Category: 10010-93-2

Reference of 10010-93-2, The chemical industry reduces the impact on the environment during synthesis 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

[0151] To a solution of 5-methyl-3-(trifluoromethyl)-lH-pyrazole (6.0 g, 30 mmol, 1 eq) in CH3CN (60 mL), were added I2 (7.6 g, 30 mmol, 1 eq) and CAN (8.22 g, 15 mmol, 0.5 eq) in one portion. Then the mixture was stirred at room temperature overnight. TLC indicated the reaction was completed. The reaction mixture was poured into ice water and extracted with EtOAc (2×100 mL). The combined organic layers were washed with brine (3×40 mL), aq.Na2S03 (2×30 mL), dried over Na2S04 and concentrated in vacuum to give crude product, which was purified by column chromatography on silica gel to give4-iodo-5-methyl-3- (trifluoromethyl)-lH-pyrazole (5.0 g, yield: 60.6%); LC/MS: m/z (M++l) = 277.

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-Methyl-5-(trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; ZHOU, Ding; SHAO, Shaoping; CAI, Zhen-wei; WO2013/6792; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 10010-93-2,Some common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H5F3N2, 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: In a Biotage tube, the relevant trifluoromethylpyrazole (1 mmol) and sodium hydroxide (0.2 g, 5 mmol) were stirred in ethanol/water 1:3 (1.2 mL). The tube was sealed and heated at 120 or 150 C, as mentioned in the text for 1 h in a microwave oven. The resulting suspension was dissolved in water; the aqueous phase was washed with dichloromethane twice and made acidic with 2 N hydrochloric acid. This was extracted with ethyl acetate twice; the organic layer was washed with brine, dried over magnesium sulfate, and concentrated to dryness to yield the corresponding acid as described below. CAUTION: the reaction conditions used lead to the release of fluorine ions that attack the glass tubes. Never recycle the reaction tubes as their resistance toward pressure and temperature may have been weakened in a process, which is releasing sodium fluoride.

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

Reference:
Article; Ermolenko, Mikhail S.; Guillou, Sandrine; Janin, Yves L.; Tetrahedron; vol. 69; 1; (2013); p. 257 – 263;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, 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 10010-93-2, Formula: C5H5F3N2

To a stirred solution of 5-methyl-3-(trifluoromethyl)-1H-pyrazole (199 mg, 1.328 mmol) in dry acetonitrile (7 mL) at room temp is added sodium hydride (63 mg of a 60% dispersion on mineral oil, 2.66 mmol). The mixture is stirred at room temp for 10 mins after which the initial effervescence had subsided to leave a colourless solution. A solution of trans-trifluoro-methanesulfonic acid 4-tert-butoxycarbonylamino-cyclohexylmethyl ester (Ex. 18 step 1) (400 mg, 1.107 mmol) in dry acetonitrile (4 mL) is then added and the mixture is stirred at room temp for 17 hours. The crude mixture is diluted with water (20 mL) and extracted with EtOAc (3×15 mL). The EtOAc extracts are combined, washed with sat. brine (30 mL), dried (MgSO4), filtered and evaporated to give a mixture of the title compounds as a pale yellow gum. This is used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Beattie, David; Colson, Anny-Odile; Culshaw, Andrew James; Sharp, Lisa; Stanley, Emily; Sviridenko, Lilya; US2010/35898; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 10010-93-2,Some common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H5F3N2, 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 2. Preparation of N-methyl-2-[1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-N-[(1R)-1-phenylpropyl]-4-thiazolecarboxamide (Compound 117) Step A: Preparation of 5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-acetic acid. A mixture of 3-methyl-5-trifluoromethylpyrazole (10.0 g, 66.7 mmol), ethyl bromoacetate (11.1 mL, 100 mmol) and potassium carbonate (18.4 g, 133 mmol) in 80 mL of N,N-dimethylformamide was stirred at ambient temperature overnight. The orange mixture was filtered, diluted with ethyl acetate, washed with water and brine, dried over MgSO4 and concentrated under reduced pressure to give 15.7 g of the pyrazole ester. The ester, in 100 mL of tetrahydrofuran, was treated with 11 mL of a 50 % aqueous NaOH solution in 90 mL of water and stirred at ambient temperature overnight. The tetrahydrofuran was removed under reduced pressure and the aqueous solution was washed with ether and acidified with conc. HCl to pH 1 to give a precipitate. The precipitate was filtered, washed with water and dried to give 12.1 g of the title compound as a white solid. 1H NMR (Acetone-d6) delta 2.35 (s, 3H), 5.07 (s, 2H), 6.45 (s, 1H).

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

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2007/14290; (2007); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 10010-93-2, These common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, 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: The example reported for derivatives 22/23 find general application for all the other N-linked heterocycles. Sodium hydride 60% dispersed in mineral oil was added at 0 C to a solution of 3-(trifluoromethyl)-1H-pyrazole in dry DMF. The mixture was stirred at this temperature for 15 min, then for an additional 5 min at room temperature. A solution of derivative 45 in dry DMF (2 ml) was then added and the mixture was stirred at 50 C for 3 h 30 min. After cooling to RT, a saturated NH4Cl solution was added and the mixture was extracted with Et2O (2×). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by Silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give the intermediate BOC protected compound 22 and the intermediate BOC protected compound 23.

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Micheli, Fabrizio; Cavanni, Paolo; Bettati, Michela; Bonanomi, Giorgio; Di Fabio, Romano; Fazzolari, Elettra; Marchioro, Carla; Roscic, Maja; Tarsi, Luca; Visentini, Filippo; Zonzini, Laura; Worby, Angela; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3451 – 3461;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C5H5F3N2

Example 32 Synthesis of l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3- (trifluoromethyl)pyrazol-l-yl]pyrrolidin-2-one step d [0182] a) A mixture of l-(4-fluorophenyl)-5-isopropylpyrazol-4-amine (1.0 g, 4.54 mmol), 3-bromotetrahydrofuran-2-one (0.462 mL, 5.0 mmol) and AlMe3 (3.4 mL, 6.8 mmol, 2 M in toluene) in DCE (50 mL) was stirred for 2 hrs at rt followed by 45 min at 50 C. The mixture was then cooled to room temperature, quenched with IN HC1 (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc/CH2Cl2 gradient elution) to give 2-bromo-N-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-4-hydroxy- butanamide (1.38 g, 79%). [0183] b) A mixture of 2-bromo-N-[l-(4-fluorophenyl)-5-isopropyl-pyrazol-4-yl]-4- hydroxy-butanamide (1.38 g, 3.59 mmol), methanesulfonyl chloride (0.36 mL, 4.65 mmol) and NEt3 (0.75 mL, 5.35 mmol) in CH2C12 (50 mL) was stirred at 0 C for 40 min. The mixture was then quenched with water (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated in vacuo to afford the desired mesylate (1.65 g, 99%). [0184] c) A mixture of the above mesylate (0.350 g, 0.75 mmol) was stirred with NaH (0.200 g, 5.0 mmol, 60% in mineral oil) in THF (7 mL) at 50 C for 30 min. It was then cooled to rt, quenched with saturated aqueous NH4CI (50 mL) and extracted with EtOAc (50 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 80% EtOAc/CH2Cl2 gradient elution) to give 3- bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one (0.160 g, 58%). [0185] d) A mixture of 3-bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin- 2-one (0.023 g, 0.063 mmol), 5-methyl-3-(trifluoromethyl)-lH-pyrazole (0.040 g, 0.27 mmol) and K2C03 (0.060 g, 0.43 mmol) in DMF (1 mL) was stirred at 60 C for 1 hr. It was then cooled to room temperature, quenched with water (30 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc/hexanes gradient elution) to give the title compound (0.022 g, 80%). XH NMR (400 MHz, CDC13) delta 7.52 (s, 1 H), 7.37 (dd, J= 9.2, 4.8 Hz, 2 H), 7.17 (dd, J= 8.6, 8.6 Hz, 2 H), 6.32 (s, 1 H), 5.05 (dd, J= 9.2, 5.6 Hz, 1 H), 4.07 (m, 1 H), 3.80 (m, 1 H), 2.84 – 3.02 (m, 2 H), 2.74 (m, 1 H), 2.45 (s, 3 H), 1.21 (d, J= 7.6 Hz, 3 H), 1.1 1 (d, J= 6.8 Hz, 3 H); MS: (ES) m/z calculated for C2iH21F4 50 [M + H]+ 436.1, found 436.1.

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pingchen; LI, Yandong; POWERS, Jay P.; MALATHONG, Viengkham; PUNNA, Sreenivas; TANAKA, Hiroko; ZHANG, Penglie; WO2014/89495; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 10010-93-2, The chemical industry reduces the impact on the environment during synthesis 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

[0151] To a solution of 5-methyl-3-(trifluoromethyl)-lH-pyrazole (6.0 g, 30 mmol, 1 eq) in CH3CN (60 mL), were added I2 (7.6 g, 30 mmol, 1 eq) and CAN (8.22 g, 15 mmol, 0.5 eq) in one portion. Then the mixture was stirred at room temperature overnight. TLC indicated the reaction was completed. The reaction mixture was poured into ice water and extracted with EtOAc (2×100 mL). The combined organic layers were washed with brine (3×40 mL), aq.Na2S03 (2×30 mL), dried over Na2S04 and concentrated in vacuum to give crude product, which was purified by column chromatography on silica gel to give4-iodo-5-methyl-3- (trifluoromethyl)-lH-pyrazole (5.0 g, yield: 60.6%); LC/MS: m/z (M++l) = 277.

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-Methyl-5-(trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMARESOURCES (SHANGHAI) CO., LTD.; CHEN, Ping; ZHOU, Ding; SHAO, Shaoping; CAI, Zhen-wei; WO2013/6792; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 10010-93-2, A common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H5F3N2, 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.

Example 128: Preparation of l,5-dimethyl-3-trifluoromethyl-l//-pyrazoleTo a solution of 5-methyl-3-trifluoromethyl-lH-pyrazole (4.13 g, 27.5 mmol) (Example 127) in tetrahydrofuran (60 ml), was added slowly at room temperature potassium tert-butoxide (6.18 g, 55 mmol) and 15 minutes later methyl iodide (3.43 ml, 0 55 mmol). The reaction mixture was stirred for lhour before adding more potassium tert- butoxide (3.09 g, 27.5 mmol). After 30 minutes the reaction mixture was quenched by addition of water and extracted with dichloromethane. The organic extract was dried over magnesium sulfate and concentrated to give l,5-dimethyl-3-trifluoromethyl-lH-pyrazole (3.55 g) which was used in the next step without further purification. 5 1H-NMR (400 MHz, CDCl3): 2.30 (s, 3H, Me)5 3.82 (s, 3H, Me), 6.28 (s, IH, CH) ppm.

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; SYNGENTA LIMITED; WO2007/71900; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 10010-93-2, The chemical industry reduces the impact on the environment during synthesis 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

In a 500 mL round bottom flask, 5-methyl-3-(trifluoromethyl)-1H-pyrazole (150 g,100 mmol), 4-bromo-1-fluoro-2-nitrobenzene (22 g, 100 mmol) and K2C03 (35 g, 250 mmol) were brought up in DMF (200 mL) and the mixture was stirred at 60 C for 6 hrs. The mixture was poured into H20 (200 mL) and extracted with Et20 (100 mL x 3). The combined organic phase was concentrated in vacuo. The crude product was obtained innearly quantitative yield (37 g) and was used for the next reaction without further purification. MS (ESI) 351.1 [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, 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Application of 10010-93-2, 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. 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of compound 26 (200 mg, 0.342 mmol), 4-(trifluoromethyl)-1H-pyrazole (93 mg, 0.68 mmol), copper(I) iodide (13 mg, 0.068 mmol), 8-hydroxyquinoline (20 mg, 0.14 mmol), and potassium carbonate (95 mg, 0.68 mmol) in DMSO (2 mL) was stirred at 130 C under N2 atmosphere overnight. The mixture was quenched with saturated aqueous NH4Cl solution and the insoluble materials were removed by filtration. The filtrate was extracted with AcOEt. The organic layer was successively washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/AcOEt = 70:30 to 30:70) and crystallized from AcOEt-iPr2O to give the title compound as a pale yellow solid (80 mg, 0.13 mmol, 37%).

The synthetic route of 3-Methyl-5-(trifluoromethyl)-1H-pyrazole has been constantly updated, and we look forward to future research findings.