Category: pyrazoles-derivatives

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. 1453-58-3, name is 3-Methylpyrazole, A new synthetic method of this compound is introduced below., Safety of 3-Methylpyrazole

6.18. Synthesis of (S)-2-amino-3-[4-(2-amino-6-{1-[4-chloro-2-(3-methyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidin-4-yl)-phenyl]-propionic acid 1-(4-Chloro-2-iodo-phenyl)-2,2,2-trifluoro-ethanol (0.840 g, 2.5 mmol), 3-methyl pyrazole (0.230 g, 2.8 mmol), CuI (0.190 g, 1.0 mmol), K2CO3 (0.863 g, 6.25 mmol), (1R,2R)-N,N’-dimethyl-cyclohexane-1,2-diamine (0.071 g, 0.5 mmol) and toluene (10 ml) were combined in a 20 ml pressure tube, and the mixture was heated at 130¡ã C. (oil bath temperature) for 12 h. The mixture was diluted with ethyl acetate and washed with H2O (2*20 ml), brine, and dried over sodium sulfate. Removal of solvent gave a crude product, which was purified by ISCO column chromatography using 5-10percent ethyl acetate in hexane as solvent to afford 1-[4-chloro-2-(3-methyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanol (240 mg). 1-[4-Chloro-2-(3-methyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanol (0.120 g, 0.41 mmol), (S)-3-[4-(2-amino-6-chloro-pyrimidine-4-yl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (0.176 g, 0.45 mmol), 1,4-dioxane (4 ml), and Cs2CO3 (0.533 g, 1.64 mmol) were combined in a 20 ml sealed tube, and the mixture was heated at 100¡ã C. for 12 h. The mixture was concentrated. To the residue, 10percent methanol in DCM (50 ml) was added and the mixture was filtered. The filtrate was concentrated to give a crude product, which was taken in THF/3N HCl (30 ml/15 ml) and the resulting mixture was stirred at 40-45¡ã C. for 12 h. LCMS indicated the completion of reaction with desired product. The mixture was concentrated to give a crude product, which was dissolved in MeOH and H2O (1:1) and purified by preparative HPLC using MeOH/H2O/TFA as solvent system to give (S)-2-amino-3-[4-(2-amino-6-{1-[4-chloro-2-(3-methyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy}-pyrimidine-4-yl)-phenyl]-propionic acid as a TFA salt. LCMS: M+1=547. 1H-NMR (400 MHz, CD3OD): delta (ppm) 2.30 (s, 3H), 3.10-3.30 (m, 2H), 4.20 (t, 1H), 6.32 (d, 1H), 6.74 (s, 1H), 7.0 (q, 1H), 7.38 (d, 2H), 7.50 (m, 2H), 7.72 (m, 1H), 7.90 (m, 3H).

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 of 5203-77-0,Some common heterocyclic compound, 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, molecular formula is C5H8N2O, 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: Intermediate 7 (4mmol), dissolved in dry dichloromethane (60mL), and PCl5 (4.2mmol) were added and stirred at room temperature for 1h. The solvent was moved out under reduced pressure to afford acid chloride, the acid chloride was then dissolved in dry CH2Cl2 (60mL), Then 1-methyl-1H-pyrazol-5-ol (4mmol) and Et3N (4.8mmol) were added to the above solution, and stirred for a further 18-24hat room temperature. After adding dichloromethane (30mL), the resultant mixture was washed sequentially with 2N hydrochloric acid (100mL), saturated NaHCO3 and saturated NaCl and dried over Na2SO4. The rest of the solution was evaporated in vacuum and purified by silica gel column chromatography using gradient elution of ethyl acetate/hexane (V:V = 1:2) to obtain the desired intermediate 8 as a write powder (30%-70%). 4.1.10 1-methyl-1H-pyrazol-5-yl3-methyl-2-oxo-1-propyl-2,3-dihydro-1H-benzo[d] imidazole- 5-carboxylate Yield: 45%. m.p. 107-108C. 1H NMR (600MHz, CDCl3) delta 8.01 (dd, J=8.4, 1.2Hz, 1H), 7.77 (d, J=1.2Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.10 (d, J=8.4Hz, 1H), 6.20 (d, J=1.8Hz, 1H), 3.92 (t, J=7.2Hz, 2H), 3.80 (s, 3H), 3.51 (s, 3H), 1.91-1.71 (m, 2H), 1.00 (t, J=7.8Hz, 3H). EI-MS (m/z): 314.18 (M)+.

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

Related Products of 16034-48-3, The chemical industry reduces the impact on the environment during synthesis 16034-48-3, name is 1-Pyrazoleacetic Acid, I believe this compound will play a more active role in future production and life.

General procedure: In a 20 or 40 mL reaction vial equipped with magnetic stir bar and Teflon-lined cap, a solution of the corresponding carboxylic acid (1.5 mmol, 3.0 eq) and DMAP (183.3 mg, 1.5 mmol, 3.0 eq) in anhydrous DMF (9.0 mL) was homogenized by stirring for 5-10min. EDCI¡¤HCl (287.6mg, 1.5mmol, 3.0 eq) was added, and the resulting mixture was homogenized by stirring for 5-10 min. The corresponding 1,3-indandione (0.5mmol, 1.0 eq) was added, and the resulting mixture was resealed and stirred for 12-72h, monitoring by LCMS. When complete, workup method A, B, or C was used to isolate the final products.

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, 1-Pyrazoleacetic Acid, other downstream synthetic routes, hurry up and to see.

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. 368870-03-5, name is (4-(1H-Pyrazol-1-yl)phenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C10H11N3

A mixture of methyl 3-((tetrahydrofuran-2-yl)methoxy)-5-vinylisonicotinate (0.18 g) obtained in Reference Example 47, sodium periodate (0.71 g) and osmium oxide (immobilized catalyst I) (0.084 g) and acetonitrile (4 mL)-acetone (4 mL)-water (4 mL) was stirred at room temperature overnight. The insoluble material was filtered off, the filtrate was ethyl acetate and water, and the organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was dissolved in diethyl ether (5 mL)-THF (5 mL), (4-(1H-pyrazol-1-yl)phenyl)methanamine (0.10 g) and anhydrous magnesium sulfate (0.15 g) were added, and the mixture was stirred under a nitrogen atmosphere at room temperature for 1 hr. The insoluble material was filtered off, and the filtrate was concentrated. To a solution of the residue in acetic acid (5 mL) was added sodium triacetoxyhydroborate (0.28 g), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by NH silica gel chromatography (hexane-ethyl acetate) to give the title compound (0.095 g). MS: [M+H]+ 391.2 1H NMR (300 MHz, DMSO-d6) delta 1.73-1.90 (2H, m), 1.97-2.07 (2H, m), 3.62-3.75 (1H, m), 3.82 (1H, t, J = 7.1 Hz), 4.20-4.33 (3H, m), 4.44 (2H, s), 4.72 (2H, s), 6.46-6.59 (1H, m), 7.41 (2H, d, J = 8.5 Hz), 7.73 (1H, d, J = 1.7 Hz), 7.82 (2H, d, J = 8.5 Hz), 8.40-8.51 (3H, m).

The synthetic route of 368870-03-5 has been constantly updated, and we look forward to future research findings.

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. 1203705-55-8, name is 3-Bromo-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., Formula: C3H4BrN3

Methyl 2-(2-bromo-7-hydroxy-5-methylpyrazolo / ,5-aj ‘pyrimidin-6-y I) acetate.; To a solution of 3-bromo-lH-pyrazol-5-amine (0.2 g, 1.235 mmol) and dimethyl 2- acetylsuccinate (0.697 g, 3.70 mmol) in xylene (10 mL) was added -toluenesulfonic acid monohydrate (2 mg, 10.51 muiotaetaomicron). The reaction mixture was heated at reflux under a Dean-Stark trap for 8 h. The solid was filtered and washed with hexanes to afford the title compound (0.201 g, 54.2%). ? NMR (400 MHz, MeOD) delta ppm 2.37 (3 H, s), 3.65 (2 H, s), 3.71 (3 H, s), 6.20 (1 H, s).

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.

Electric Literature of 96799-02-9,Some common heterocyclic compound, 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, molecular formula is C7H7N3O, 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 cyanuric chloride (300 mg, 1.63 mmol) in THF (16 mL) was added thiophenol (0.17 mL, 1.63 mmol) and DIPEA (0.28 mL, 1.63 mmol) at 0 C. The reaction mixture was stirred at 0 0C to room temperature for 2 hours. After starting material was consumed, 3-amino-3(2-furyl)pyrazole (243 mg, 1.63 mmol) and DIPEA (0.28 mL, 1.63 mmol) was added at O C. The mixture was stirred at room temperature for 3 additional hours. 1-methylpiperazine (0.27 mL, 2.45 mmol) and DlPEA (0.43 mL, 2.45 mmol) were added to the above mixture and allowed to stir at room temperature for overnight. Saturated NaHCC>;3 in water was added and the mixture was extracted by ethyl acetate. The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was chromatographed on a silica gel column eluted with 0-5 % MeOH/DCM to afford compound 9 as light yellow solid (100 mg, 14 %). IH NMR (400 MHz, DMSO-d6) delta 12.69 (bs, IH, NH), 9.79 (s, IH, NH), 7.79 (bs, I H, NH), 7.61 (bs, 2H, Ar-H), 7.45 (s, 3H, Ar-H), 6.60 (s-lH, Ar-H), 5.98 (bs,lH, Ar-H), 3.70 (bs, 4H, 2CH2), 2.31 (bs, 4H, 2CH2), 2.18 (s, 3H,CH3); ESl -MS: calculated for (C2,H22N80S) 434, found 435 [M+H]+. HPLC: retention time: 18.68 min. purity: 99%.

The synthetic route of 96799-02-9 has been constantly updated, and we look forward to future research findings.

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. 131797-35-8, name is 5-Chloro-3-(trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Product Details of 131797-35-8

To a mixture of 7-(chloromethyl)-3-propanoyl-2-(trifluoromethyl)-5H-[l,3]thiazolo[3,2- a]pyrimidin-5-one (15 mg, 0.05mmol) in acetonitrile (3 mL, 57.1mmol) was added potassium carbonate (13 mg, 0.09 mmol) and 5-chloro-3-(trifluoromethyl)-lH-pyrazole (10 mg, 0.06 mmol). The resulting mixture was stirred for 2 h at 80 C. After filtration and concentration, the residue was purified by chromatography with ethyl acetate/petroleum ether (1/3) to afford 7-[[5-chloro-3-(trifluoromethyl)-lH- pyrazol-l-yl]methyl]-3-propanoyl-2-(trifluoromethyl)-5H-[l,3]thiazolo[3,2-a]pyrimidin-5-one (4.5 mg, 21%) as a light brown solid. LCMS (ESI): M+H+ = 459.0; lU NMR (400 MHz, CDC13) delta 6.60 (s, 1H), 5.83 (s, 1H), 5.31 (s, 2H), 2.97-2.83 (m, 2H), 1.29-1.25 (m, 3H).

The synthetic route of 131797-35-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 14521-80-3,Some common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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 a150 mL pressure vessel, a suspension of 3-bromo-1H-pyrazole (8 g, 54.43 mmol) cesiumcarbonate (53.2 g, 163.29 mmol), and difluoroiodomethane (10% wt. in THF, 200 ml, 106.23mmol) was heated at 45C overnight. The reaction mixture was cooled to room temperature andthen filtered through Celite. The filter cake was washed with Et20 (3 x 150 mL). The filtrate was washed with brine, dried over sodium sulfate and carefully concentrated (20 C bath, 100 mb vacuum) to give 17 g of a 1.5:1 ratio of regioisomers and solvent still present. This crude material was combined with 3,5-Difluoro-4-formylphenylboronic acid (12.65 g, 68.03 mmol),Palladium acetate (0.31 g, 1.381 mmol), butyldi- 1 -adamantylphosphine (1.171 g, 3.265 mmol) and Potassium carbonate (22.80 g, 164.96 mmol) in dioxane (150 mL) and water (50 mL) the mixture was degassed for 10 mm with argon, then heated at 100 C overnight. The reaction mixture was cooled to room temperature, concentrated under reduce pressure, the residue was diluted with EtOAc and washed with brine 2x then dried over Na2504, filtered and concentratedunder reduced pressure. The crude residue was purified by silica column chromatography (5% to15% EtOAc/Hex). Mixed fractions were recrystallized (5:1 Hex/EtOAc) combined pure product afforded P4. 1HNMR (400 MHz, Chloroform-d) oe 10.35 (d, J = 1.0 Hz, 1H), 7.92 (d, J = 2.8 Hz, 1H), 7.46 (d, J = 9.6 Hz, 2H), 7.24 (t, J = 60.5 Hz, 1H), 6.80 (d, J = 2.8 Hz, 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-Bromo-1H-pyrazole, its application will become more common.

Synthetic Route of 1126-00-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1126-00-7 name is 1-Phenylpyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 1-phenylpyrazole (2.0g, 13.87 mmoles) in TFA (l7mL) was stirred under a nitrogen atmosphere and treated with. hexamethylene tetramine (2.92 g, 20.81 mmoles). The reaction was refluxed overnight, and then cooled and poured into saturated sodium bicarbonate aqueous solution to adjust the pH to 7. The aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with brine, dried overMgSO4, filtered and concentrated to 2.78 g of crude oil. Flash column chromatography on silica gel with a 40 gram Isco MPLC column using 10-20% EtOAc-Hexanes gradient provided 0.72 g of the title compound.1H NMR oe 9.98 (s, 1H), 8.44(s, 1H), 8.17 (s, 1H), 7.70 (m, 2H), 7.5 (m,2H), 7.4 (m,1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Phenylpyrazole, and friends who are interested can also refer to it.

Related Products of 85290-80-8,Some common heterocyclic compound, 85290-80-8, name is Ethyl 1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H10N2O2, 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.

Step 2 Preparation of 1-methyl-1H-pyrazole-4-carboxylic acid A solution of 1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (480 mg, 3.1 mmol) in ethanol cooled to 0 C. was treated with a 1N aqueous sodium hydroxide solution (9.3 mL, 9.3 mmol). The reaction was stirred at 25 C. for 18 h. At this time, the reaction was concentrated in vacuo and then acidified to pH=2 with a 1N aqueous hydrochloric acid solution. The product was extracted into ethyl acetate (2*50 mL). The organics were washed with a saturated aqueous sodium chloride solution (1*25 mL), dried over magnesium sulfate, filtered, and dried in vacuo to afford 1-methyl-1H-pyrazole-4-carboxylic acid (293 mg, 74.6%) as a white solid: EI-HRMS m/e calcd for C5H6N2O2 (M+) 126.0429, found 126.0429.

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