Category: 89088-55-1

Reference of 89088-55-1, 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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (158 mg, 0.68 mmole) in 10 mL of CH2Cl2, was added 1-methyl imidazole (0.14 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.06 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-50 C. Then 5-bromo-1-methyl-1H-pyrazol-3-amine (120 mg, 1 equiv) was added, and stirred for 18 h at room temperature. Water (10 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×10 mL). The combined organic layer was washed with 1N HCl (10 mL), followed by Sat NaHCO3(10 mL) and with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and ready to use in step-2.

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

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 89088-55-1, 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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 11-3 (2.0 g, 5.4 mmol) and K2C03 (2.2 g, 16.2 mmol) in dioxane (40 mL) and H20 (4 mL) were added 5-bromo-l-methyl-lH-pyrazol-3-amine (1.0 g, 5.9 mmol ) and Pd(dppf)Cl2 (395 mg, 540 umol). The mixture was stirred at 90C for 12 h under N2, cooled to rt and concentrated. The residue was purified by prep-TLC (Si02) followed by prep-HPLC. The eluent was adjusted to pH = 8 with sat.NaHC03 and extracted with ethyl acetate (20 mL chi 3). The combined organic layers was dried over Na2S04, filtered and concentrated under reduced pressure to afford 11-4 (114.9 mg, 337.0 umol, 6.2% yield). M+H+ = 340.2 (LCMS); 1H MR (DMSO-i, 400MHz): delta 9.89 (s, 1H), 9.12 (s, 1H), 8.17 (s, 1H), 8.09 (s, 1H), 7.92 (d, J= 8.6 Hz, 1H), 7.73 (dd, J= 1.5, 8.6 Hz, 1H), 5.67 (s, 1H), 4.63 (br s, 1H), 3.66 (s, 3H), 1.50 (s, 9H).

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

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (159 pag.)WO2018/102751; (2018); 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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H6BrN3

To a solution of 5-bromo-i-methyl-1H-pyrazol-3-amine (129 mg, 734.7 umol), 2- [3-(trifluoromethyl)phenyl]acetic acid (150 mg, 734.7 umo) in pyridine (2.0 mL) added EDCI (211 mg, 1.1 mmol). The mixture was stirred at 45C for 12 h. The reaction mixture was quenched by addition H20 (5.0 mL), extracted with dichloromethane 15.0 mL (5.0 mL x 3). The combined organic layers were washed with brine 15.0 mL (5 mL x 3), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (Si02, Petroleum ether / Ethyl acetate = i/i) to afford N-(5-bromo-i-methyl-1H- pyrazol-3 -yl)-2-(3 -(trifluoromethyl)phenyl)acetamide (150 mg, crude).

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.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (143 pag.)WO2018/222917; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 89088-55-1, 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 89088-55-1 as follows.

The solution of 4-(( 1 -methylpiperidin-4-yl)oxy)-3 -(trifluoromethyl)aniline (77 mg, 437.5 umol) and DIEA (106 mg, 820.3 umol, 143.2 uL) in DCM (3.0 mL) was cooled to – 30C for 0.5 h. Then triphosgene (53 mg, 180.4 umol) was added. The mixture was stirred at -30C for 1 h. Then a solution of 5-bromo-1-methyl-1H-pyrazol-3-amine (150 mg, 546.8 umol) in DCM (1.0 mL) was added. The resulting mixture was stirred at 25C for 1 h. MeOH (2 drop) was added and concentrated to get crude residue. The residue was purified by prep-TLC (Si02, Dichloromethane / Methanol = 10/1) to afford 1-(5-bromo-1-methyl-1H-pyrazol-3-yl)-3-(4-((1- methylpiperidin-4-yl)oxy)-3 -(trifluoromethyl)phenyl)urea (150 mg, crude).

According to the analysis of related databases, 89088-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (143 pag.)WO2018/222917; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 89088-55-1, 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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (158 mg, 0.68 mmole) in 10 mL of CH2Cl2, was added 1-methyl imidazole (0.14 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.06 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-50 C. Then 5-bromo-1-methyl-1H-pyrazol-3-amine (120 mg, 1 equiv) was added, and stirred for 18 h at room temperature. Water (10 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×10 mL). The combined organic layer was washed with 1N HCl (10 mL), followed by Sat NaHCO3(10 mL) and with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and ready to use in step-2.

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

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 89088-55-1, 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 89088-55-1 as follows.

To a solution of compound 32-2 (70 mg, 187.4 umol) and DIEA (36 mg, 281.1 umol, 49.1 uL) in DCM (3.0 mL) at -20C was added triphosgene (18 mg, 61.8 umol). The mixture was stirred at -20C for 1 h. Then a solution of 5-bromo-l-methyl-lH-pyrazol-3-amine (33 mg, 187.4 umol) in DCM (1.0 mL) was added. The resulting mixture was stirred at 25C for 12 h and concentrated to get a crude residue which was purified by prep-TLC (Si02) to afford compound 32-3 (90 mg).

According to the analysis of related databases, 89088-55-1, the application of this compound in the production field has become more and more popular.

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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-1-methyl-1H-pyrazol-3-amine

To a solution of compound 45-3 (190 mg, 624.3 umol) in DCM (6.0 mL) was added DIEA (121 mg, 936.5 umol, 163.6 uL). The mixture was cooled to -20C for 0.5 h and then added bis(trichloromethyl) carbonate (61 mg, 206.0 umol) quickly avoiding water. The mixture was stirred at -20C for 0.5 h, and 5-bromo-l-methyl-lH-pyrazol-3-amine (109 mg, 624.3 umol) in DCM (4.0 mL) was added dropwise. The resulting mixture was stirred at 25C for 12 h and concentrated. The residue was purified by column chromatography (Si02) to afford compound 45-4 (62 mg).

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.

Synthetic Route of 89088-55-1, 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. 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of tert-butyl ((1 r,4r)-4-(bi s(tert-butoxycarbonyl)amino)cyclohexyl)(8 – ethyl-6-(4,4, 5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)quinazolin-2-yl)carbamate (900 mg, 1.2 mmol), 5-bromo-i-methyl-1H-pyrazol-3-amine (227 mg, 1.2 mmol), K2C03 (536 mg, 3.9 mmol) and Pd(dppf)C12 (95 mg, 129.2 umol) in dioxane (4.0 mL) and H20 (400 uL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 90C for 12 h under N2 atmosphere. The reaction was concentrated to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether / Ethyl acetate = 10/i to 0/i) to afford tert-butyl (6-(3 -amino-i-methyl-i H-pyrazol-5 -yl)-8 -ethylquinazolin-2-yl)(( 1 r,4r)-4-(bis(tert- butoxycarbonyl)amino)cyclohexyl)carbamate (590 mg, crude).

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

Electric Literature of 89088-55-1, A common heterocyclic compound, 89088-55-1, name is 5-Bromo-1-methyl-1H-pyrazol-3-amine, molecular formula is C4H6BrN3, 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.

As shown in step 3-iv of Scheme 3, compound 1010 (4.0 g, 22.7 mmol) was suspended in 100 mL of dry DCM along with carbonyl diimidazole (CDI, 3.69 g, 22.7 mmol) and reaction was refluxed under a nitrogen atmosphere for 3.0 hours. The reaction mixture was concentrated to a minimum volume under reduced pressure and an equal volume of hexanes was added to produce a sticky granular white precipitate. The solid was collected by filtration and washed with additional DCM/hexanes (1:1) to provide N-(5-bromo-1-methyl-1H-pyrazol-3-yl)-1H-imidazole-1-carboxamide (compound 1011, 1.11 g) as a fine granular ppt. This material was used directly in the subsequent reaction as is.

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.