Tag: M.W:100-200

852227-86-2, 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. 852227-86-2 name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, 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 mixture of 3-[(1 -methylpyrazol-4-yl)methyl]-2,4-dioxo-N-[1 – (trideuteriomethyl)cyclopropyl]- 1H -quinazoline-6-sulfonamide (100 mg, 0.25 mmol), 5- (chloromethyl)-1 ,3-dimethyl- 1H -pyrazole (37 mg, 0.25 mmol), potassium carbonate (70 mg, 0.51 mmol) and potassium iodide (42 mg, 0.25 mmol) in DMF (2 mL) was heated with agitation in the microwave at 80 C for 30 minutes. The solvent was removed in vacuo and the residue purified by prep HPLC (high pH) to give the desired product (68 mg, 0.136 mmol, 53%) as a white powder

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

Some common heterocyclic compound, 3463-30-7, name is 1-(4-Nitrophenyl)-1H-pyrazole, molecular formula is C9H7N3O2, 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. 3463-30-7

Reference Example 13 4-(Pyrazol-1-yl)phenylamine Under hydrogen atmosphere, an ethanol solution (80 ml) of 1-(4-nitrophenyl)pyrazole (2.91 g) and 5% palladium-carbon (1.4 g) was stirred at room temperature for 24 hours. After filtration of the catalyst, the filtrate was concentrated under reduced pressure and then purified by flash silica gel column chromatography (hexane:ethyl acetate = 1:1) to obtain the title compound (2.45 g) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 3.73 (2H, br s), 6.41 (1H, br s), 6.75 (2H, d, J=8.5 Hz), 7.44 (2H, d, J=8.5 Hz), 7.67 (1H, s), 7.78 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3463-30-7, its application will become more common.

118430-74-3, 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. 118430-74-3 name is 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, 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 mixture of ferf-butyl 2-(2-(5-bromo-3′-(((tert-butoxycarbonyl)amino)methyl)-5′-fluoro- [1 ,1 ‘-biphenyl]-3-ylcarboxamido)phenyl)acetate (Example 11-B) (100 mg, 0.163 mmol), 3- cyclopropyl-1 -methyl-1 H-pyrazol-5-amine (CAS 118430-74-3) (44.7 mg, 0.326 mmol), Cs2C03 (159 mg, 0.489 mmol) and BrettPhos palladacycle (CAS 1 148148-01-9) (6.51 mg, 8.15 pmol) in CH3CN (2 mL) was heated in a microwave at 160 C for 60 min. The mixture was diluted with EtOAc and water, acidified with 1 N HCI to pH 5. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were concentrated and the residue was purified by HPLC (Method B) to provide the title compound. MS (ESI+) m/z 670.8 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

5334-39-4, 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. 5334-39-4 name is 3-Methyl-4-nitro-1H-pyrazole, 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.

5.00 g (39.4 mmol) 3-methyl-4-nitro-1 H-pyrazole was dissolved in 115 mL acetonitrile and 9.26 g (47.2 mmol) 4-(bromomethyl)-benzonitrile and 15.4 g (47.2 mmol) cesium carbonate were added. The suspension was stirred at 60 C for 3 h. Afterwards the reaction mixture was filtered, and the filter cake was washed with ethyl acetate. The filtrate was evaporated to dryness and the residue was purified via a Biotage chromatography system (100g snap KP-Sil column, hexane / 40 – 100% ethyl acetate) to give 7.27 g (76%) of the desired title compounds as a mixture. 1H-NMR (400 MHz, DMSO d6) delta (ppm) = 2.39 / 2.59 (s, 3H), 5.42 / 5.55 (s, 2H), 7.35 / 7.47 (d, 2H), 7.80 – 7.85 (m, 2H), 8.29 / 8.99 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methyl-4-nitro-1H-pyrazole, and friends who are interested can also refer to it.

These common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, 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. 35691-93-1

EXAMPLE 20; 2-((S)-1-(3-Fluoro-phenyl)-3-{5-[3,5-dimethyl-1-(6-trifluoromethyl-pyridazin-3-yl)-1H-pyrazole-4-carbonyl]-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl}-propylcarbamoyl)-cyclopentanecarboxylic acid (II-1); Step 1-; To a solution of 3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester (0.2 g, 1.19 mmol) in DMF (10 mL) cooled to 0 C. was added sequentially NaH (60% in mineral oil, 72 mg, 1.78 mmol) and 3-chloro-6-trifluoromethyl-pyridazine (0.22 g, 1.21 mmol; Tetrahedron 1999 55:15067-15070). The resulting mixture was stirred at RT for 3 h then partitioned between EtOAc and saturated aqueous NH4CI. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined extracts were dried (Na2SO4), filtered and evaporated. The residue was purified via SiO2 chromatography eluting with hexane/EtOAc to afford 0.228 g (62%) of 92a.

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 35691-93-1.

37622-90-5, Adding a certain compound to certain chemical reactions, such as: 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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 37622-90-5.

Ethyl 1H-pyrazole-4-carboxylate (35.0 g, 250 mmol)And K2CO3 (69.0g, 500mmol)In a mixture of CH3CN (250 mL), BnBr (42.7 g, 250 mmol) was added.The mixture was stirred at room temperature for 18 hours and concentrated.The residue was suspended in EA (500 mL), washed with water (200 mL x 2), dried over Na2SO4, and concentrated.The target product (53.0 g, 91.2%) was obtained as a white solid.

According to the analysis of related databases, 37622-90-5, the application of this compound in the production field has become more and more popular.

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. 131797-35-8 name is 5-Chloro-3-(trifluoromethyl)-1H-pyrazole, 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. 131797-35-8

Step 5: 6J-Dichloro-2-[[5-chloro-3-(trifluoromethyl)-lH-pyrazol-l-yllmethyll-4H-pyrido[l,2- alpyrimidin-4-one To a solution of 6,7-dichloro-2-(chloromethyl)-4H-pyrido[l,2-a]pyrimidin-4-one (1 g, 3.80 mmol) in acetonitrile (50 mL) was added 5-chloro-3-(trifluoromethyl)-lH-pyrazole (519 mg, 3.04 mmol), potassium iodide (317 mg, 1.91 mmol) and potassium carbonate (1.05 g, 7.60 mmol). The reaction was stirred for 1 h at 80C. Then the resulting mixture was concentrated in vacuo. The residue was purified by chromatography with ethyl acetate/petroleum ether (1/9) to afford 6,7-dichloro-2-[[5-chloro-3-(trifluoromethyl)-lH-pyrazol- 1- yl]methyl]-4H-pyrido[l,2-a]pyrimidin-4-one (600 mg, 40%) as yellow oil. LCMS (ESI): M+H+ = 397.1 ; HNMR (300 MHz, CDC13) delta 7.60 (d, J = 4.8 Hz, 1H), 7.34 (d, J = 4.8 Hz, 1H), 6.60 (s, 1H), 5.85 (s, 1H), 5.31 (s, 2H).

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

27069-17-6, Name is 3-(4-Methoxyphenyl)-1H-pyrazole, 27069-17-6, 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.

PREPARATION OF EXAMPLE 17 1-(4-Benzoylpiperazin-1-yl)-2-(4-(3-(4-methoxyphenyl)-1H-pyrazol-1-yl)-5H-pyrrolo[3,2-d]pyrimidin-7-yl)ethane-1,2-dione (Compound 25) EAXMAPLE 17 In a sealed tube dicarbonyl intermediate 10 (50 mg, 0.13 mmol), 3-(4-methoxyphenyl)-1H-pyrazole (105 mg, 0.60 mmol) and 1,4-dioxane (2.5 mL) were combined and heated at 170 C. with microwaves for 20 min. The reaction was concentrated and triturated with MeOH (3 mL). The resulting solids were washed with MeOH and with Et2O to yield 25 (43 mg, 0.08 mmol, 61%) as a tan solid. 1H NMR: (500 MHz, DMSO-d6) delta 12.41 (br s, 1H), 8.91 (d, J=2.8 Hz, 1H), 8.89 (s, 1H), 8.55 (br d, J=3.4 Hz, 1H), 8.20 (d, J=8.7 Hz, 2H), 7.51-7.39 (m, 5H), 7.23 (d, J=2.8 Hz, 1H), 7.08 (d, J=8.7 Hz, 2H), 3.85 (s, 3H), 3.92-3.21 (m, 8H); LC/MS: (ES+) m/z (M+H)+=535; HPLC Rt=1.40 min., column Q, conditions B.

Statistics shows that 3-(4-Methoxyphenyl)-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 27069-17-6.

143426-52-2, The chemical industry reduces the impact on the environment during synthesis 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

A mixture of methyl 2-fluoro-3,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (0.51 g), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (0.48 g), tetrakis(triphenylphosphine)palladium(0) (0.096 g), 2 M aqueous sodium carbonate solution (1.7 mL), and DME (17 mL) was stirred under a nitrogen atmosphere at 90C for 15 hr. After cooling, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.35 g). MS: [M+H]+ 339.1

The chemical industry reduces the impact on the environment during synthesis 1-(4-(Chloromethyl)phenyl)-1H-pyrazole. I believe this compound will play a more active role in future production and life.

The chemical industry reduces the impact on the environment during synthesis 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, I believe this compound will play a more active role in future production and life. 288148-34-5

General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.18 1-Methyl-N-{1-[2-(biphenyl-2-yloxy)ethyl]piperidin-4-yl}-N-cyclopropylmethyl-1H-pyrazole-4-sulfonamide (33) Yellow oil, 70 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 100%, tR = 5.37, C27H34N4O3S, MW 494.65, Monoisotopic Mass 494.24, [M+H]+ 495.4 1H NMR (300 MHz, CDCl3) delta 0.25-0.31 (m, 2H), 0.47-0.55 (m, 2H), 1.52-1.58 (m, 2H), 2.32-2.59 (m, 4H), 3.00 (d, J = 6.73 Hz, 2H), 3.22-3.37 (m, 4H), 3.66-3.76 (m, 2H), 3.92 (s, 3H), 4.37-4.41 (m, 2H), 6.93 (d, J = 8.17 Hz, 1H), 7.02 -7.09 (m, 1H), 7.22-7.38 (m, 7H), 7.65 (s, 1H), 7.78 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 5.16, 12.14, 27.56, 39.52, 48.23, 52.22, 52.73, 52.76, 52.79, 55.72, 63.25, 112.65, 122.28, 123.23, 127.20, 128.00, 128.99, 129.55, 130.81, 131.41, 131.59, 137.84, 138.35, 154.12. Anal. calcd for C27H34N4O3S¡¤2HCl: C, 57.14; H, 6.39; N, 9.87; S, 5.65; Found: C, 56.94; H, 6.69′ N, 10.12; S, 5.36. Mp for C27H34N4O3S¡¤2HCl: 198.3-198.8 C.

The chemical industry reduces the impact on the environment during synthesis 288148-34-5. I believe this compound will play a more active role in future production and life.