Category: 5334-39-4

Reference of 5334-39-4, 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 5334-39-4 as follows.

: To a solution of l-ethyi-5-hydroxy-piperidin-2-one (530 mg, 3.70 mmol), 3-methyl-4-nitro-lH-pyrazole (706 mg, 5.55 mmol) and PPrn (i ,46 g, 5.55 mmol) in THF (20 mL) was added dropwise DIAD (1.12 g, 5.55 mmol ) at 0 C over 20 min. After addition, the mixture was stirred at this temperature for 40 min, and then the resulting mixture was stirred at 20 C for 1 1 h. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 5: 1 to 0: 1) to give a mixture of l-ethyl-5-(5-methyl-4-nitro-lH-pyrazol-l- yi)piperidin-2~one and l~ethyl-5-(3~methyl-4-nitro-lH~pyrazol-l~yl)piperidin~2-one as a yellow solid. LCMS: RT 0.881 min, m/z = 253.1 [M+H]+

According to the analysis of related databases, 5334-39-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 5334-39-4,Some common heterocyclic compound, 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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.

To a mixture of 6,7-dihydro-5H- pyrrolofl,2-a]imidazol-7-ol (1 g, 8.06 mmol) and 3-methyl-4-nitro-lH-pyrazole (1.13 g, 8.87 mmol) in THF (20 mL) was added PPh3 (3.17 g, 12.09 mmol) and then D1AD (2.44 g, 12.09 mmol, 2.4mL) dropwise at 0 C over a period of 30 min under N2. The mixture was warmed to 20 C and stirred for 12 h, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (gradient PE:EtOAc from 10: 1 to 0: 1) to give the mixture of 7-(3-methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole and 7-(5-methyl- 4-nitro-lH-pyrazol-l -yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole as a white solid. LCMS: RT 0.112 min, m/z —— 234.1 [M + H .] To a solution of 7-(3- methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo| l,2-a|imidazole and 7-(5-methyl-4-nitro-lH- pyrazol-l-yl)-6,7-dih}’dro-5H-pyrrolo[ l,2-a]imidazole (650 mg, 2.79 mmol) in MeOH (20 mL) was added Pd-C (10%, 0.3 g) under N2. The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (15 psi) at 20 C for 4 h, then filteredand concentrated under reduced pressure, to give the mixture of l-(6,7-dihydro-5H-pyrrolo|T,2- a]imidazol-7-yl)-3-methyl-pyrazol-4-amine and l-(6,7-dihydro-5H-pyrrolo[ l,2-a]imidazol-7-yl)-5- methyl-lH-pyrazol-4-amine as a light yellow solid. LCMS: RT 0.62-0.878 min, m/z = 204.2 [M+H]~.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methyl-4-nitro-1H-pyrazole, its application will become more common.

Related Products of 5334-39-4, 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. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 3-methyl-4-nitro-lH-pyrazole (5 g, 39.34 mmol) and (R)-2- methyloxirane (3.43 g, 59.01 mmol, 4.13 mL) in DMF (50 mL) was added Cs2C03 (19.23 g, 59.01 mmol) at 20 C. The mixture was heated to 80 C and stirred for 15 h then cooled to 20 C and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 10: 1 to 0: 1) to give the mixture of (R)-l-(5-methyl-4-nitro-lH-pyrazol-l -yl)propan-2-ol and (R)-l-(3-methyl-4-nitro-lH-pyrazol-l-yr)propan-2-ol as a yellow liquid. LCMS: RT 0.133 min, m/z = 186.1 [M+H]+ To a solution of the mixture (R)-l-(5- methyl-4-nitro-lH-pyrazol-l -yl)propan-2-ol and (R)-l -(3-methyl-4-nitro-lH-pyrazol-l-yl)propan-2-ol (3 g, 16.2 mmol) in CH3CN (150 mL) was added Cul (617 mg, 3.24 rnmol), then a solution of 2,2-difluoro- 2-fluorosulfonyl-acetic acid (4.33 g, 24.30 mmol, 2.5 mL) in CH3CN (150 mL) dropwise at 20 C over a period of 30 min under N2. The reaction mixture was wanned to 55 C and stirred for 2 h then cooled to 20 C and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc :=: 10: 1 to 0: 1) to give the mixture of (R)-l-(2-(difluoromethoxy)propyl)-5- methyl -4-nitro-lH-pyrazole and (R)-l-(2-(difluoromethoxy)prop}7l)-3-methyl-4-nitro-lH-pyrazole as a yellow oil. LCMS: RT 0.873 min, m/z = 236.1 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis 3-Methyl-4-nitro-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Adding a certain compound to certain chemical reactions, such as: 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, 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 5334-39-4, Product Details of 5334-39-4

To a stirred solution of 3-methyl-4-nitro-lH-pyrazole (869 mg, 0.068 mmol, 1 equiv) l-bromo-2,4-bis(trifluoromethyl)benzene (2 g, 0.068 mmoles, leq) in DMF (20 mL) was added K CO (1.89 g, 0.0136 mmol, 2 equiv) and the reaction mixture was stirred for 15 minutes. Cul (0.026 g, 0.2eq, O.OOlmoles) and L-proline (0.317 g, 0.02 mmol, 0.4 equiv.) were added to the reaction mixture. The reaction mixture was allowed to stir for 24 hour at 100 C. Product formation was confirmed by LCMS. After completion of reaction, reaction mixture was diluted with water and extracted with ethyl acetate (3×100 mL). Combined organic extracts were washed with water (4×100 mL), dried over anhydrous NaSCL and concentrated under reduced pressure to obtain which was purified by flash chromatography (EtOAc/ Hexane) to obtain titile compound l-(2,4-bis(trifluoromethyl)phenyl)-3-methyl-4- nitro-lH-pyrazole (1.0 g). LCMS 339 [M+H] +.

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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. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., category: pyrazoles-derivatives

To a solution of 3-methyl-4-nitro-lH-pyrazole (3.81 g, 30.0 mmol) in DMF (20 mL) was added K2CO3 (8.28 g, 60.0 mmol) and diethyl 2-bromo-2-methylmalonate (9.10 g, 36.0 mmol). The mixture was stirred at 100 C for 20 h. The reaction mixture was then treated with H20 (500 mL), extracted with ethyl acetate (20 mL x 3). The organic layer was evaporated and the residue was purified by silica gel column chromatography eluting with petroleum ether/ethyl acetate (10/1) to afford the title compound (3.6 g, 41%) as oil. LC-MS (ESI): m z = 300 (M+H)+.

According to the analysis of related databases, 5334-39-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 5334-39-4,Some common heterocyclic compound, 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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.

To a solution of tert-butyl 4-(3-methyl-4-nitro-lH- pyrazol-1- yl)piperidine-l- carboxylate and tert-butyl 4-(5-methyl-4-nitro-lH- pyrazol- 1 -yl)piperidine- 1- carboxylate (4.8 g, 15.5 mmol, form step 1) in MeOH (20 mL) was added 10% Pd/C (480 mg), and the resulting mixture was stirred at room temperature under hydrogen atmosphere for 4 hours. The LCMS indicated the starting materials were consumed. After filtration, the filtrate was concentrated to give a mixture of tert-butyl 4-(4-amino-3 -methyl- lH-pyrazol-1- yl) piperidine- 1 -carboxylate and tert-butyl 4-(4-amino-5 -methyl- IH-pyrazol-l-yl) piperidine- 1-carboxylate (4.1 g, Yield: 94%, isomeric ratio: around 5/3 based on HNMR) as light yellow oil. ESI-LCMS (m/z): 281.2 [M+1]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methyl-4-nitro-1H-pyrazole, its application will become more common.

5334-39-4, name is 3-Methyl-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. Safety of 3-Methyl-4-nitro-1H-pyrazole

A mixture of 3-methyl-4-nitro-lH-pyrazole (2.1 g, 17 mmol) and 4- methylsulfonylphenylboronic acid (5.0 g, 25 mmol), copper (II) acetate monohydrate (0.91 g, 5.0 mmol) and pyridine (0.5 g, 6.6 mmol) in DMF was stirred at 95 C under an oxygen atmosphere for 7 hours. The reaction was diluted with water, extracted with EtOAc (3x). The combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to give a mixture of 3 -methyl- 1 -(4- (methylsulfonyl)phenyl)-4-nitro-lH-pyrazole compound and 5 -methyl- 1 -(4-(methylsulfonyl)phenyl)-4-nitro-lH-pyrazole (1.3 g, 28%).

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 5334-39-4, A common heterocyclic compound, 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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.

To a solution of 3 -methyl -4-nitro-lH-pyrazole (5 g, 39.34 mmol) in DMF (50 rnL) was added NaH (1.89 g, 47.21 mmol, 60% purity) at 0 C under N2. The mixture was stirred at 20 C for 1 h, then added with ethyl 2-chloropropanoate (10.75 g, 78.68 mmol, 10.05 mL) and stirred for 15 h. The mixture was poured into ice water (250 mL). The aqueous phase was extracted with EtOAc (3 chi 100 mL). The combined organic phase was washed with brine (3 chi 100 mL), dried over anhydrous NaaS&t, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 2: 1), to give a mixture of ethyl 2-(5-methyi-4-nitro-pyrazoi-l-yl)propanoate and ethyl 2-(3- methyl-4-nitro-pyrazol-l-yl)propanoate as a yellow oil LCMS: RT 0.745 min, m/z = 228.2 [M+H]+ To a mixture of ethyl 2-(5-methyl-4-nitro-pyrazol-l -yl)propanoate and ethyl 2-(3-methyl-4-nitro- pyrazol-l-yl)propanoate (9.3 g, 40.93 mmol) in MeOH (90 mL) was added NaBH4 (3.87 g, 102.33 mmol) at 0 C under N2. The mixture was stirred at 0 C for 2 h. The mixture was concentrated under reduced pressure and purified by silica gel column chromatography (PE:EtOAc = 3: 1), to give a mixture of 2-(5- methyl-4-nitro-pyrazol- l-yl)propan-l -ol and 2-(3-methyl-4-nitro-pyrazol-l-y])propan-l-ol was obtained as a yellow solid. LCMS: RT 0.707 mm, m/z = 222.1 [M+H]+ To a solution of 2~(5 -methyl – -nitro- pyrazol-l-y])propan-l-ol, 2-(3-methyl-4-nitro-pyrazol-l-yl)propan-l-ol (2.08 g, 1 1.23 ramol) and Cul (428 mg, 2.25 mmol) in CCN (20 mL) was added a solution of 2,2-difluoro-2-fluorosulfonyl-acetic acid (3 g, 16.85 mmol, 1.74 mL) in CH3CN (10 mL) dropwise at 55C over a period of 30 min under N2. The reaction mixture was stirred at 55 C for 2.5 h. The mixture was concentrated under reduced pressure and purified by silica gel column chromatography (PE:EtOAc = 6: 1), to give a mixture of l-[2- (difluoromethoxy)-l -methyl-ethyl]-5-methyl-4-nitro-pyrazole and l-[2-(difluoromethoxy)-l-methyl- ethyi]-3-methyl-4-nitro-pyrazoie was obtained as a yellow oil. LCMS: RT 0.758 min, m/z = 236.52 i H | .To a mixture of l-[2- (ditluoromethoxy)-l-methyl-ethyl]”5-methyi-4-nitro-pyrazole and l-j2-(difiuoromethoxy)-l -methyl – ethyl]-3 -methyl -4 -nitro-pyrazole (760 mg, 3.23 mmol) in EtOH (20 mL) was added Fe (902.38 mg, 16.15 mmol) and NH4CI (864 mg, 16.15 mmol, 564.87 ,uL). The mixture was stirred at 80C for 2 h. The mixture was cooled to 20 C and concentrated under reduced pressure. The residue was poured into ice water (10 mL). The aqueous phase was extracted with EtOAc (3 x 10 mL). The combined organic phase was washed with brine (10 mL), dried over anhydrous NazSC^, filtered and concentrated under reduced pressure, to give a crude l-[2~(difiuoromethoxy)-l~methyl-ethyl]~5-methyi-pyrazol-4-amine and l-[2- (difluoromethoxy)-l-methyl-ethy]]-3-methyl-pyrazol-4-amine, which was used into the next step without further purification. LCMS: RT 1.026 min, nv’z = 186.1 | M ¡¤ 1 1 | To a mixture of 2-chloro-N-methyl-5-(trifluoromediyl)pyrimidin-4-ainine (372 rng, 1.75 mmol), l-[2- (difiuoromethoxy)- 1 -methyl-ethyl] -3 -methyl -pyrazol-4-amme and 1 – [2-(difluoromethoxy)- 1 -methyl – ethyi]-5-methyl-pyrazol-4-amine (300 mg, 1.46 mmol) in 1,4-dioxane (10 mL) was added TEA (295 mg, 2.92 mmol, 404.75 muTau) in one portion under N2. The mixture was stirred at 120 C for 2 h . The mixture was concentrated under reduced pressure. The residue was purified by prep-HPLC (FA). N2-[l-[2-(difluoromethoxy)-l-methyl-ethyl]-5-methyl-pyrazol-4-yl]-5-(difluoromethyl- fluoranyl)-N4-methyl^yrimidine-2,4-diamine (D-48): [H NMR (400 MHz, CDC M: delta 8, 10 (s, 1 H), 7.85 (br. s., 1 H), 6.62 (br, s, 1 H), 5.86 – 6.31 (m, 1 I I). 5.14 (br. s., 1 H), 4,44 – 4.55 (m, 1 H), 4.22 (t, J=9,48 Hz, 1 H), 4.08 (dd, J=10.36, 5.07 Hz, 1 H), 3.00 (d, ,7=4.85 Hz, 3 H), 2.18 – 2.30 (m, 3 H), 1.53 (d, ,7=7.06 Hz, 3 H): HPLC: RT 1.94 mm; MS: m/z = 381.1 j M ‘N2-[l-[2-(difluoromethoxy)-l-methyl-ethyl]-3-methyl-pyrazol-4-yl]-N4-methyl-5- (trifluoromethyl)pyrimidine-2, -diamine (D-21): NMR (400 MHz, CDC13): 5 8.12. (br. s., 1 H), 7.92 (br. s? 1 H), 6,97 (br. s, 1 H), 5.88 – 6.38 (m, 1 H), 5.21 (br. s? 1 H), 4,47 (d, .7=5,52 Hz, 1 H), 3.99 – 4,20 (m, 2 H), 3.06 (d, J=2.89 Hz, 3 1 1). 2.26 (s, 3 H), 1.56 (d, ,7=6.78 Hz, 3 H). HPLC: RT 1.93 mm; MS: m/z: 381.1 [M4-H]+.

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.

Application of 5334-39-4, 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. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred of solution of 3-methyl-4-nitro-lH-pyrazole (0.3 g, 2.4 mmol) in DMF (10 mL) was added potassium carbonate (0.4 g, 2.9 mmol) and 2-iodopropane (0.72 mL, 7.2 mmol). The solution was stirred at room temperature for 3 hours. The reaction mixture was poured into water (50 mL) and extracted into ether (4 x 30 mL). The combined ethereal extracts were dried (MgSO4) and the solvent removed under vacuum to give a pale yellow oil. Several purifications were performed via column chromatography (SiO2; 200 equiv. 100 % DCM) to give 1 -isopropyl-3 -methyl-4-nitropyrazole (11 mg, 93 % isomeric purity). This was combined with another batch (110 mg, purified identically).

The chemical industry reduces the impact on the environment during synthesis 3-Methyl-4-nitro-1H-pyrazole. I believe this compound will play a more active role in future production and life.

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. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Methyl-4-nitro-1H-pyrazole

To a solution of 5 -methyl-4-nitro-l -(oxetan-3 -yl)-l H-pyrazole and 3-methyl-4-nitro-l- (oxetan-3-yl)-l H-pyrazole (0.137 g, 0.75 mmol) in ethanol (2 mL) was added Pd-C (10 wt%, 0.10 g). The mixture was stirred under a hydrogen atmosphere for 24 hours. The reaction was filtered through Celite and concentrated to give a mixture of 5 -methyl- 1 -(oxetan-3 -yl)-lH- pyrazol-4-amine and 3 -methyl- 1 -(oxetan-3 -yl)-lH-pyrazol-4-amine (83 mg, 73%), which were used together in the following Examples. Additional intermediates made using the above procedure are shown in Table 2 below.

According to the analysis of related databases, 5334-39-4, the application of this compound in the production field has become more and more popular.