Day: April 6, 2021

Related Products of 5334-40-7,Some common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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.

A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with 4-nitro-1H-pyrazole-3- carboxylic acid (1.117 Kg, 7.11 mol, 1 wt) and methanol (8.950 L, 8 vol). The reaction mixture was stirred under nitrogen, cooled to 0 to 5 C, thionyl chloride (0.581 L, 8.0 mol, 0.52 vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22 C overnight, after which time 1H NMR analysis (dbeta- DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 45 C, the residue treated with toluene and re-concentrated (3x 2.250 L, 3x 2vol) under reduced pressure at 40 to 45 C to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210 Kg, 99.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Nitro-1H-pyrazole-3-carboxylic acid, its application will become more common.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 149739-65-1 as follows. Application In Synthesis of 3-(3-Bromophenyl)-1H-pyrazole

Into 300 ml round-bottomed flask, 7.00 g (31.4 mmol) compound 3, 3.30 g (34.5 mmol) sodium tert-butoxide , and 100 ml DMF were placed. Thereto, 2.15 ml (34.5 mmol) of iodomethane was added dropwise and the mixture was stirred for 24 hours at room temperature. Elimination of the raw materials and generation of a new compound were confirmed by thin layer chromatography (TLC). The reaction solution was concentrated and separated three times with toluene/water to recover the organic phase. The organic phase was dried over magnesium sulfate, concentrated, and purified by silica gel column chromatography (developing solvent:toluene: heptane: ethyl acetate = 10:10:1). The target substance was concentrated to obtain 5.21 g (22.0 mmol) of compound 4 (yield: 70.0%). Nine protons were assigned by 1H- NMR (CDCl3:7.95 (s, 1H) , 7.71 ppm (d, 1H) , 7.42-7.39 ppm (m, 2H), 7.26 ppm (t, 1H) , 6.53 ppm (d, 1H) , 3.96 ppm (s, 3H) ) . When analyzed with a gas chromatograph-mass spectrometer (GS-MS), a peak was observed at m/z = 236. The product was confirmed to be the target substance.

According to the analysis of related databases, 149739-65-1, the application of this compound in the production field has become more and more popular.

Application of 30169-25-6, 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. 30169-25-6 name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, 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 mixture of 1 (20.5g, 76mmol) in acetonitrile (228ml) was added 80% hydrazine hydrate (4.7g, 76mmol) dropwise at 0C. A red precipitate formed immediately. The mixture was allowed to stir for 30min at ambient temperature, filtered, washed with toluene and dried to give 10.2g of pure material. The mother liquid was concentrated under reduced pressure and the residue treated with toluene, filtered and dried to give an additional 3.3g of pure material for a combined yield of 87.3% of a red solid. mp 135-137C; IR numax (KBr)/cm-1: 3336, 3225, 2929, 1652, 1568, 1481, 1165, 1074; 1H NMR (400MHz, DMSO-d6) delta: 9.75(s, 1H,NH), 6.17(s, 1H, CH), 4.60(s, 2H, NH2), 2.37(s, 3H, CH3), 2.21(s, 3H, CH3); 13CNMR(100MHz, DMSO-d6) delta: 162.9, 157.0, 149.9, 141.2, 108.3, 13.2, 12.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, and friends who are interested can also refer to it.

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. 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Formula: C5H6N2O2

Example 1652-(4′-(3-((3S,5R)-3,5-Dimethylpiperazin-l-yl)propyl)biphenyl-3-yloxy)-5-fluoro-N-((ls,4s)-4-(l-methyl-lH-pyrazole-3-carboxamido)cyclohexyl)nicotinamide To a suspension of N-((ls,4s)-4-aminocyclohexyl)-2-(4′-(3-((3S,5R)-3,5-dimethylpiperazin-l- yl)propyl)biphenyl-3-yloxy)-5-fluoronicotinamide (150 mg, 0.24 mmol) in acetonitrile (4 mL) was added 1 -methyl- lH-pyrazole-3-carboxylic acid (37 mg, 0.30 mmol) and triethylamine (0.330 mL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.189 mL, 0.30 mmol) was then added and the mixture stirred at RT for 2 hours. The mixture was evaporated to dryness and the residue dissolved in DCM (100 ml) and washed with saturated NaHCC^aq), brine, dried (MgSC^) and evaporated to give a foam. This was purified by HPLC to give the title compound as a white solid. Yield: 84 mg 1H NMR (400 MHz, CD3OD) delta 8.46 (d, J= 7.5 Hz, IH), 8.12 (d, J= 3.1 Hz, IH), 8.08 – 8.04 (m, IH), 7.58 – 7.56 (m, IH), 7.54 – 7.50 (m, 2H), 7.48 – 7.45 (m, 2H), 7.41 – 7.38 (m, IH), 7.26 – 7.23 (m, 2H), 7.17 – 7.12 (m,lH), 6.65 (d, J= 2.3 Hz, IH), 4.16 – 4.08 (m, IH), 4.00 – 3.90 (m, IH), 3.84 (s, 3H), 3.58 – 3.46 (m, 4H), 2.95 – 2.87 (m, 2H), 2.71 (t, J= 7.6 Hz, 2H), 2.57 (t, J= 12.8 Hz, 2H), 2.05 – 1.94 (m, 2H), 1.91 – 1.77 (m, 6H), 1.74 – 1.62 (m, 2H), 1.33 (d, J= 6.7 Hz, 6H). MS: [M+H]+=668 (calc=668) (MultiMode+)

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 3524-32-1, These common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, 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: A solution of equimolar amounts (9 mmol) of 1,3-dimethyl-1H-pyrazol-5-amine 3 [18] and substituted phenylacetylchlorides 7a-c in dry CHCl3 (30 mL) was refluxed for 5 h. After the first hour, triethylamine (1.25 mL, 9 mmol) was added in four portions (0.6, 0.3, 0.2, 0.15 mL respectively with intervals of 1 h between additions). The reaction mixture was evaporated under reduced pressure, the residue washed with cold water and crystallized from a suitable solvent.

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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. Recommanded Product: 36650-74-5

Sodium hydride 60% in mineral oil (38.5 mg) was added at 0 0C to a solution of 1 H- pyrazole-3-carbonitrile (90 mg) in dry DMF (3ml_). The mixture was stirred at this temperature for 15min, then for additional 5min at room temperature. A solution of 1 , 1 -dimethylethyl (1 R.6S/1 S,6R)-6-(3,4-dichlorophenyl)-1 – {[(methylsulfonyl)oxy]methyl}-3-azabicyclo[4.1.0]heptane-3-carboxylate (Intermediate 26, 217 mg) in dry DMF (2ml_) was then added and the mixture was stirred at 50 0C for 3h 30min. After cooling to room temperature, a saturated NH4CI solution was added and the mixture was extracted with diethyl ether (2x). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo to give 271 mg of crude compound, which was purified by silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give;Intermediate 37 (33 mg); Rf = 0.31 (cyclohexane/ethyl acetate 8/2); MS(m/z): 391 [MH-56]+; and Intermediate 38 (113 mg); Rf = 0.19 (cyclohexane/ethyl acetate 8/2); 1 H NMR (400 MHz, DMSOd6) delta ppm 0.89 (d, 1 H), 1.34 (s, 9 H), 1.47 – 1.56 (m, 1 H), 1.83 – 1.96 (m, 1 H), 2.04 – 2.17 (m, 1 H), 3.17 – 3.29 (m, 2 H), 3.33 – 3.39 (m, 1 H), 3.42 – 3.59 (m, 2 H), 4.36 (d, 1 H), 6.96 (d, 1 H), 7.38 (dd, 1 H), 7.61 (d, 1 H), 7.66 (d, 1 H), 7.94 (d, 1 H); MS(m/z): 391 [MH-56]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36650-74-5, its application will become more common.

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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5H6N2O

To a solution of 3 -methyl- lH-pyrazole-4-carbaldehyde (1 g, 9.08 mmol) in acetonitrile (10 mL) is added potassium carbonate (1.76 g, 12.71 mmol) and 2,3- difluornitrobenzene (1.73 g, 10.90 mmol) and the mixture is stirred at room temperature overnight. Water is added and the organic phase is extracted with ethyl acetate. Organic layer is dried over sodium sulfate and the solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate/hexane (20-80%) to give a 62% yield of a mixture of regioisomers containing the title compound as major product that is used with no further purification. NMR is consistent with desired structure, although mixture of regiosomers is detected: NMR (MeOD): 9.98 (s, 1H), 8.65 (d, 1H, J= 1.6 Hz), 7.99-7.26 (m, 3H), 2.49 (s, 3H). A mixture of l-(2-fluoro-6-nitro-phenyl)-3 -methyl- lH-pyrazole-4-carbaldehyde (620 mg; 2.49 mmol) (as major compound in a mixture of regioisomers in the pyrazole) and Iron (1.40 g) in ethanol (5.1 mL) and water (5.1 mL) with few drops of acetic acid is heated at 90C for 2h. After that time, it is filtered over celite, and eluted with more ethanol. Mixture is concentrated under vacuum, basified with sodium bicarbonate (saturated aqueous solution) and extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure to give 500 mg of the title compound, as major product in a mixture of regioisomers in the pyrazole, that is used without further purification. MS (m/z): 220 (M+l). To a solution of l-(2-amino-6-fluoro-phenyl)-3-methyl-lH-pyrazole-4- carbaldehyde (500 mg, 2.28 mmol) (as major compound in a mixture of regioisomers in the pyrazole) in dichloromethane (15.21 mL), pyridine (553.31 muKappa) is added. Then, methyl chloroformate (194.17 mu) is added dropwise at 0C and the mixture is stirred at room temperature for 30 min. Water is added and the mixture is extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate and hexane to give 418 mg of the title compound. MS (m/z): 278 (M+l). To a solution of methyl N-[3-fluoro-2-(4-formyl-3-methyl-pyrazol-l- yl)phenyl]carbamate (335 mg, 1.2 mmol) (as major compound in a mixture of regioisomers in the pyrazole) in tetrahydrofuran (6 mL) under nitrogen atmosphere and cooled to 0C, sodium hydride (60% in mineral oil) (58.3 mg) is added. Then, methyl iodide (0.4 mL) is added and the reaction mixture is stirred at 0C for 1 hour. After that time, water is added and the mixture is extracted with ethyl acetate. Organic layer is decanted, dried over sodium sulfate and solvent evaporated. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate and hexane to give 287 mg of the title compound, as major product in a mixture of regioisomers in the pyrazole, that is used without further purification. MS (m/z): 292 (M+l).

The synthetic route of 112758-40-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 51105-90-9, name is Methyl 1H-pyrazole-4-carboxylate, 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 51105-90-9, Application In Synthesis of Methyl 1H-pyrazole-4-carboxylate

To a stirred solution of methyl-1H-pyrazole-4-carboxylate (1.00 g, 6.134 mmol) in acetonitrile (20 mL) was added potassium carbonate (2.543 g, 18.40 mmol), and the mixture was stirred for 5 min at RT. To this mixture was added 2,4-dichloro-5-methylpyrimidine (0.773 g, 6.134 mmol), and the mixture was stirred at 80 C. overnight. The mixture was cooled and water (15 mL) was added, and the mixture was extracted with ethyl acetate (3*50 mL). The combined organic layer was dried over sodium sulfate, then evaporated under reduced pressure and the residue was purified by gradient column chromatography using ethyl acetate in n-hexane as eluent to give methyl 1-(2-chloro-5-methylpyrimidin-4-yl)-1H-pyrazole-4-carboxylate as a colorless solid (0.65 g, 42%). 1HNMR (400 MHz, CDCl3): delta 9.08 (s, 1H), 8.54 (s, 1H), 8.15 (s, 1H), 3.89 (s, 3H), 2.67 (s, 3H).

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.

Reference of 1211519-08-2, 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. 1211519-08-2, name is 3-Chloro-6-(1H-pyrazol-4-yl)pyridazine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3 -Chloro-6-(l -methyl- lH-p razol-4-yl)pyridazine To a 100 mL flask is added 3-chloro-6-(lH-pyrazol-4-yl) pyridazine (1.7 g, 9.4 mmol) , potassium ierf-butoxide (1.23 g, 10.4 mmol), 18-crown-6 (250 mg, 0.94 mmol), and ether (40 mL). The reaction mixture is stirred at room temperature for 20 min and then cooled to 0 C, followed by addition of iodomethane dropwise (1.56 g, 10.9 mmol). The mixture is allowed to warm up to room temperature and stirred overnight. Then ice-water (30 mL) is added and the mixture is extracted with dichloromethane (3 X 50 mL). The combined organic phases are dried over anhydrous sodium sulfate, filtered, and concentrated to give the titled compound as a brown solid (1.7 g, 93% yield). ( MS: [M+l] 195)

The synthetic route of 3-Chloro-6-(1H-pyrazol-4-yl)pyridazine has been constantly updated, and we look forward to future research findings.

Reference of 50920-46-2, 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. 50920-46-2, name is 1-Ethyl-5-methyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To an anhydrous DCM (5 mL) solution of 6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-amine (25 mg, 0.155 mmol) was added 1-ethyl-5-methyl-1H-pyrazole-3-carboxylic acid (26 mg, 0.171 mmol) followed by N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (65.4 mg, 0.341 mmol). The reaction mixture was stirred for 3 h at room temperature. After completion of reaction, it was diluted with water and extracted with DCM. The organic layer was dried over anhydrous Na2SO4 and solvent was removed under vacuo. The crude product was purified by column chromatography. Yield: 30 mg (65percent). 1H NMR (CDCl3) delta 8.59 (s, 1H), 7.47-7.34 (m, 2H), 7.06 (d, J=7.7 Hz, 1H), 6.61 (d, J=0.7 Hz, 1H), 4.11 (q, J=7.3 Hz, 2H), 2.77 (dd, J=11.0, 9.0 Hz, 4H), 2.31 (d, J=0.6 Hz, 3H), 1.82 (d, J=5.5 Hz, 2H), 1.64 (q, J=5.3 Hz, 4H), 1.45 (t, J=7.3 Hz, 3H). HR-ESIMS: m/z 298.1841 [M+H]+ calcd for C18H24N3O, found 298.1917. HPLC Purity: 100percent (Retention Time=0.90 min).

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-Ethyl-5-methyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.