Category: 1904-31-0

Application of 1904-31-0, The chemical industry reduces the impact on the environment during synthesis 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

The compound N-methyl-3-aminopyrazole (2000 g, 20.6 mol, 1.0 eq) was dissolved in 6000 ml of concentrated hydrochloric acidAnd 2000 ml of water,Cooled to 0-5 C in an ice-salt bath,Then, 3.5 L of a saturated aqueous sodium nitrite solution (NaNO2, 2842.8 g, 41.2 mol, 2.0 eq) was added dropwise,After mechanical stirring reaction for 20 min,The reaction solution was added dropwise to an aqueous solution of 8000 ml of potassium iodide (8549.0 g, 51.5 mol, 2.5 eq) at 0 C,After completion of the dropwise addition,The reaction was allowed to spontaneously rise to room temperature for 4 h,After TLC detection reaction was complete,Add ethyl acetate extraction 2 times,The organic phase was dried with saturated brine and concentrated,The crude product was purified via flash column to give compound 3-iodo-l-methyl-lH-pyrazole (3473.8 g, 16.7 mol)Yield 81.0%.

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, 1-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Example 8; A. 1-{3-[2-(1-Methyl-1H-pyrazol-3-ylamino)pyridin-4-yl]-[2,6]naphthyridin-1- yl}piperidine-4-carboxylic acid amide.; 1 -[3-(2-Chloropyridin-4-yl)-[2,6]naphthyridin-1 -yl]-piperidine-4-carboxylic acid amide Example 4A (200 mg, 0.54 mmol), 1 -methyl-1/-/-pyrazol-3-ylamine (110 mg, 1.10 mmol), and cesium carbonate (1.1 g, 3.3 mmol) are dissolved in anhydrous lambda/-methylpyrrolidinone (8.00 ml_) in a dried pressure vessel under argon. The mixture is sparged with argon for 5 min, then palladium(O) tris(tri-f-butylphosphine) (28 mg, 0.05 mmol) is added. The vessel is flushed with argon and sealed, and then heated in a 120 0C oil bath for 5 h. The resulting dark red solution is cooled to rt, then diluted with MeOH and filtered. The filtrate is acidified with several drops of TFA, then purified by preparative reverse-phase HPLC (X-Bridge C18 column, flow rate = 30 mL/min, gradient 10percent–> 80percent acetonitrile/5 mM aqueous trifluoroacetic acid over 30 min). The isolated TFA salt of the product is dissolved in water and basified with 28percent aqueous ammonium hydroxide. The aqueous layer is extracted three times with dichloromethane. The combined organic layers are washed with brine, dried over sodium sulfate, filtered, and concentrated to give the free base. Further purification by preparative reverse-phase HPLC (X-Bridge C18 column, flow rate = 40 mL/min, gradient 10percent –> 80percent acetonitrile/5 mM aqueous ammonium hydroxide over 20 min) afforded the title compound as a white solid (40 mg, 17percent): MS (ESI) m/z 429.4 (M+1 ); 1H NMR (400 MHz, DMSO-d6) delta ppm 9.38 (d, J = 0.76 Hz, 1 H), 9.31 (br s, 1 H), 8.64 (d, J = 5.8 Hz, 1 H), 8.24 (s, 1 H), 8.22 (d, J = 5.3 Hz, 1 H), 8.1 (s, 1 H), 7.87 (d, J = 5.8 Hz, 1 H), 7.53 (d, J = 2.3 Hz, 1 H), 7.42 (dd, J = 5.4, 1.6 Hz, 1 H), 7.34 (br s, 1 H), 6.83 (br s, 1 H), 6.30 (d, J = 2.0 Hz, 1 H), 4.07 (br d, J = 13.4 Hz, 2 H), 3.77 (s, 3 H), 3.10 (m, 2 H), 2.43 (m, 1 H), 1.92 (br m, 4 H).

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

3,5-Dibromo-l-methyl-lH-pyridin-2-one (469mg, 1.76mmol), 1 -Methyl- lH-pyrazo 1-3 -ylamine (205mg, 2.11mmol), tris(dibenzylidineacetone)dipalladium(0) (80mg, 0.087mmol), 2,2′-bis(di- phenylphosphino-l,l ‘-binaphthalene (82mg, 0.13mmol), and cesium carbonate (801mg, 2.46mmol) were deposited in a sealed vial with 1OmL toluene. This was heated at 1300C for 18 hours. The resulting mixture was poured into 50 mL water. This was extracted with ethyl- acetate. The ethylacetate layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (eluted with ethylacete/- hexanes) to yield 5-Bromo-l-methyl-3-(l-methyl-lH-pyrazol-3-ylamino)-lH-pyridin-2-one (271mg, 0.957mmol). MS (ESI) 284.9 (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 1-Methyl-1H-pyrazol-3-amine, its application will become more common.

Related Products of 1904-31-0, A common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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 E (0238) N-Hydroxy-4-(((1 -methyl-1 H-pyrazol-3-yl)(pyridin-2-yl)amino)methyl)benzamide (0239) (0240) 2-Bromopyridine (1 ) (1.0g, 6.3mmol), 1-methyl-1 H-pyrazol-3-amine (2) (0.79g, 8.2mmol), Xantphos (0.37g, 0.63mmol), and Cs2C03 (4.1g, 12.6mmol) were combined in dry 1 ,4-dioxane (15ml_). The reaction mixture was then degassed with N2(g), and placed under vacuum for 10min. Pd2(dba)3 (0.29g, 0.31 mmol) was added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralised water (200ml_), and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 : 1) to provide N-(1-methyl-1 H-pyrazol-3-yl)pyridin-2-amine (3) as a yellow solid (0.75g, 68percent). (0241) LCMS (ES): Found 175.2 [M+H]+.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Reference of 1904-31-0, 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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 3: Preparation of 5-fluoro-N-(1-methyl-1H-pyrazol-3-yl)-4-(3-nitrophenoxy)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine To a solution of 2-chloro-5-fluoro-4-(3-nitrophenoxy)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (483 mg, 1.1 mmol), in 1,4-dioxane (12 mL) was added 1-methyl-1H-pyrazol-3-amine (128 mg, 1.32 mmol), Cs2CO3 (717 mg, 2.2 mmol), Xantphos (66 mg, 0.11 mmol) and Pd2(dba)3 (101 mg, 0.11 mmol). The reaction vial was flushed with nitrogen, capped, stirred and heated at 140¡ã C. in a microwave reactor for 45 min. After removing the reaction solvent, the residue was partitioned in EtOAc (120 mL) and water (20 mL). The organic layer was separated, washed with water (20 mL) and brine (10 mL), dried over Na2SO4 and evaporated. Purification via flash chromatography with a gradient of 0percent-50percent EtOAc in heptanes afforded the title compound (523 mg, 95percent yield) as a thick oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.62 (s, 1H) 8.28-8.32 (m, 1H) 8.26 (d, J=8.06 Hz, 1H) 7.90-7.95 (m, 1H) 7.81-7.88 (m, 1H) 7.45 (br. s., 1H) 7.32 (d, J=2.27 Hz, 1H) 5.52 (s, 2H) 3.74 (s, 3H) 3.55-3.66 (m, 2H) 0.94 (t, J=8.18 Hz, 2H) 0.00 (s, 9H). m/z (APCI+) for C22H26FN7O4Si 500.1 (M+H)+.

The synthetic route of 1-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Computed Properties of C4H7N3

4,6-Dichloro-lH-pyrrolo[2,3-b]pyridine-3-carbonitrile (0.1 18g), 1-methyl-lH- pyrazo 1-3 -amine (0.027g), sodium tert-butoxide (0.269g), tris(dibenzylideneacetone)dipalladium(0) (0.026 g) and 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos, 0.035g) were added to a microwave vial, followed by dry DMF (5 mL). The reaction mixture was flushed with N2 for -lOmin, and then heated to 80 ¡ãC with microwaves for 1 h. The reaction mixture was subjected to silica-gel flash column chromatography [dichloromethane-methanol (2-3percent)]. The eluted material, obtained as a yellow solid (0.055 g, 78percent) was identified as 4-chloro-6-[(l-methyl-lH-pyrazol-3- yl)amino]-lH-pyrrolo[2,3-b]pyridine-3-carbonitrile. LC-MS (Method A) (m/z) 273 (M+H+); tR = 2.11

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1904-31-0, name is 1-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. Safety of 1-Methyl-1H-pyrazol-3-amine

A solution of 1 -methyl-1 -/-pyrazol-3-amine (2 g, 20.6 mmol,) in AcOH (50 mL) was treated with 2,5-hexane dione (4.9 g, 43.29 mmol) at ambient temperature under nitrogen atmosphere. The resulting reaction mixture was heated to 100 ¡ãC for 1 h then stirred at ambient temperature for 5 h. The reaction mixture was concentrated under reduced pressure and azeotroped with toluene. The crude product was purified by column chromatography on silica gel using 10percent EtOAc- hexanes eluent to give 3-(2,5-dimethyl-1 H-pyrrol-1 -yl)-1 -methyl-1 H-pyrazole as a liquid (2.5 g, 69percent). 1 H NMR (300 MHz, CDCI3): delta = 7.39 (d, J = 2.1 Hz, 1 H), 6.15 (d, J = 2.4 Hz, 1 H), 5.84 (s, 2H), 3.92 (s, 3H), 2.10 (s, 6H).

The synthetic route of 1-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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. Recommanded Product: 1904-31-0

4-Chloro-6-[(1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (0.118 g), 1-methyl-1H-pyrazol-3-amine (0.027 g), sodium tert-butoxide (0.269 g), tris(dibenzylideneacetone)dipalladium(0) (0.026 g) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos, 0.035 g) were added to a microwave vial, followed by dry DMF (5 mL). The reaction mixture was flushed with N2 for ?10 min, and then heated to 80¡ã C. with microwaves for 1 h. The reaction mixture was subjected to silica-gel flash column chromatography [dichloromethane-methanol (2-3percent)]. The eluted material, obtained as a yellow solid (0.055 g, 78percent) was identified as 4-chloro-6-[(1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile. LC-MS (Method A) (m/z) 273 (M+H+); tR=2.11.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Computed Properties of C4H7N3

2-Chloro-4-(4-fluorophenyl)pyridine (1 ) (1 .0g, 4.8mmol), 1 -methyl-1 H-pyrazol-3- amine (2) (470mg, 4.8mmol), Xantphos (0.28g, 0.48mmol), and Cs2C03 (2.35g, 7.24mmol) were combined in dry 1 ,4-dioxane (15ml_). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.22g, 0.24mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralized water (200ml_), and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 : 1 ) to provide 4-(4-fluorophenyl)-N-(1 -methyl-1 H-pyrazol-3-yl)pyridin-2-amine (3) as a yellow solid (1 .0g, 71 percent). LCMS (ES): Found 269.1 [M+H]+

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.

The chemical industry reduces the impact on the environment during synthesis 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life. 1904-31-0

2-Bromopyridine (1) (1 .Og, 6.3mmol), 1-methyl-i H-pyrazol-3-amine (2) (0.79g,8.2mmol), Xantphos (0.37g, 0.63mmol), and 052003 (4.lg, 12.6mmol) were combined in dry 1,4-dioxane (l5mL). The reaction mixture was then degassed with N2(g), and placed under vacuum for 10mm. Pd2(dba)3 (0.29g, 0.31 mmol) was added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then pouredonto demineralized water (200mL), and extracted with EtOAc (3 x lOOmL). The organic phases were combined, dried over Na2504, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1:1) to provide N-(i -methyl-i H-pyrazol-3-yl)pyridin-2-am me (3) as a yellow solid (0.75g, 68percent).LCMS (ES): Found i75.2 [M+H].

The chemical industry reduces the impact on the environment during synthesis 1904-31-0. I believe this compound will play a more active role in future production and life.