Tag: M.W:200-300

Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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. 83-10-3

To a suspension of 2-chloro-4-((7-methoxyquinolin-4-yl)oxy)aniline (190 mg, 0.63 mmol) and l,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (161 mg, 0.69 mmol) in DCM (6 mL) was added EDCI (145 mg, 0.75 mmol) and HOAT (24mg, 0.17mmol). The reaction was heated to 46 C for 17 hours. Additional 1,5- dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (30 mg, 0.13 mmol) and EDCI (24 mg, 0.13 mmol) was added. The reaction was stirred further at 46 C for 5 hours, then cooled to rt, quenched with water (10 mL) and extracted with DCM (10 mL). The organic phase was washed with brine (20 mL x 3), dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 60/1) to give the title compound as a light pink solid (150 mg, 46%). MS (ESI, pos. ion) m/z: 515.2 [M+H]+; FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, DMSO-i): delta 2.72 (s, 3H), 3.35 (s, 3H), 3.94 (s, 3H), 5.76 (s, 1H), 6.56 (d, J = 5.2 Hz, 1H), 7.29 (m, 2H), 7.41 (d, J = 2.5 Hz, 1H), 7.46 (m, 2H), 7.54 (m, 2H), 7.60 (t, J = 7.5 Hz, 2H), 8.19 (d, J = 9.2 Hz, 1H), 8.63 (t, J = 7.0 Hz, 1H), 11.19 (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 83-10-3, its application will become more common.

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. 39806-90-1 name is 4-Iodo-1-methyl-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. 39806-90-1

A mixture of 5-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)amino)-1-((2-(trimethylsilyl)- ethoxy)methyl)-1H-1,2,4-triazole-3-thiol (Intermediate B9) (300 mg, 521.57 mumol, 1 eq), 4-iodo-1-methyl-1H-pyrazole (108 mg, 521.57 mumol, 1 eq), CuI (198 mg, 1.04 mmol, 2 eq) and N,N’-dimethylethane-1,2-diamine (919 mg, 10.43 mmol, 20 eq) in dioxane (4 mL) was stirred at 70C under N2 atmosphere for 2 hours. The reaction mixture was poured into water (10 mL) and extracted with ethyl acetate (3 ¡Á 10 mL). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by prep-TLC (SiO2, petroleum ether: ethyl acetate, 1:1) to give the title compound (200 mg, 79.44% yield) as a yellow solid.1H NMR (400 MHz, CDCl3) d 7.62 (s, 1H), 7.58 (s, 1H), 6.95 (s, 1H), 6.18 (s, 1H), 5.28 (s, 2H), 3.90 (s, 3H), 3.59 (t, 2H), 2.88 (t, 4H), 2.67 (t, 4H), 2.06-2.03 (m, 4H), 0.96- 0.92 (t, 2H), 0.02 (s, 9H).LCMS: m/z 483.1 (M+H)+(ES+).

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

83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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) 4-((6-(l .5-dimethyl-3-oxo-2-phenyl-2.3-dihydro-lH-pyrazole-4-carboxamido) pyridin-3 -yl)oxy)picolinamide [0188] To a suspension of 4-((6-aminopyridin-3-yl)oxy)picolinamide (230 mg, 1 mmol) and l,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (237 mg, 1.02 mmol) in DCM (5 mL) was added EDCI (230 mg, 1.2 mmol) and EtaOmicronAlphaTau (27 mg, 0.2 mmol). The reaction was stirred at 45 C for 28 hours, then cooled to rt and diluted with water (10 mL) and DCM (20 mL). The organic phase was concentrated in vacuo and the residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v) = 40/1) to give the title compound as a light grey solid (111 mg, 25 %). MS (ESI, pos. ion) m/z: 445.1 [M+H]+; NMR (400 MHz, DMSO-i): delta (ppm) 2.72 (s, 3H), 3.33 (s, 3H), 7.20-7.22 (dd, J= 2.64 Hz, 5.64 Hz, 1H), 7.43-7.46 (m, 3H), 7.52-7.54 (m, 1H), 7.58-7.62 (m, 2H), 7.72 (s, 1H), 7.75-7.78 (dd, J= 2.88 Hz, 8.96 Hz, 1H), 8.13 (s, 1H), 8.27-8.28 (d, J= 2.68 Hz, 1H), 8.34-8.36 (d, J= 9.08 Hz, 1H), 8.52-8.54 (d, J= 5.6 Hz, 1H), 11.26 (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 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, its application will become more common.

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. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., 330792-70-6

[0565] To a solution of 5-amino-3-(4-phenoxyphenyl)-IH-pyrazole-4-carbonitrile (276 mg, 1.0mmol) in EtOH (10 mL) was added ethyl2-formyl-3-oxopropanoate (144 mg, 1.0 mmol) andHOAc (5 drops). After stirring at RT for 16 hr, the mixture was filtered. The cake was washedwith H20 (10 mL x 2) and dried to afford 250 mg (65percent) of ethyl3-cyano-2-(4-phenoxyphenyl)pyrazolo[l,5-a]pyrimidine-6-carboxylate as a yellow solid. MS (ESI) m/e[M+ It 384.9.

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.

1145-01-3, 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. 1145-01-3 name is 3,5-Diphenyl-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.

To a solution of 3,5-diphenyl-1H-pyrazole (0.36 g, 1.65 mmol) in N,N-dimethylformamide (8.6 mL) was added sodium hydride (60% in oil, 66 mg, 1.65 mmol) under stirring at room temperature, and the mixture was stirred at the same temperature for 30 min. To the reaction mixture was added sodium iodide (22 mg, 0.15 mmol) and a solution of methyl 4-(bromomethyl)-3-isopropoxybenzoate (0.43 g, 1.50 mmol) in N,N-dimethylformamide (4.3 mL), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-hexane/ethyl acetate=4/1) to give the title compound (0.59 g, yield 92%) as a colorless oil. MS (ESI+): 427 (M+H).

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

83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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 1) N-(5-hydroxypyridin-2-yl)-L5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH- pyrazole-4-carboxamide [0191] To a suspension of 6-aminopyridin-3-ol (330 mg, 3 mmol) and 1,5- dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (710 mg, 306 mmol) in DMF (10 mL) was added EDCI (690 mg, 3.6 mmol) and HOAT (80 mg, 0.6 mmol). The reaction was stirred at 60 C for 4 hours, then cooled to rt and diluted with water (100 mL) and EtOAc (2 mL). The mixture was cooled to 0 C and stirred overnight. The resulted solid was collected through filtration to give title compound as a light brown solid (680 mg, 70 %). MS (ESI, pos. ion) m/z: 325.1 [M+H]+; NMR (400 MHz, DMSO-i): delta (ppm) 2.50 (s, 3H), 3.33 (s, 3H), 7.18-7.20 (dd, J= 2.3 Hz, 8.8 Hz, 1H), 7.40-7.42 (d, J= 7.5 Hz, 2H), 7.48-7.52 (m, 1H), 7.56-7.60 (m, 2H), 7.81-7.82 (d, J= 2.2 Hz, 1H), 7.95 (s, 1H), 8.04-8.06 (d, J= 8.8 Hz, 1H), 9.61 (s, 1H), 10.85 (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 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, its application will become more common.

1226781-82-3,Some common heterocyclic compound, 1226781-82-3, name is tert-Butyl 2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, molecular formula is C11H17N3O4S, 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.

3a (2.1 g, 7.3 mmol) was dissolved in dichloromethane (25 ml), and trifluoroacetic acid (5 ml) was added thereto at 0C, followed by reaction at 0C for 2 hours. The reaction solution was dried by rotary evaporation, and the reaction was quenched by addition of aqueous ammonia (2 ml), followed by purification by silica gel column chromatography (dichloromethane/methanol (v/v) = 50:1) to obtain a white solid 3b (1.1 g, yield 80.5%). 1H NMR (400 MHz, MeOD): delta 7.85 (s, 1H), 4.01-3.94 (m, 4H), 3.36 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, its application will become more common.

Adding some certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, 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 39806-90-1. 39806-90-1

To a solution of intermediate 35.8 (30 mg, 0.097 mmol) in anhydrous l,4-Dioxane (3 mL) was added 4-iodo-l-methyl-lH-pyrazole (40.3 mg, 0.194 mmol), K3PO4 (61.7 mg, 0.291 mmol), (trans)-N, N2-dimethylcy cl ohexane-l, 2-diamine (10 mg, 0.070 mmol) and Cul (5 mg, 0.026 mmol), and the resulting mixture was stirred at 90C under N2 protection for 16 hours. Afterward, the reaction was filtered and concentrated. The crude residue was purified by pre-HPLC (TFA) to give example 35.9, 5-chloro-4-fluoro-l-(l-methyl-lH-pyrazol-4-yl)-6-(l-(oxetan-3-yl)piperidin- 4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C19H22CIFN5O [M+H]+ 390, found 390. NMR (500 MHz, CDCI3): d 8.17 (s, 1H), 8.03 (s, 1H), 7.86 (s, 1H), 7.40 (s, 1H), 5.13 (t, .7=7.17 Hz, 2H), 4.81 (m, 2H), 4.18 (m, 1H), 4.03 (s, 3H), 3.59 (m, 2H), 3.43 (m, 1H), 2.78 (m, 2H), 2.46- 2.54 (m, 2H), 2.13 (m, 2H). LRRK2 ICso 6.9 nM.

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 4-Iodo-1-methyl-1H-pyrazole.

330792-70-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

[0319] A mixture of (E)-2-( 4-( dimethylamino )-2-oxobut-3-enyl)isoindoline-1 ,3-dione ( 600 mg,2.33 mmol) and 5-amino-3-(4-phenoxy phenyl)-IH-pyrazole-4-carbonitrile (642 mg, 2.33mmol) in 20 mL of HOAc was stirred and heated to 120 ¡ãC for 15 hr. The mixture wasconcentrated and suspended in 30 mL of solvent (PE/EA = 411). The mixture was filtered andthe solid was purified by pre-TLC (DCM/EA = 5011) to give 430 mg (40percent) of 7-((1,3-dioxoisoindolin-2-yl )methyl)-2-( 4-phenoxyphenyl )pyrazolo [ 1 ,5-a ]pyrimidine-3-carbonitrile as a solid. 1H NMR (400 MHz, DMSO-d6) 8 8.74 (d, J = 4.4 Hz, IH), 8.05 (d, J = 8.8 Hz, 2H),7.96-7.90 (m, IH), 7.88-7.85 (m, 2H), 7.50 (d, J = 4.4 Hz, IH), 7.46-7.37 (m, 2H), 7.21-7.09 (m,5H), 5.32 (s, 2H). MS (ESI) m/e [M+It 472.1.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

The chemical industry reduces the impact on the environment during synthesis 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, I believe this compound will play a more active role in future production and life. 39806-90-1

Part B:; The compound 52 (33 mg, 0.08 mmol), 3-iodo-1-methylpyrazole (21 mg, 0.1 mmol), K2CO3 (27 mg, 0.2 mmol), CuI (2 mg, 0.01 mmol) and trans-N, N’-bismethyl-i ,2-cyclohexane diamine (4 muL) were mixed in toluene (3 mL) under Argon. The mixture was sealed under Argon and heated up to 1000C and stirred overnight. After cooling to room temperature, the reaction was worked up and the crude was purified by Prep-LC gave the product 53 (29 mg). HPLC-MS tR = 1.88 min (UV254 nm); mass calculated for formula C25H3IN7O2S 493.2, observed LCMS m/z 494.2 (M+H).

The chemical industry reduces the impact on the environment during synthesis 39806-90-1. I believe this compound will play a more active role in future production and life.