), and the crude reaction mixture was subjected to silica gel column chromatography with ethyl acetate in hexanes.

The synthetic route of 1203705-55-8 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. 84547-84-2, name is 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 84547-84-2

To a solution of N-methyl-4-bromopyrazole-3-carboxylic acid (2.0 g), available from step A, in 65 mL of anhydrous DMF was added bromotripyrrolidinophosphonium hexafluorophosphate (PyBrop, 4.60 g), dimethyl amine (10 mL, 2.0 M in THF) and diisopropylethyl amine (5.2 mL) at 25 C. The mixture was stirred for 26 h, and concentrated under reduced pressure to an oily residue. This residue was treated with a 1.0 M NaOH aqueous solution, and extracted with ethyl acetate (50 mL?4). The organic extracts were combined, washed with brine, and dried with anhydrous Na2SO4. Removal of solvents yielded an oil, which was purified by preparative thin layer chromatography, eluting with CH2Cl2-MeOH (20:1), to give 1.09 g of the amide product (48%, MH+=232.0).

The synthetic route of 84547-84-2 has been constantly updated, and we look forward to future research findings.

Electric Literature of 138907-68-3, These common heterocyclic compound, 138907-68-3, name is Ethyl 5-amino-1-(4-fluorophenyl)-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.

PREPARATION G Ethyl 1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate A stirred suspension of ethyl 5-amino-1-(4-fluoro-phenyl)-1H-pyrazole-4-carboxylate (7.48 g, 30.0 mmole), prepared as described in Preparation A, above, and isopentyl nitrite (7.03 g, 60.0 mmole) in 80 ml of tetrahydrofuran was refluxed for twenty-four hours and then evaporated in vacuo. The residue was triturated with 50 ml of methanol and filtered to furnish 5.18 g (74% yield) of off-white solid. The sample was recrystallized from ethanol, m.p. 119-21 C. Analysis: Calculated for C12 H11 FN2 O2: C, 61.53; H, 4.73; N, 11.96%. Found: C, 61.41; H, 4.51; N, 11.95%.

The synthetic route of 138907-68-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 175137-46-9, name is 5-Cyclopropyl-1H-pyrazol-3-amine, 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 175137-46-9, category: pyrazoles-derivatives

A solution of 2,4,5-trichloropyrimidine (533 mg, 2.93 mmol), 3-amino-5-cyclopropyl- lH-pyrazole (360 mg, 2.93 mmol) and triethylamine (0.49 ml) in EtOH (5 ml) was stirred at room temperature for 10 hours. Solvent was removed and EtOAc was added. The solution was washed with water and dried over anhydrous sodium sulfate and was concentrated to give title compound as a white solid (546 mg, 69%). The compound was carried to the next step without further purification. 1HNMR delta 0.92 (m, 2H), 1.20 (m, 2H), 2.18 (m, IH), 6.40 (s, IH), 8.60 (s, IH), 9.90 (s, IH), 12.60 (s, IH).

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Application of 82231-58-1, These common heterocyclic compound, 82231-58-1, name is Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate, 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.

[00393] To a mixture of 58-8 (200.0 mg, 0.6 mmol, 1.00 eq), 58-3 (154.0 mg, 0.7 mmol, 1.20 eq) and Na2C03 (116.7 mg, 1.1 mmol, 2.00 eq) in dioxane (4.0 mL) and H20 (0.5 mL), was added Pd(dppf)Cl2 (40.3 mg, 55.1 umol, 0.10 eq). The mixture was degassed under vacuum and purged with N2 3 times. The resulting mixture was stirred at 100 C for 17 h. LCMS showed the reaction was complete. The mixture was concentrated under vacuum. The residue was purified by silica gel chromatography to afford the crude products. The crude products were purified by prep-HPLC (acidic HC1 condition) to provide Compound 58 and Compound 59. [00394] Compound 58: 2.31 mg, 4.4 umol, 0.8% yield, HC1. LCMS (ESI): RT = 0.852 min, mass calc. for C20Hi8F3N3O2 389.14, m/z found 390.0 [M+H]+. 1HNMR (400MHz, CHLOROF ORM-i ) 7.74 (s, 1H), 7.66 (s, 1H), 7.41 (dd, J= 1.5, 7.5 Hz, 1H), 7.38 – 7.31 (m, 2H), 7.29 – 7.24 (m, 1H), 7.20 (s, 1H), 7.15- 7.06 (m, 3H), 5.78 (s, 1H), 4.94 (s, 2H), 4.26 (q, J= 7.0 Hz, 2H), 1.30 (t, J= 7.2 Hz, 3H). [00395] Compound 59: 52.51 mg, 0.1 mmol, 24.0% yield, HC1. LCMS (ESI): RT = 0.783 min, mass calc. for Ci8Hi4F3N302 361.10, m/z found 361.9 [M+H]+. 1HNMR (400MHz, METHANOL-d4) 7.81 (s, 1H), 7.65 (s, 1H), 7.49 (d, J= 7.5 Hz, 1H), 7.34- 7.27 (m, 2H), 7.26 – 7.21 (m, 1H), 7.15- 7.10 (m, 1H), 7.09 – 7.06 (m, 2H), 6.97 (d, J= 7.8 Hz, 1H), 4.77 (s, 2H).

Statistics shows that Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate is playing an increasingly important role. we look forward to future research findings about 82231-58-1.

Related Products of 3112-31-0, A common heterocyclic compound, 3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic acid, molecular formula is C5H4N2O4, 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.

In a typical synthesis, 0.17mmol (0.0300g) of H3dpc, 0.36mmol (0.0586g) of MnCl2 2H2O, 0.26mmol (0.0403g) of 4,4?-bpy and 10mL of distilled water were mixed. The reaction mixture was stirred until a homogeneous gel was formed (pH 4), sealed in a PTFE-lined stainless steel autoclave with an internal volume of 40mL and heated at 150¡ãC for 3days under autogenous pressure. After cooling to room temperature, the resulting block single crystal particles that was confirmed to be compound 3 by XRD were filtered off, washed with distilled water (3*50mL), and dried in an ambient condition. Yield 0.031g, 73percent based on H3dpc. The mother liquor was allowed to stand still for evaporation. After one week, small amount single crystals were found grown up on the wall of beaker. These crystal particles were collected and air dried at room temperature, single crystal X-ray diffraction data revealed that these particles were phase 1. Yield 0.010g, 9.4percent based on H3dpc.

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.

Application of 31230-17-8, These common heterocyclic compound, 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, 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 1: Synthesis of 2-chloro-6-methyl-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine A suspension of 2,4-dichloro-6-methyl-pyrimidine (120.00 g, 736.2 mmol, 1.00 eq), 5-methyl-1H-pyrazol-3-amine (78.65 g, 0.81 mol, 1.10 eq) and DIPEA (142.72 g, 1.10 mol, 1.50 eq) in DMSO (400 mL) was heated at 60 C. for 16 hrs. TLC (PE/EA, 5:1, 1:1) showed the reaction was complete. The reaction mixture was cooled to 30 C. and poured into ice-water (800 mL). The resulting mixture was extracted with MTBE (800 mL*10). The combined organic layers were washed with water (400 mL*3), brine (400 mL*3) and dried over Na2SO4. After filtration, the filtrate was concentrated under reduced pressure and the residue was recrystallized from DCM (10 mL/g) to afford 2-chloro-6-methyl-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (105.60 g, 472.14 mmol, 64%) as a yellow solid. The structure was confirmed by LC-MS and NMR.

Statistics shows that 5-Methyl-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 31230-17-8.

Application of 500011-84-7, The chemical industry reduces the impact on the environment during synthesis 500011-84-7, name is 3-Bromo-1-(dimethylsulfamoyl)pyrazole, I believe this compound will play a more active role in future production and life.

Step B: Preparation of 3-bromopyrazole;To trifluoroacetic acid (70 mL) was slowly added 3-bromo-iV,N-dimethyl-lH- pyrazole-1 -sulfonamide (i.e. the bromopyrazole product of Step A) (57.04 g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3x), dried over magnesium sulfate and concentrated to afford 25.9 g of the title product as a white solid, m.p. 61-64 C. 1H NuMR (CDCl3): delta 12.4 (br s,lH), 7.59 (d,lH), 6.37 (d,lH).

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-Bromo-1-(dimethylsulfamoyl)pyrazole, other downstream synthetic routes, hurry up and to see.

Reference of 52222-73-8, The chemical industry reduces the impact on the environment during synthesis 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 2-chloro-5-nitrobenzonitrile (1 .278 g, 7.0 mmol) and 4-(trifluoromethyl)- iH-pyrazole (1 .0 g, 7.35 mmol) in acetonitrile (10 mL) was added potassium carbonate (2.90 g, 21 mmol) at RT. The mixture was heated to 60 C and stirred at this temperature for 1 hour. The reaction mixture was diluted with EtOAc (50 mL), and the solids were removed by filtration. The filtrate was concentrated in vacuo and the residue was purified by Biotage Isolera chromatography (silica gel, eluting with heptanes-EtOAc, 1 :0 to 0: 1 ). The product containing fractions were combined and concentrated in vacuo to afford 1 .77 g (89% yield) of the title compound as a yellow solid.1H NMR (500 MHz, DMSO-d6) delta [ppm] 9.28 (s, 1 H), 8.94 (d, J = 2.6 Hz, 1 H), 8.68 (dd, J = 9.0, 2.6 Hz, 1 H), 8.47 (s, 1 H), 8.19 (d, J = 9.0 Hz, 1 H).LCMS (Analytical Method A): Rt = 1 .16 mins; MS (ESIpos) m/z = 283.0 (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, 4-(Trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 66121-71-9, The chemical industry reduces the impact on the environment during synthesis 66121-71-9, name is 4-Cyano-1-methylpyrazole, I believe this compound will play a more active role in future production and life.

1-Methyl-1H-pyrazole-4-carbonitrile (18 gm, 0.168 moles) obtained in step 2, tn-nbutyl tin chloride (65 gm, 0.2 18 moles), sodium azide (14 gm, 0.20lmoles) were taken in toluene (180 ml). The reaction mixture.was stirred for 24 hours at 100-120C. The progress of the reaction was monitored by HPLC. The above reaction mixture was cooled to 10- 15C, to this added 10% ethanolic HCI solution (100 ml, pH= 1-2). The reaction mixturewas stirred for 1-1.5 hours at 10-15C, filtered off the inorganic salts, washed with ethanol (30 ml). The mother liquor and washings were collected and toluene and ethanol were recovered at 50-55C at reduced pressure. To the above residue at 20-25C, added diisopropyl ether (100 ml), stirred for 1-2 hours at 20-25C, filtered the solid, washed with diisopropyl ether (30 ml) and air dried the product, 5-(1-methyl-IH-pyrazol-4-yl)-2H-tetrazole at 60-65C.Drywt25gm1.4 w/w (99%)1.40w/wYieldTheoretical yield

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, 4-Cyano-1-methylpyrazole, other downstream synthetic routes, hurry up and to see.