Category: 852443-61-9

Some common heterocyclic compound, 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-amine, molecular formula is C4H4F3N3, 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. Recommanded Product: 852443-61-9

N,N-DIISOPROPYLETHYLAMINE (0.022 ml, 0.126 mmol) was added to the mixture of the 3-(TRIFLUOROMETHYL)-1H-PYRAZOL-5-AMINE (19.01 mg, 0.126 mmol), HATU (47.8 mg, 0.126 mmol), lithium 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate (Intermediate 20) (50 mg, 0.126 mmol) in DMF (2 ml) and stirred for 30 min. at 0 C. LC-MS shows completion of the reaction. Product was separated on flash LC on 12 g column (13:10% MeOH, 0.1% NH3OH in CH2Cl2/A: CH2Cl2 (gradient from 0% B to 40% B) to give 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(3-(trifluoromethyl)-1H-pyrazol-5-yl)benzamide (14.3 mg, 0.027 mmol, 21.67% yield.): LC-MS: LC-MS method A, RET. TIME=2.41 min., MS found (M)+ m/z=525.26.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 852443-61-9, its application will become more common.

Reference:
Patent; KIM, RONALD M.; Liu, Jian; Gao, Xiaolei; Boga, Sobhana Babu; Guiadeen, Deodialsingh; Kozlowski, Joseph A.; Yu, Wensheng; Anand, Rajan; Yu, Younong; Selyutin, Oleg B.; Gao, Ying-Duo; Wu, Hao; Liu, Shilan; Yang, Chundao; Wang, Hongjian; US2014/206681; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 852443-61-9, 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 852443-61-9 as follows.

A solution of 3-(trifluorometliyl)-lH-pyrazol-5-amine (1 equic.) in 1,4-dioxane (0.2 M) was treated with 1,3-dibromopropane (1.2 equiv.) and triethylamine (5 equiv.) at 0 C and the reaction mixture was heated to 100 C for 12 h. After completion, reaction mixture was cooled to room temperature, filtered under reduced pressure and concentrated to afford crude product. The crude product was purified by flash chromatography to afford the product. 1H NMR (400 MHz, DMSO-d6): 12.25 (brs, IH), 6.40 (s, IH), 5.52 (s, IH), 4.03-4.00 (t, 2H), 3.58 (s, IH), 3.18-3.15 (m, 2H), 2.05-1.97 (m, 2H). LC-MS: MS m/z 192 [M+H]+.

According to the analysis of related databases, 852443-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ALAM, Jenefer; HO, Soo Yei; WANG, Wei Ling; DURAISWAMY, Athisayamani Jeyaraj; WO2015/94119; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-amine, molecular formula is C4H4F3N3, 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. Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazol-5-amine

Tert-butyl 4-(3-ethoxy-3-oxopropanoyl)piperidine-l-carboxylate (1.0 g, ca. 2.77 mmol), 3- (trifluoromethyl)-lH-pyrazol-5 -amine (0.28 g, 1.85 mmol) and potassium phosphate (0.79 g, 3.70 mmol) were suspended in 1 -methoxy-2-propanol (10 ml) in a 20 ml microwave vial. The vial was capped and the mixture was heated in a microwave to 180C for 15 min. After cooling to RT, the solvent was evaporated and the residue was treated with water and ethyl acetate. After separation of the layers the aqueous phase was neutralized by addition of HQ 4N and extracted with ethyl acetate. The collected organic layers were dried over magnesium sulfate, filtered and evaporated. The crude product was purified by preparative HPLC (Method 1A). The combined product fractions were neutralized with a 33% ammonia solution and then acetonitrile was evaporated. The aqueous phase was extracted with ethyl acetate and the collected organic fractions were dried over sodium sulfate, filtered and evaporated under vacuo to yield the title compound (132 mg, 19% of theory). LC-MS (Method IB): Rt = 1.06 min, MS (ESIPos): m/z = 387 [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 852443-61-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ELLERMANN, Manuel; VALOT, Gaelle; CANCHO GRANDE, Yolanda; HAssFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; BEYER, Kristin; ROeHRIG, Susanne; SPERZEL, Michael; STAMPFUss, Jan; MEYER, Imke; KOeLLNBERGER, Maria; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; HEIERMANN, Joerg; HENGEVELD, Willem Jan; (764 pag.)WO2016/71216; (2016); 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. 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazol-5-amine

General procedure: 4.1.1.1. General procedure. An equimolar mixture of compound 3, 7a-c and N-(4-acetylphenyl)-2-bromoacetamide 9 (0.25 g,1 mmol) in acetonitrile (50 ml) and TEA (0.10 g, 1.2 mmol) was heated at reflux for 4-8 h. The reaction mixture was evaporated to dryness. The residue was crystallized from aqueous ethanol affording products 10a-d. 4.1.1.1.1. N-(4-acetylphenyl)-2-(5-amino-3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)acetamide. (10a). White powder (0.25 g, 75%yield), m. p. 240-242 C, IR (KBr) max (cm1) 3180-3470 (NH,NH2), 1715 (COCH3), 1650 (CONH); 1HNMR (400 MHz, DMSO-d6)d (ppm): 2.54 (s, 3H, CH3), 4.89 (s, 2H, CH2), 6.84 (s, 2H, NH2), 7.67(d, 2H, J 8.8 Hz, Ar-H), 7.93 (d, 2H, J 8.8 Hz, Ar-H), 10.67 (s, 1H,NH); 13C NMR (100 MHz, DMSO-d6) d 26.91, 50.21, 118.91, 121.35,123.20, 125.46, 130.08, 132.50, 143.24, 149.40, 149.78, 158.34,165.43, 197.06; HRMS (ESI) m/z: [M H]- calc 326.0943; found 326.0876 for C13H12F3N5O2.

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:
Article; El-Sherief, Hany A.M.; Youssif, Bahaa G.M.; Abbas Bukhari, Syed Nasir; Abdelazeem, Ahmed H.; Abdel-Aziz, Mohamed; Abdel-Rahman, Hamdy M.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 774 – 789;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 852443-61-9 as follows. SDS of cas: 852443-61-9

Step C. Using a microwave, a mixture of the title compound from Step B above (150 mg) and commercially available methyl acetopyruvate (150 mg) in MeOH (1 mL) in a sealed vial was heated at 120C for 12 min, concentrated and purified by chromatography (silica, CH2Cl2) to give 7-methyl-2-trifluoromethyl- pyrazolo[l,5-a]pyrimidine-5-carboxylic acid methyl ester (0.15 g, 58%). [MH]+ = 260.

According to the analysis of related databases, 852443-61-9, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-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 852443-61-9, HPLC of Formula: C4H4F3N3

-((2-Chloro-4-fluorobenzyl)carbamothioyl)-3,4-difluorobenzamide (98.0 g, 273 mmol) and 5-amino-3-trifluoromethylpyrazole (41.3 g, 273 mmol) were dissolved in THF (546 mL). Nl-((Ethylimino)methylene)-N3,N3-dimethylpropane-l,3-diamine hydrochloride (57.6 g, 300 mmol) was added and the reaction was stirred at room temperature for 1 h and then heated to 40 C for 15 h. The crude mixture was diluted with water (500 mL) and isopropyl acetate (500 mL). The organic layer was washed with brine (500 mL), dried over sodium sulfate, and concentrated. The residue was diluted with isopropyl acetate (1.3 L) and heated to 65 C for 1 hour. The solution was allowed to cool to room temperature, filtered and the filtrate was concentrated. The residue was heated to70C in acetonitrile (900 mL) and then allowed to cool to room temperature. The resulting suspension was filtered, rinsed with acetonitrile (200 mL) and dried in vacuo at 60C to afford 55 g (43%) of (Z)-N-(((2-chloro-4- fluorobenzyl)amino)((3-(trifluoromethyl)-lH-pyrazol-5-yl)amino)methylene)-3,4- difluorobenzamide as a white solid. 1HNMR (400 MHz, MeOH-d4) delta 7.95 (bs, 2H), 7.50 (t, 1H, J=7.2Hz), 7.26 (m, 2H), 7.06 (t, 1H, J=7.5 Hz), 6.56 (s, 1H), 4.84 (s, 2H).

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, 3-(Trifluoromethyl)-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-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 852443-61-9, HPLC of Formula: C4H4F3N3

-((2-Chloro-4-fluorobenzyl)carbamothioyl)-3,4-difluorobenzamide (98.0 g, 273 mmol) and 5-amino-3-trifluoromethylpyrazole (41.3 g, 273 mmol) were dissolved in THF (546 mL). Nl-((Ethylimino)methylene)-N3,N3-dimethylpropane-l,3-diamine hydrochloride (57.6 g, 300 mmol) was added and the reaction was stirred at room temperature for 1 h and then heated to 40 C for 15 h. The crude mixture was diluted with water (500 mL) and isopropyl acetate (500 mL). The organic layer was washed with brine (500 mL), dried over sodium sulfate, and concentrated. The residue was diluted with isopropyl acetate (1.3 L) and heated to 65 C for 1 hour. The solution was allowed to cool to room temperature, filtered and the filtrate was concentrated. The residue was heated to70C in acetonitrile (900 mL) and then allowed to cool to room temperature. The resulting suspension was filtered, rinsed with acetonitrile (200 mL) and dried in vacuo at 60C to afford 55 g (43%) of (Z)-N-(((2-chloro-4- fluorobenzyl)amino)((3-(trifluoromethyl)-lH-pyrazol-5-yl)amino)methylene)-3,4- difluorobenzamide as a white solid. 1HNMR (400 MHz, MeOH-d4) delta 7.95 (bs, 2H), 7.50 (t, 1H, J=7.2Hz), 7.26 (m, 2H), 7.06 (t, 1H, J=7.5 Hz), 6.56 (s, 1H), 4.84 (s, 2H).

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, 3-(Trifluoromethyl)-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 852443-61-9, name is 3-(Trifluoromethyl)-1H-pyrazol-5-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 852443-61-9, Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazol-5-amine

To a stirred solution of 3-amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid (Intermediate 2) (100 mg, 0.350 mmol) in dry NMP (2 ml) was added NEt3 (0.097 ml, 0.699 mmol) followed by 3-(trifluoromethyl)-1 H-pyrazol-5-amine (48.0 mg, 0.318 mmol). The mixture was stirred at RT for 5 minutes, before treating with HATU (133 mg, 0.350 mmol). The resulting orange solution was stirred at RT for 10 minutes and then partitioned between EtOAc (50 ml) and 1 M NaOH (30 ml). The organic portion was separated and washed with 1 M NaOH (20 ml), water (20 ml), dried (MgS04) and concentrated in vacuo. Purification of the crude residue by chromatography on silica eluting with /’so-hexane/EtOAc (gradient of 0 to 50 % EtOAc) afforded the title compound as a yellow solid.

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, 3-(Trifluoromethyl)-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.