Tag: M.W:100-200

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., 5334-40-7

In a 250 mL round bottom flask, 7.0 g (36.6 mmol) of crude I-f was added. 4-nitro-1H-pyrazole-3-carboxylic acid 6.3 g (40.1 mmol), EDC¡¤HCl 8.4 g (44.0 mmol), HOBt 6.0g (44.4mmol) and anhydrous DMF 100mL, Stir at room temperature for 24 h. The disappearance of the starting material by TLC (methanol: chloroform = 1:10). The reaction solution was poured into 200 mL of ice water to precipitate a large amount of pale yellow solid, which was allowed to stand, and a yellow solid was obtained. The obtained crude product was recrystallized from a mixed solvent of ethyl acetate and methanol to give (I-g) 8.6 g (yield: 71.0%).

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.

113100-53-1, A common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C6H5F3N2O2, 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: Pyrazole acid chlorides 6a-b were prepared by refluxing 4a-b in thionyl chloride for 8 h. Pyrazole acid chlorides 6a-b (12 mmol) in anhydrous tetrahydrofuran (THF; 30 mL) were slowly added to a solution of amine derivatives or 5-methylisoxazol-3-ol (10 mmol) and K2CO3 (1.38 g, 10 mmol) in anhydrous THF (30 mL) at a controlled temperature of 5 C. The reaction proceeded at room temperature until 6a-b was no longer tested by TLC. The reaction solution was then filtered and the solvent distilled. The residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and recrystallized to generate the target pyrazole carboxamides and isoxazolol pyrazole carboxylates (7aa-bk). The product yields ranged from 40% to 80%. All 20 compounds were novel, and the physical and spectral data for these compounds are listed below.

The synthetic route of 113100-53-1 has been constantly updated, and we look forward to future research findings.

139756-02-8, 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 139756-02-8 as follows.

Preparation 20: 4-(3, 4-Dimethoxyphenylcarboxamido)-1-methyl-3-propyl-lH-5-pyrazolecarboxamide A mixture of 4-amino-l-methyl-3-propyl-lH-5-pyrazolecarboxmide (19.57g, 107.5 mmol) and triethylamine (54.4g, 134.38 mmol) in dichloromethane (300 mL) were taken in a 1 liter 3 neck round bottom flask fitted with a nitrogen balloon, pressure equalizing addition funnel and a septum. To the mixture was added a solution of 3, 4-dimethoxy-1- benzenecarbonylchloride (21. 5g, 107. 5mmol) in dichloromethane (lOOmL) at 0 C through a pressure equalizing addition funnel over a period of 0.5 h under nitrogen atmosphere. The reaction temperature was raised to 25 C after addition and the contents were stirred for another 12 h. Dichloromethane was removed from the reaction mixture under reduced pressure and the solid obtained was washed with cold water (2 x 150 mL), filtered and dried under vacuum to get the title compound 33g, (89 %) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 139756-02-8, and friends who are interested can also refer to it.

5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 6 N-(4-((4-morpholinyl)methyl)phenyl)-4-nitro-1H-3-pyrazolecarboxamide (I-f) Crude I-d (7.5 g, 39.0 mmol), 4-nitro-1H-pyrazole-3-carboxylic acid (6.3 g, 40.1 mmol), EDC¡¤HCl (8.4 g, 44.0 mmol), HOBT (6.0 g, 44.4 mmol) and anhydrous DMF (100 ml) were added into a 250 mL round bottom flask, which was stirred for 24 hours at room temperature. The depletion of the starting materials was confirmed by TLC (methanol: chloroform = 1:20). The reaction mixture was poured into 200 mL ice water and a large amount of yellowish solid precipitation was acquired, which was allowed to stand and suction filtered to give yellow solid. The crude was recrystallized from the mixed solvents of ethyl acetate and methanol to give 11.6 g (I-f); Yield: 89.7%; mp: 208-210 C; MS [M+H]+332.4. 1H-NMR[300MHz, DMSO-d6]: delta2.4 (4H, t, J = 4.1 Hz, -NCH2-*2), 3.4 (2H, s, -CH2-), 3.6 (4H, t, J = 4.1 Hz, -OCH2-*2), 7.3 (2H, d, J = 8.4 Hz, ArH), 7.6 (2H, d, J = 8.4 Hz, ArH), 8.9 (1H, s, ArH), 10.7 (1H, s, -NHCO-), 14.2 (1H, s, Pyrazole).

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 4-Nitrobenzyl bromide (46.3mmol) was dissolved in dichloromethane (100mL). The solution was added to the mixture of relative amine (47.0mmol) and triethylamine (70.3mmol) in dichloromethane (20ml). The reaction mixture was stirred at r. t. for 24 h and was extracted with dichloromethane (100ml¡Á3). After removal of the solvent, the residue was crystallized from ethanol, giving yellow powder. Compounds 1 and 2 were used for further reaction without purification. To a suspension of compounds 1?2 (36.2mmol) in 95percent ethanol (100ml), 85percent NH2NH2¡¤H2O (362mmol), 95percent ethanol (100ml) and iron (III) oxide hydroxide (FeO(OH)/C, 2.0g) were added and heated to reflux. When TLC analysis showed complete conversion of the starting material, the reaction mixture was filtrate through Cellit and the filtrate was concentrated in vacuum. The crude product was purified by silica gel colum chromatography (DCM/MeOH) to yield the title compound (3 and 4) as white solid. The mixture of compound 4 (1eq, 18.5mmol), 4-Nitro-1H-pyrazole-3-acid (1.1equiv, 20.4mmol), EDC (1.2equiv, 22.2mmol), HOBT (1.2equiv, 22.2mmol) in DMF (50ml) was stirred for 24h. The ice water (100ml) was added to the reaction mixture. A large amount of yellow solid precipitation (compound 8) was acquired. Compound 8 was used without further purification. Compounds 8 was reduced by the same process as compound 4, and then the resulting compound 12 was purified by column chromatography on silica gel, eluted with the appropriate solvent.

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.

16034-46-1, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1-methyl-1H-pyrazole-5-carboxylic acid (8.2 g, 64.9 mmol, 1.3 equiv) in DMF (200 mL) were added (3S)-6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydro-1-benzofuran-3-amine hydrochloride (14 g, 50.1 mmol, 1.0 equiv), HOAt (10.9 g, 79.9 mmol, 1.6 equiv), EDCI (15.4 g, 80.1 mmol, 1.6 equiv), and DIEA (32.3 g, 249.5 mmol, 5.0 equiv). The mixture was stirred at r.t. overnight and poured into DCM (200 mL) and water (200 mL). The aqueous layer was extracted with DCM (200 mL) five times. The combined organic layers were washed with saturated NH4Cl solution (200 mL) six times, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and triturated with ACN to give 12.2 g (69%) of (S)-N-(6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydrobenzofuran-3-yl)-1-methyl-1H-pyrazole-5-carboxamide (Compound 222) as a white solid. LRMS (ES) m/z 352 (M+H). 1H-NMR: (300 MHz, DMSO-d6, ppm) 9.12 (d, J = 7.6 Hz, 1H), 7.56 (dd, J = 7.8, 1.4 Hz, 1H), 7.51 (d, J = 7.8 Hz, 1H), 7.46 (d, J = 2.1 Hz, 1H), 7.38 (d, J = 1.3 Hz, 1H), 6.92 (d, J = 2.1 Hz, 1H), 5.82 (td, J = 8.3, 5.1 Hz, 1H), 4.85 (t, J = 9.4 Hz, 1H), 4.46 (dd, J = 9.7, 5.2 Hz, 1H), 4.10 (s, 3H), 2.41 (tt, J = 8.2, 4.8 Hz, 1H), 1.35- 1.25 (m, 2H), 1.25- 1.15 (m, 2H).

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.

26621-44-3, 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 26621-44-3 as follows.

10.0 g (88.4 mmol) of 3-nitropyrazole and 14.4 g (97.2 mmol) of 2,3-dichloropyridine were initially charged in 50 ml of dimethylformamide, 23.9 g (173 mmol) of potassium carbonate were added and the reaction mixture was stirred at 125 C. for 18 hours. After cooling, the mixture was poured into water and the precipitated solid was filtered off. Recrystallization from isopropanol/water gave 18.1 g (90% of theory) of 3-chloro-2-(3-nitro-1H-pyrazol-1-yl)pyridine (log P: 1.83; MH+: 225.1; 1H-NMR (400 MHz, CD3CN, delta, ppm): 7.15 (s, 1H), 7.56 (d, 1H), 8.15 (d, 1H), 8.23 (d, 1H), 8.53 (m, 1H).

According to the analysis of related databases, 3-Nitro-1H-pyrazole, the application of this compound in the production field has become more and more popular.

4522-35-4, name is 3-Iodo-1H-pyrazole, 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. 4522-35-4

A solution of 3-iodo-lH-pyrazole (500 mg, 2.6 mmol) and ethylene carbonate (238 mg, 2.7 mmol) was formed in DMF (5 mL) and heated at 150C for 3 h. The mixture was allowed to cool then evaporated under vacuum to remove the solvent. Purification of the residue by FCC, eluting with a gradient of 0- 100% EtOAc in cyclohexane, gave crude title compound (444 mg, 72%). LCMS (Method 3): Rt 2.17 min, m/z 239 [MH+].

Statistics shows that 4522-35-4 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1H-pyrazole.

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 14521-80-3 as follows. 14521-80-3

Production Example 60A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.19 g of 3-bromopyrazole, 0.55 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50C for 1.5 hours. Then, the reaction mixture was cooled to room temperature. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.31 g of 2-[3-(3- bromopyrazole-l-yl)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 59”).Active compound 591H-NMR (CDC13) 6: 8.92 (s, IH), 8.89 (d, J=5.1 Hz, IH), 8.16 (d, J=5.1 Hz, IH), 8.08-8.07 (m, IH), 7.69 (dd, J=8.8, 1.2 Hz, IH), 7.66 (d, J=2.4 Hz, IH), 7.59 (d, J=8.8 Hz, IH), 6.57 (d, J=2.4 Hz, IH)

According to the analysis of related databases, 14521-80-3, the application of this compound in the production field has become more and more popular.

31037-02-2, These common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-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.

Preparation of ethyl 5- Fbis(tert-butoxycarbonyl)aminol-l -methyl- lH-pyrazole-4-carboxylateEthyl S-amino-l-methyl-lH-pyrazole^-carboxylate (4.7 g, 27.78) in dichloromethane (100 mL) was stirred under nitrogen in a 500 mL flask as di-tert-butyl dicarbonate (7.88 g, 36.11 mmol) was added followed by N,N-dimethylpyridin-4-amine (339 mg, 2.78 mmol). The solution was stirred for 16 h. An additonal 5 g of di-tert-butyl dicarbonate was added and the solution was stirred for an additional 2 h. Very little starting material remained at this point and the solvents were evaporated to give a residue that was purified using silica gel. Products were eluted with a gradient from 0-80 % ethyl acetate in hexane to yield 8.1 g (79%) of the title pure material.1H NMR (300 MHz, CD2C12-4) ? 7.85 (s, IH), 4.25 (q, 2H), 2.68 (s, 3H), 1.40 (s, 18H), 1.30 (t, 3H); ES-MS m/z 370.0 [M+H]+, LCMS RT (min) 3.17.

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 31037-02-2.