Category: 1384973-12-9

1384973-12-9, name is 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, 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: C4H3BrN4

General procedure: A mixture of halide (1 .0 eq.), boronic acid or pinacol ester (1 .5 eq.) and potassium carbonate (2.0 eq.) in 1,4-dioxane and water (3:1, 0.1 M)was degassed by bubbling nitrogen through it for 15 mi 1,1- bis(diphenylphosphino)ferrocene-palladium(ll) dichloride dichloromethane complex (0.05 eq.) was added and the mixture was degassed again by bubbling nitrogen through it for 15 mm. The mixture was then heated under microwave irradiation at 120-140 C for 60-90 mm. The reaction mixture was either purified by SCX SPE cartridge and used as such or purified using the following procedure, unless stated used crude. The mixture was filtered through a pad of Celite. The cake was rinsed with DCM. Water was added to the filtrate and the layers were partitioned. The aqueous layer was extracted with DCM (x2). The combined organic extracts were filtered over phase separator and then concentrated under reduced pressure to give a dark solid. Further purification by flash column chromatography gave the desired compound.; General procedure D, 5-fluoro-N-[[2-fluoro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenyl]methyl]-2-methoxy-benzamide (1 .65 mmol) and 5-amino-3-bromo-1 H-pyrazole-4-carbonitrile (1.34 mmol) gave, after purification, titled compound (0.78 mmol). UPLC-MS (ES, Short acidic): 1.67 mi m/z 384.0 [M+H]

The synthetic route of 1384973-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1384973-12-9,Some common heterocyclic compound, 1384973-12-9, name is 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, molecular formula is C4H3BrN4, 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.

5-amino-3-bromo-1H-pyrazole-4-carbonitrile (3.74 g, 0.02 mol) was added to the reaction flask.Potassium carbonate (5.53 g, 0.04 mol) and DMF (35 mL),Heat to 60 C and stir for half an hour.Add bromoisopropane (2.95 g, 0.024 mmol),Stir at this temperature for 6 hours.Cool, filter, and concentrate to dryness.Extracted with dichloromethane (200 mL),Washed twice with saturated saline solution,Dry over anhydrous sodium sulfate and concentrate the organic phase.The silica gel sample is quickly passed through the column.Obtained white solid 5-amino-3-bromo-1-isopropyl-1H-pyrazole-4-carbonitrile (3a) 2.56 g,Yield: 55.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, its application will become more common.

Reference:
Patent; Huang Chuanman; (18 pag.)CN108530436; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

1384973-12-9, name is 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, 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: 1384973-12-9

General procedure: A mixture of halide (1 .0 eq.), boronic acid or pinacol ester (1 .5 eq.) and potassium carbonate (2.0 eq.) in 1,4-dioxane and water (3:1, 0.1 M)was degassed by bubbling nitrogen through it for 15 mi 1,1- bis(diphenylphosphino)ferrocene-palladium(ll) dichloride dichloromethane complex (0.05 eq.) was added and the mixture was degassed again by bubbling nitrogen through it for 15 mm. The mixture was then heated under microwave irradiation at 120-140 C for 60-90 mm. The reaction mixture was either purified by SCX SPE cartridge and used as such or purified using the following procedure, unless stated used crude. The mixture was filtered through a pad of Celite. The cake was rinsed with DCM. Water was added to the filtrate and the layers were partitioned. The aqueous layer was extracted with DCM (x2). The combined organic extracts were filtered over phase separator and then concentrated under reduced pressure to give a dark solid. Further purification by flash column chromatography gave the desired compound.; General procedure D, 5-fluoro-N-[[2-fluoro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenyl]methyl]-2-methoxy-benzamide (1 .65 mmol) and 5-amino-3-bromo-1 H-pyrazole-4-carbonitrile (1.34 mmol) gave, after purification, titled compound (0.78 mmol). UPLC-MS (ES, Short acidic): 1.67 mi m/z 384.0 [M+H]

The synthetic route of 1384973-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1384973-12-9, name is 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, 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 1384973-12-9, Quality Control of 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile

A mixture of 5-amino-3-bromo-1H-pyrazole-4-carbonitrile 7b (10 g, 53.8 mmol), 3-(toluenesulfonyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester (22 g, 64.5 mmol), cesium carbonate (58 g, 107.6 mmol) and acetonitrile (250 mL) was heated to 90 C. and reacted for 4 hours, and was then cooled to room temperature, filtered and the resulting filter cake was washed with dichloromethane, the filtrates were combined and concentrated under reduced pressure, the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=5/1), so as to obtain the title product (S)-3-(5-amino-3-bromo-4-cyano-1H-pyrazol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester 7c (5 g, yellow oil), and the yield was 26%. MS m/z (ESI): 300/302[M+1-56]

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, 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1384973-12-9,Some common heterocyclic compound, 1384973-12-9, name is 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, molecular formula is C4H3BrN4, 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 5-amino-3-bromo-lH-pyrazole-4-carbonitrile (500 mg, 2.67 mmol) in EtOH (5 mL)/H20 (5 mL) /toluene (5 mL) were added 3 -pyridine boronic acid (493 mg, 4.01 mmol), K3P04 (2.13 g, 8.02 mmol) and Pd(dppf)Cl2 (391 mg, 0.53 mmol) under N2. The resulting mixture was stirred at 110C for 64 hours under N2. After cooling to rt, the mixture was concentrated in vacuo, diluted with ethyl acetate, washed with water (10 mL x 3) and dried over MgS04. After filtration, the filtrate was concentrated in vacuo. The residue was purified by preparative-TLC to afford 300mg of the desired product: MS (m/z): 185.9 [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 5-Amino-3-bromo-1H-pyrazole-4-carbonitrile, its application will become more common.