Category: 16461-94-2

16461-94-2, name is 4-Bromo-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. Formula: C3H4BrN3

A. A solution of 3-amino-4-bromopyrazole (2.0 g, 12 mmol) and 1 ,1 ,3,3- tetramethoxypropane (4.1 mL, 25 mmol) in acetic acid (5 mL) was heated at reflux for 4 h. Water (2 mL) was added and the mixture heated at reflux for a further 0.5 h, allowed to cool to ambient temperature and concentrated in vacuo. The residue was triturated in methanol. The solid thus obtained was washed with cold methanol, ethyl acetate, and hexanes to provide 3-bromopyrazolo[1 ,5-a]pyrimidine as a brownish solid in 39% yield (0.953 g): 1H NMR (300 MHz, DMSO-d6) £9.13 (d, J = 6.5 Hz, 1 H), 8.61 (s, 1 H), 8.35 (s, 1 H), 7.19-7.02 (m, 1 H); MS (ES+) m/z 197.9 (M + 1), 199.9 (M + 1).

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., COA of Formula: C3H4BrN3

Experimental steps: Weigh AsB-COOH (67.4 mg, 0.142 mmol, 1 eq) in a 50 ml round bottom flask.The compound was dissolved in 2 ml of anhydrous 1,2-dichloroethane, and then EDC (57.2 mg, 0.298 mmol, 2 eq) was weighed.HoBt (75.2 mg, 0.5565 mmol, 4 eq) was reacted in the reaction mixture for 4 h at room temperature.The reamine (0.3 mmol, 2 eq) was refluxed at 80 C for 12 h, and the reaction was followed by TLC.After the completion of the reaction, the solvent was evaporated under reduced pressure at room temperature, and extracted with 0.5 M HCl and EA (V: V = 1:1) to obtain an organic phase (50 ml of a separating funnel).The obtained organic phase was transferred to a 125 ml separatory funnel, followed by saturated brine (2×20 ml), 5% sodium hydrogen carbonate solution (2×20 ml).Saturated saline solution (3 × 20 ml) was added, and the pH of the saturated saline solution extracted at the end was measured, and the pH was neutral.The organic phase was dried over anhydrous sodium sulfate, and the crude product was evaporated under reduced pressure at 45 C. White soldi, yiled 60.5%

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South China Normal University; Long Yuhua; Li Tingmei; She Zhigang; Fan Weilong; Wen Shitong; Yan Zhangyuan; Guo Huixian; Huang Cuiying; Jiang Lasheng; (32 pag.)CN108191944; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

16461-94-2, name is 4-Bromo-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: 4-Bromo-1H-pyrazol-3-amine

A. A solution of 3-amino-4-bromopyrazole (2.0 g, 12 mmol) and 1 ,1 ,3,3- tetramethoxypropane (4.1 mL, 25 mmol) in acetic acid (5 mL) was heated at reflux for 4 h. Water (2 mL) was added and the mixture heated at reflux for a further 0.5 h, allowed to cool to ambient temperature and concentrated in vacuo. The residue was triturated in methanol. The solid thus obtained was washed with cold methanol, ethyl acetate, and hexanes to provide 3-bromopyrazolo[1 ,5-a]pyrimidine as a brownish solid in 39% yield (0.953 g): 1H NMR (300 MHz, DMSO-d6) £9.13 (d, J = 6.5 Hz, 1 H), 8.61 (s, 1 H), 8.35 (s, 1 H), 7.19-7.02 (m, 1 H); MS (ES+) m/z 197.9 (M + 1), 199.9 (M + 1).

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16461-94-2, name is 4-Bromo-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 16461-94-2, Quality Control of 4-Bromo-1H-pyrazol-3-amine

Step 2 :4-(3-Bromopyrazolori,5-a1pyrimidin-6-yl)phenol; A mixture of 3-(dimethylamino)-2-(4-hydroxyphenyl)acrylaldehyde (5.00 g, 0.026 mol), 3-amino-4- bromopyrazole (4.23 g, 0.026 mol), 84 mL of ethanol and 4.2 mL of acetic acid was refluxed for 12 h. The mixture was cooled and the precipitate filtered off, washed twice with water and a small amount of ethanol, then dried in vacuum at 40-500C for 8 h. to give the desired phenol. Yield: 4.66 g (61.5%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; MERCK & CO., INC.; WO2007/85873; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 16461-94-2, 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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3-Amino-4-bromopyrazole (5 g, 30.9 mmol) and 4-methoxybenzyl chloride (21 g, 134 mmol, 4.3 equiv.) werecombined in anhydrous DMF (25 mL) and added dropwise to a stirred suspension of sodium hydride (60% dispersionin mineral oil, 6.25 g, 156 mmol, 5 equiv.) in anhydrous DMF (50 mL). The presuming suspension was stirred 2 days atroom temperature. Water (300 mL) was added slowly and the resulting mixture was extracted with ether (4 x 350 mL).The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated underreduced pressure. The crude product was dissolved in dichloromethane and purified by silica gel chromatography using a gradient from 10% to 20% ethyl acetate-hexanes. The product, a white solid, is obtained as a 60:40 mixture of the 1-benzylated-1 H product and the 2-benzylated-2H product (14.96 g total, 93% yield). The compound from Preparative Example 100-C (10 g, 19.15 mmol) and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (11.95 g, 57.42 mmol, 3.0 equiv.) were combined in 120 mL dimethoxyethane. 2M sodiumcarbonate solution (30 mL, 60 mmol, 3.1 equiv.) was added followed by tetrakis(triphenylphosphine) palladium(0) (2.36g, 2.04 mmol, 0.11 equiv.). The mixture was stirred 16 hours at 90 C. After cooling to room temperature, water (200mL) and brine (50 mL) were added and the mixture was extracted with ethyl acetate (2 x 200 mL). The extracts werecombined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Thecrude product was dissolved in dichloromethane and purified by silica gel chromatography using a gradient from 33%to 66% ethyl acetate-hexanes. The 1-benzylated-1 H product (Rf = 0.27 in 66% ethyl acetate-hexanes) elutes first,followed by the 2-benzylated-2H-product (Rf= 0.19 in 66% ethyl acetate-hexanes). The product is obtained as a yellowsolid (5.60 g total, 56% yield) with an isomeric ratio of 62:38.

The synthetic route of 4-Bromo-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, molecular formula is C3H4BrN3, 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 4-Bromo-1H-pyrazol-3-amine

General procedure: A soln. of amine BB-34 (1 eq) and aldehyde or ketone BB-12 (1.05 to 1.1 eq) in MeOH (2 to 4 mL/mmol) was stirred for 1 h at RT. NaBI-U (1.6 to 2 eq) was added portionwise at 0C and the rxn mixture was stirred at a given temperature for a given time (see Table 52). It was quenched with H2O at 0C and extracted with EtOAc. The combined org. phases were washed with brine, dried over MgSCh and concentrated in vacuo. When necessary, the crude was purified by CC using EtOAc/MeOH

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16461-94-2, its application will become more common.

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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., name: 4-Bromo-1H-pyrazol-3-amine

A solution of the amino-bromo-pyrazole obtained above, dissolved in EtOH (23OmL) was treated with cone. HCl (13.6mL) followed by tetra-methoxypropane (3 ImL) at rt. The resulting turbid solution was heated to 71C for 2h, during this time, the reaction mixture turned into a suspension and a solid started separating out. The reaction mixture was cooled to rt, the precipitated solid was collected by filtration, washed with EtOH (min vol.) and dried to obtain the desired compound. The crude compound (C) was used as such for the next step without further purification (26.8 g, 74.1%). (M + H): 198.0.

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

16461-94-2, name is 4-Bromo-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: 16461-94-2

EXAMPLE 27 3-Bromo-7-(3-furyl)pyrazolo[1,5-a]pyrimidine A mixture of 0.01 mole of 3-dimethylamino-1-(3-furyl)-2-propen-1-one and 0.01 mole of 3-amino-4-bromopyrazole in glacial acetic acid is heated at reflux temperature for 6 hours. The solvent is removed to give the product of the example.

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 16461-94-2, 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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3-Amino-4-bromopyrazole (5 g, 30.9 mmol) and 4-methoxybenzyl chloride (21 g, 134 mmol, 4.3 equiv.) werecombined in anhydrous DMF (25 mL) and added dropwise to a stirred suspension of sodium hydride (60% dispersionin mineral oil, 6.25 g, 156 mmol, 5 equiv.) in anhydrous DMF (50 mL). The presuming suspension was stirred 2 days atroom temperature. Water (300 mL) was added slowly and the resulting mixture was extracted with ether (4 x 350 mL).The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated underreduced pressure. The crude product was dissolved in dichloromethane and purified by silica gel chromatography using a gradient from 10% to 20% ethyl acetate-hexanes. The product, a white solid, is obtained as a 60:40 mixture of the 1-benzylated-1 H product and the 2-benzylated-2H product (14.96 g total, 93% yield).

The synthetic route of 4-Bromo-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Synthetic Route of 16461-94-2, These common heterocyclic compound, 16461-94-2, name is 4-Bromo-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: A soln. of amine BB-34 (1 eq) and aldehyde or ketone BB-12 (1.05 to 1.1 eq) in MeOH (2 to 4 mL/mmol) was stirred for 1 h at RT. NaBI-U (1.6 to 2 eq) was added portionwise at 0C and the rxn mixture was stirred at a given temperature for a given time (see Table 52). It was quenched with H2O at 0C and extracted with EtOAc. The combined org. phases were washed with brine, dried over MgSCh and concentrated in vacuo. When necessary, the crude was purified by CC using EtOAc/MeOH

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.