Category: 179692-08-1

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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Product Details of 179692-08-1

To a solution of ethyl 4-iodo-1H-pyrazol-3-formate (4.2 g, 15.8 mmol, 1.0 eq.) and potassium carbonate (4.37 g, 31.6 mmol, 2.0 eq.) in acetonitrile (45 mL) was added p-methoxybenzyl chloride (3.09 g, 19.7 mmol, 1.25 eq.) under stirring at room temperature. The reaction liquid was protected with nitrogen gas and stirred overnight at 60C. The reaction liquid was cooled to room temperature and insoluble substances were filtered. The filter cake was washed with ethyl acetate. The filtrate was concentrated in vacuo and separated by column chromatography on silica gel column to give ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-5-formate (C1, 1.94 g, 32% yield) and ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-3-formate (C2, 2.90 g, 47% yield). C1: 1H NMR (400MHz, CDCl3) delta 7.61 (s, 1H), 7.21 (d, J = 8.4 Hz, 2H), 6.82 (d, J = 8.4 Hz, 2H), 5.70 (s, 2H), 4.37 (q, J = 7.2 Hz, 2H), 3.77 (s, 3H), 1.40 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+. C2: 1H NMR (400MHz, CDCl3) delta 7.36 (s, 1H), 7.22 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.4 Hz, 2H), 5.31 (s, 2H), 4.44 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 1.43 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+.

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.

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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H7IN2O2

60% sodium hydride (99 mg) was added to a solution of the compound 0215-2 (0.50 g) and iodomethane (0.23 mL) in tetrahydrofuran (2.0 mL) at 0C, and the mixture was stirred at room temperature for 0.5 hours. To the reaction solution, a saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and then dried over sodium sulfate. The solvent was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain a compound 0215-2 (0.37 g) as a colorless oily substance. – Synthesis of Compound 0219 – (Synthesis of Compound 0219-1) The same method as in Example 215 except for using (2-(trimethylsilyl)ethoxy)methyl chloride instead of iodomethane used for the synthesis of the compound 0215-2 in Example 215 was used to obtain a compound 0219-1 (0.273 g) as a position isomer mixture (colorless oily substance).

The synthetic route of 179692-08-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 179692-08-1,Some common heterocyclic compound, 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, molecular formula is C6H7IN2O2, 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: To a small vial was added the nitrogen-containing nucleophile (1 eq.), arylboronic acid (1.5 eq.), copper(II) acetate monohydrate (0.3 eq.) in N,N-dimethylformamide (2 mL/mmol) and pyridine (3.0 eq.). The reaction was stirred under an oxygen atmosphere at 90 C for 6 hours. The reaction was then cooled to room temperature and diluted with a saturated aqueous sodium bicarbonate solution, and the aqueous phase was extracted with 3 times with dichloromethane. The organic phases were combined, washed with brine, dried with sodium sulfate and concentrated under vacuum. The crude material was purified by flash chromatography.Similar to the procedure as described in General Procedure C, ethyl 4-iodo-lH- pyrazole-3-carboxylate was reacted with 3-bromophenylboronic acid to give the title compound (1.6g, 83%) as a white solid. LC-MS (ES, m/z): 421 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-iodo-1H-pyrazole-5-carboxylate, 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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 4-iodo-1H-pyrazole-5-carboxylate

A mixture of ethyl 4-iodo-lH-pyrazole-5-carboxylate (164 mmol, 43.6 g), PMBC1 (177 mmol, 24.0 mL) and K2C03 (246 mmol, 34.0 g) in acetonitrile (328 mL) was stirred at 60C overnight. After cooling to rt, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give ethyl 4-iodo-l-(4-methoxybenzyl)-lH-pyrazole-3-carboxylate and ethyl 4-iodo-l-(4- methoxybenzyl)-lH-pyrazole-5-carboxylate (160 mmol, 61.9 g, 98%).UPLC-MS: RT = 1.05 and 1.19 min; MS m/z ES+= 387.

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.

Adding a certain compound to certain chemical reactions, such as: 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-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 179692-08-1, Formula: C6H7IN2O2

To a solution of ethyl 4-iodo-1H-pyrazol-3-formate (4.2 g, 15.8 mmol, 1.0 eq.) and potassium carbonate (4.37 g, 31.6 mmol, 2.0 eq.) in acetonitrile (45 mL) was added p-methoxybenzyl chloride (3.09 g, 19.7 mmol, 1.25 eq.) under stirring at room temperature. The reaction liquid was protected with nitrogen gas and stirred overnight at 60C. The reaction liquid was cooled to room temperature and insoluble substances were filtered. The filter cake was washed with ethyl acetate. The filtrate was concentrated in vacuo and separated by column chromatography on silica gel column to give ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-5-formate (C1, 1.94 g, 32% yield) and ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-3-formate (C2, 2.90 g, 47% yield). C1: 1H NMR (400MHz, CDCl3) delta 7.61 (s, 1H), 7.21 (d, J = 8.4 Hz, 2H), 6.82 (d, J = 8.4 Hz, 2H), 5.70 (s, 2H), 4.37 (q, J = 7.2 Hz, 2H), 3.77 (s, 3H), 1.40 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+. C2: 1H NMR (400MHz, CDCl3) delta 7.36 (s, 1H), 7.22 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.4 Hz, 2H), 5.31 (s, 2H), 4.44 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 1.43 (t, J = 7.2Hz, 3H). m/z=409[M+Na]+.

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, Ethyl 4-iodo-1H-pyrazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.