Category: 1904-31-0

Synthetic Route of 1904-31-0, 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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

Accordingly, as shown in step 3-i of Scheme 3, 1-methyl-1H-pyrazol-3-amine (compound 1007, 2.8 g, 28.8 mmol) and 2,5-hexanedione (3.38 mL, 28.8 mmol) were dissolved into 50 mL of toluene. p-Toluenesulfonic acid (1.4 mmol) was added, the reaction mixture refluxed, and water generated from the reaction collected in a Dean-Stark trap.When no more water was generated (about 4 hours), the reaction mixture was cooled and the volatiles removed under reduced pressure.The residue was passed through a plug of silica gel using dichloromethane as eluent to yield an oil, which solidified upon standing.The solid was broken up, suspended in hexane, vigorously stirred for one hour, and collected by filtration to provide 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole (compound 1008, 5.0 g, 98percent yield) as a white powder: ESMS (M+1)=175; 1H-NMR (CDCl3) delta 7.38 (d, J=4 Hz, 1H), 6.14 (d, J=4 Hz, 1H), 5.84 (s, 2H), 3.95 (s, 3H), 2.09 (s, 6H).

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

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. Product Details of 1904-31-0

A solution of 1-methyl-1H-pyrazol-3-ylamine (0.92 g, 9.5 mmol) in benzene (4.8 mL) was treated with hexane-2,5-dione (1.34 mL, 11.4 mmol) and para-toluenesulfonic acid (182 mg, 0.95 mmol) and was heated to 115 C. under Dean-Stark conditions for 4 h. After this time, the reaction was cooled to 25 C., concentrated in vacuo and dried under high vacuum overnight. The resulting residue was dissolved in methylene chloride (100 mL) and was washed with water (1¡Á150 mL), dried over sodium sulfate, filtered and concentrated in vacuo. Silica gel column chromatography (ISCO, 80 g, 1:4 ethyl acetate/hexanes) afforded 3-(2,5-dimethyl-pyrrol-1-yl)-1-methyl-1H-pyrazole (1.57 g, 94%) as a green oil; ES+-HRMS m/e calcd for C10H13N3 [M+H+] 176.1182, found 176.1182.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1904-31-0, its application will become more common.

Application 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.

2-Bromo-5-cyclopentyloxy-pyridine (0.97 mmol), sodium-tert.- butylate (1.4 eq.), and 1-methyl-1 H-pyrazole-3-amine (1.2 eq.) are dissolved in degassed dioxane (2 ml) and heated to 80 0C. Chloro-(di-2- norbornylphosphino)(2-dimethylaminoferrocene-1-yl)palladium (II) (3 mg) in degassed dioxane (1 ml) is added and the reaction mixture is heated for 1 hour at 150 0C in the microwave. The reaction is quenched with ethylacetate / methanol (30 ml, 9:1 ) and filtrated over celite. The solvent of the filtrate is removed in vacuo. (5-Cyclopentyloxy-pyridine-2-yl)-(1-methyl- 1 H-pyrazole-3-yl)-amine (“A25”) is obtained after reversed phase column chromatography (water / acetonitrile + 0.1 percent TFA) as a colorless powder in a yield of 29 percent; HPLC (method C): 1.55 min; LC-MS (method A): 0.97 min, 259.15 (M+H+); 1H-NMR (DMSO-Cl6, 400 MHz): delta [ppm] 10.745 (s, 1 H), 7.848 (d, 1 H, J=2.9 Hz), 7.739-7.709 (m, 2H), 7.282 (of, 1 H, J=9.6 Hz)1 6.091 (d, 1 H, J=2.3 Hz), 4.793-4.764 (m, 1 H), 3.850 (s, 3H), 1.953-1.865 (m, 2H), 1.751-1.688 (m, 4H), 1.661-1.583 {m, 2H).

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

Reference of 1904-31-0, 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.

General procedure: To a solution of benzoic acid which was obtained by hydrolysis of methyl esters 8 or 12A-E (0.22 mmol, 1.0 equiv), aminothiazole or imidazo[1,2-a]pyrazin-8-amine or aminopyrazole (0.33 mmol, 1.5 equiv), HATU (0.33 mmol, 1.5 equiv) and HOAt (0.33 mmol, 1.5 equiv) in DMF (2 mL) was added dropwise di(isopropyl)ethylamine (DIPEA) (0.12 mL, 0.67 mmol, 3 equiv). The reaction was run under microwave at 60 ¡ãC (40 W) for 30 min, and then cooled to room temperature and poured into brine. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous NaSO4 and concentrated. The residue was purified by chromatography (SiO2, petroleum ether/EtOAc = 4:1-1:1) to yield corresponding amides as white or yellow powder.

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

Adding a certain compound to certain chemical reactions, such as: 1904-31-0, name is 1-Methyl-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 1904-31-0, Safety of 1-Methyl-1H-pyrazol-3-amine

Boc2O (134.83 g, 617.79 mmol, 1 .00 Eq) was added to a solution of compound 14-1 (60.00 g, 617.79 mmol, 1 .00 Eq) and NaOH (27.18 g, 679.57 mmol, 1 .10 Eq) in THF/H2O (1 :1 ) (1200 ml_) at 25C in portions. The mixture was stirred for 4 h, extracted with EtOAc (800 ml_), dried and concentrated to give compound 14-2 (89.00 g, 451 .25 mmol, 73.04% yield) as a white solid. LCMS m/z 142[M-55]+. 1 H NMR (400MHz, CDCI3) delta ppm 8.01 (s, 1 H), 7.21 -7.20 (d, J=2Hz, 1 H), 6.44 (s, 1 H), 3.81 (s, 3H), 1 .51 (s, 9H).

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Related Products 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.

EXAMPLE 4 1-Methylpyrazole-3-sulfonyl chloride To 120 ml of water and 120 ml of 12N hydrochloric acid was added 45 g of 1-methylpyrazole-3-amine at -10 C. followed by the dropwise addition of 33.9 g sodium nitrite dissolved in 75 ml water. The temperature was maintained at -10 C. and the mixture was stirred for an additional half hour after the additions were completed. The above solution was then added portionwise with stirring at -10 C. to a mixture containing 348 ml acetic acid, 5.8 g of CuCl and 48 ml (liquified) of sulfur dioxide. After being stirred for one hour at -10 C., the reaction mixture was allowed to warm to 10 C. and was poured into 1500 ml of ice and water. The resultant mixture was extracted three times with 500 ml portions of methylene chloride. The extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to yield a red oil. This material was used for the preparation of 1-methylpyrazole-3-sulfonamide without further purification.

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.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-1H-pyrazol-3-amine

Step a) tert-butyl 1-(1 -hydro xy-2-(l -methyl- 1 H-pyrazol-3 -ylamino)-2-oxoethyl)- cyclobutylcarbamate (9-a)1 – Methyl- 1 H-pyrazol-3 -amine (158 mg, 1.63 mmol) and DIEA (1.08 mL, 6.52 mmol) was added to a solution of 2-(l-(teri-butoxycarbonylamino)cyclobutyl)-2-hydroxyacetic acid (400 mg, 1.63 mmol) dissolved in DMF (20 mL). The solution was cooled to 0 ¡ãC and after 10 minutes HATU (620 mg, 1.63 mmol) was added. After approximately 2 hours at RT, LC-MS showed product and no starting material and the solvent was removed by rotary evaporation. The crude product was dissolved in 40 mL EtOAc and washed with 25 mL sat. NaHC03 (aq). The organic phase was dried with Na2S04, filtered and evaporated to dryness. The crude product was purified on a 25 g silica column on a Biotage Flashmaster, which gave the title product as a white solid (488 mg, 92percent).TLC rf: 0.07 in heptane:ethyl acetate 1 : 1. [M+H]+ = 325.

According to the analysis of related databases, 1904-31-0, the application of this compound in the production field has become more and more popular.

Electric Literature 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.

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 (4.1 g, 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 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 N-(1 -methyl-1 H-pyrazol-3- yl)pyridin-2-amine (3) as a yellow solid (0.75g, 68percent). LCMS (ES): Found 175.2 [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, 1-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Electric Literature 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.

Preparation of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide: A solution of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (100 mg, 0.3 mmol) in N,N-dimethylformamide (2 mL) at 25¡ã C. was treated with N,N-diisopropyethylamine (0.15 mL, 0.9 mmol), O-(7-azabenzotriazol-1-yl)-N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU) (171 mg, 0.45 mmol) and 1-methyl-1H-pyrazol-3-ylamine (32 mg, 0.33 mmol). The reaction was stirred at 25¡ã C. overnight. At this time, the reaction was diluted with ethyl acetate (30 mL) and was washed with a saturated aqueous ammonium chloride solution (20 mL), a saturated aqueous sodium bicarbonate solution (20 mL) and a saturated aqueous sodium chloride solution (20 mL), dried over anhydrous sodium sulfate, filtered, rinsed and concentrated in vacuo. Silica gel column chromatography (100percent ethyl acetate) afforded 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide (95 mg, 76percent) as a white solid; ES+-HRMS m/e calcd for C21H22N4O3F2 [M+H+]417.1733, found 417.1733; 1H NMR (400 MHz, DMSO-d6) delta ppm 10.96 (s, 1H), 7.83 (d, J=7.9 Hz, 1H), 7.55 (d, J=2.0 Hz, 1H), 7.40-7.49 (m, 1H), 7.23-7.37 (m, 2H), 6.38 (d, J=2.0 Hz, 1H), 6.22 (dd, J=7.9, 2.8 Hz, 1H), 5.74 (dd, J=11.6, 4.9 Hz, 1H), 5.55 (d, J=2.8 Hz, 1H), 3.74 (s, 3H), 1.97-2.07 (m, 1H), 1.77 (ddd, J=14.2, 9.6, 4.9 Hz, 1H), 1.23-1.37 (m, 1H), 0.88 (d, J=6.6 Hz, 3H), 0.85 (d, J=6.6 Hz, 3H).

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.

Application 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.

General procedure: To a solution of benzoic acid which was obtained by hydrolysis of methyl esters 8 or 12A-E (0.22 mmol, 1.0 equiv), aminothiazole or imidazo[1,2-a]pyrazin-8-amine or aminopyrazole (0.33 mmol, 1.5 equiv), HATU (0.33 mmol, 1.5 equiv) and HOAt (0.33 mmol, 1.5 equiv) in DMF (2 mL) was added dropwise di(isopropyl)ethylamine (DIPEA) (0.12 mL, 0.67 mmol, 3 equiv). The reaction was run under microwave at 60 ¡ãC (40 W) for 30 min, and then cooled to room temperature and poured into brine. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous NaSO4 and concentrated. The residue was purified by chromatography (SiO2, petroleum ether/EtOAc = 4:1-1:1) to yield corresponding amides as white or yellow powder.

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