pyrazoles-derivatives

1120-82-7, name is (1H-Pyrazol-1-yl)methanol, 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. 1120-82-7

To a solution of lH-pyrazol-1-ylmethanol (4.33 mg, 44.1 mmol) in anhydrous dichloromethane (130 mL) was added dropwise a solution of phosphorus tribromide (4.2 mL, 44.1 mmol) in anhydrous dichloromethane (20 mL) at 00C. The mixture was stirred for 2.5 hours at room temperature. The mixture was evaporated, and the crude l-(bromomethyl)-lH-pyrazole was used in the next step without purification.

Statistics shows that 1120-82-7 is playing an increasingly important role. we look forward to future research findings about (1H-Pyrazol-1-yl)methanol.

These common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-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. 39806-90-1

General procedure: 4-Iodo-1-methyl-1H-pyrazole 1 (101 mg, 0.5 mmol) and phenylboronic 2 (59 mg, 0.5 mmol) were dissolved in DME (3 mL) and H2O (1.2 mL) in a microwave vial under a nitrogen atmosphere. Pd(PPh3)4 (2 mmol%, 11.6 mg) and Cs2CO3 (407.3 mg, 1.25 mmol) were added, and the reaction mixture was irradiated in a microwave apparatus at 90 C for 5-12 min. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by silica gel column chromatography using petroleum ether/acetone as eluent to give the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 39806-90-1.

1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, 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. 1192-21-8

(R)-2-(2-Chloro-5-methylpyrimidin-4-yl)-6-m yl)methyl)-6,7-dihydroimidazo[l ,2-a]pyrazin-8(5H)-one (Intermediate 91 ; 187 mg, 0.43 mmol), 1 -methyl- lH-pyrazol-5-amine (104 mg, 1.07 mmol),Cs2C03 (279 mg, 0.86 mmol) and 2nd Generation XantPhos precatalyst (38.0 mg, 0.04 mmol) in 1 ,4-dioxane (5 mL) was stirred under an atmosphere of nitrogen at 1 10 ¡ãC for 16 hours. The solvent was removed by distillation under vacuum. The crude product was purified by flash silica chromatography, elution gradient 3 to 5percent MeOH in DCM. The product was further purified by preparative HPLC (XSelect CSH Prep C 18 OBD column, 5mu silica, 19 mm diameter, 150 mm length), using decreasingly polar mixtures of water (containing 0.01percent NH4HCO3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford (i?)-6-methyl-2-(5-methyl-2-((l-methyl-lH-pyrazol-5- yl)amino)pyrimidin-4-yl)-7-((6-(trifluoromethyl)pyridin-2-yl)methyl)-6,7- dihydroimidazo[l ,2-a]pyrazin-8(5H)-one (1 12 mg, 52.6percent) as a white solid. lH NMR (400 MHz, DMSO, 20.9 ¡ãC) delta 1.22 (3H, d), 2.52 (3H, s), 3.35 (1H, s), 3.71 (3H, s), 4.13 (1H, ddd), 4.40 (IH, dd), 4.51 – 4.63 (2H, m), 5.22 (IH, d), 6.31 (IH, d), 7.34 (IH, d), 7.78 (IH, d), 7.84 (IH, d), 7.97 (IH, s), 8.10 (IH, t), 8.33 (IH, d), 9.24 (IH, s). m/z (ES+), [M+H]+ = 498.

Statistics shows that 1192-21-8 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazol-5-amine.

The chemical industry reduces the impact on the environment during synthesis 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life. 5334-40-7

Acetyl chloride (9 mL) was added dropwise to methanol (90 mL), 4-nitro-1H-pyrazole-3-carboxylic acid (9.00 g, 57.3 mmol) was added to the mixture. The mixture was stirred at room temperature for 16 hr, and concentrated under reduced pressure. Methanol was added to the residue, and the mixture was concentrated under reduced pressure, the operation was twice repeated. The residue was diluted with methanol and ethyl acetate. 5% sodium hydrogencarbonate aqueous solution was added, and the pH was adjusted to 8 – 9. The mixture was extracted with ethyl acetate. The extract was washed with water, brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (9.83 g, yield 100%). 1H-NMR (DMSO-d6, 200 MHz):delta 3.98(3H, s), 8.28(1H, s).

The chemical industry reduces the impact on the environment during synthesis 5334-40-7. I believe this compound will play a more active role in future production and life.

17635-44-8, name is 3,4,5-Tribromopyrazole, 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. 17635-44-8

EXAMPLE 44 Preparation of 3,4,5-Tribromopyrazole-1-acetonitrile To a suspension of sodium hydride (2.2 gm. of a 60.6% dispersion in mineral oil, containing 0.055 mole of sodium hydride) in 60 ml. toluene was added a solution of 3,4,5-tribromopyrazole (15.2 gm., 0.05 mole) in 400 ml. hot toluene, followed by the dropwise addition of chloroacetonitrile (4.2 gm., 0.055 mole). The mixture was heated at the reflux temperature for 3 hrs. and then allowed to stand at about 25 C. for 18 hrs. Water (50 ml.) was added. The toluene layer was separated, washed with two 80-ml. portions of water, and dried with anhydrous sodium sulfate. Removal of the toluene gave 14.4 g. of 3,4,5-tribromopyrazole-1-acetonitrile as a white solid which was recrystallized from a mixture of ether and technical hexane.

Statistics shows that 17635-44-8 is playing an increasingly important role. we look forward to future research findings about 3,4,5-Tribromopyrazole.

5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below.

(Step 1) Thionyl chloride (9.2 mL) was added dropwise to a solution of 4-nitro-1H-pyrazole-3-carboxylic acid (19.77 g, 125.9 mmol) in methanol (200 mL) at 0 C. The reaction mixture was stirred at room temperature overnight and the solvent was evaporated under reduced pressure. The residue was combined with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried and concentrated. The obtained crude crystal was washed with diisopropyl ether to give methyl 4-nitro-1H-pyrazole-5-carboxylate (17.77 g, 82%). 1H NMR (300 MHz, CDCl3) delta: 4.06 (3H, s), 8.50 (1H, 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.

A common compound: 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 27258-33-9

Production Example 16 N-[(1-methyl-1H-pyrazol-5-yl)methyl]-4-(trifluoromethyl)aniline Acetic acid (0.87 mL) was added to a chloroform (10 mL) solution that contained 1-methyl-1H-pyrazol-5-carbaldehyde (1.00 g) and 4-aminobenzotrifluoride (1.76 g) at a room temperature, and the obtained solution was then stirred for 10 minutes. Thereafter, sodium triacetoxyborohydride (2.89 g) was added to the reaction solution, and the obtained mixture was then stirred for 5.5 hours. Thereafter, a saturated sodium hydrogencarbonate aqueous solution was added to the reaction solution, and the obtained mixture was then extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and was then concentrated under a reduced pressure. The obtained solid was washed with diisopropyl ether, so as to obtain the title compound (1.88 g) in the form of a light yellow solid. 1H NMR (600 MHz, CHLOROFORM-d) delta ppm 3.87 (s, 3H) 4.08-4.17 (m, 1H) 4.35 (s, 2H) 6.21 (d, J=1.83 Hz, 1H) 6.67 (d, J=8.71 Hz, 2H) 7.42 (d, J=1.83 Hz, 1H) 7.44 (d, J=8.71 Hz, 2H); MS (ESI pos.) m/z: 256 [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, 27258-33-9, other downstream synthetic routes, hurry up and to see.

82560-12-1,Some common heterocyclic compound, 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, molecular formula is C7H13N3, 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.

Intermediate A15: 3-(iert-Butyl)-1-(3-(2-methoxyethoxy)phenyl)-1 H-pyrazol-5-amine. Intermediate A15 To a solution of 1-iodo-3-(2-methoxyethoxy)benzene (1.18 g, 4.05 mmol) in anhydrous toluene (7.0 mL) was added 3-(ie/f-butyl)-1 – -pyrazol-5-amine (619 mg, 4.45 mmol) followed by (1R,2f?)-A/1,/V2-dimethylcyclohexane-1 ,2-diamine (255 mu, 1.62 mmol) and potassium carbonate (1.96 g, 14.2 mmol). The mixture was purged with nitrogen, after which copper(l) iodide (77 mg, 0.41 mmol) was added and the reaction mixture heated at reflux under nitrogen for 18 hr. The resulting mixture was cooled to RT and was partitioned between EtOAc (250 mL)and water (250 mL). The organic layer was separated and was washed with water (2 x 250 mL) and brine (250 mL) and was then dried and evaporated in vacuo. The residue was purified by flash column chromatography (Si02, 120 g, 0-5% [0.7 M NH3 in MeOH] in DCM, gradient elution) to afford the title compound, Intermediate A15, as a brown gum (1.04 g, 84%); Rl 2.20 min (Method 1 , acidic); m/z 290 (M+H)+ (ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-5-tert-butylpyrazole, its application will become more common.

5334-40-7, The chemical industry reduces the impact on the environment during synthesis 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

4-Nitropyrazoie-3-carboxylic acid (10 g; 63.66 mmol) was added to a stirred solution of 4-fluoroaniline (6.7 ml; 70 mmol), EDC (14.6 g; 76.4 mmol), and HOBt (10.3 g; 76.4 mmol) in DMF (25 ml), then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with ethyl acetate / saturated brine solution. The resultant yellow solid was collected by filtration, washed with 2M hydrochloric acid, then dried under vacuum to give 15.5 g of the title compound. (LC/MS: Rt 2.92 [M+H]+ 250.89 ).

The chemical industry reduces the impact on the environment during synthesis 4-Nitro-1H-pyrazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

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. 175137-46-9, name is 5-Cyclopropyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., 175137-46-9

A mixture of 5-bromo-2,4-dichloropyrimidine (15.4 g, 67.6 mmol), 5-cyclopropyl-1H-pyrazol-3-ylamine (10.0 g, 81.3 mmol) and diisopropylethylamine (17 mL, 102 mmol) in 1-butanol (150 mL) was heated to 80 C. for 1 h. The solid that formed was collected by filtration and washed with acetonitrile to give the desired product (15.8 g, 75%) as a white solid.

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.