Category: 1353100-91-0

Related Products of 1353100-91-0, 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. 1353100-91-0 name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, 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.

Concentrated sulfuric acid (0.45 mL, 4.8 mmol) was added to a mixture of ethyl 3-bromo-1H-pyrazole-4-carboxylate (1.0 g, 4.6 mmol) and tert-amyl alcohol (3.0 mL, 27 mmol). The reaction was heated to 100 C. for 2.5 hours. The reaction was then cooled to room temperature and left stirring overnight. The reaction was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, filtered, and concentrated to yield ethyl 3-bromo-1-tert-pentyl-1H-pyrazole-4-carboxylate (1.3 g) as a crude brown oil.

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

Reference:
Patent; Pfizer Inc; US2012/108619; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H7BrN2O2

Under anhydrous N, N- dimethylformamide (5 mL) with ethyl 3-bromo -1Hpyrazole-4-carboxylate(1.87 mmol) cooling bath (ice-bath) stirred in a solution ofsodium hydride It was added (60% dispersion in paraffin, 2.81 mmol). 15After minutes,1- (chloromethyl) -4-methoxybenzene was added (2.24 mmol), followed by allowingthe mixture to room temperature. After overnight, concentrated and then stop thereaction with water. The residue (residue) generated as a result is diluted withdichloromethane, the organic solution was washed with water and brine andconcentrated after drying over anhydrous MgSO4. Crude residue (crude residue) andpurified by silica gel flash column chromatography gave the B1.

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qurient Co., Ltd.; Institut Pasteur Korea Foundation; Kim, Jae Sung; Kang, Sun Hee; Lee, Say Yeon; Saw, Min Jung; Saw, Moo Young; Saw, Jung Jae; Lee, Su Mi; Kim, Jun Won; Choe, In Hee; Ko, Yun Aey; Jo, Su Yeon; Kwon, Jung Jin; Hwang, Jong Yeon; Lee, Jae Hun; Kang, Ju Hee; Lee, Jin Hwa; Han, Sung Jun; Kim, Jung Hwan; Lee, Sang Chul; Choe, Ga Hee; Lee, Yun Mi; Nam, Gi Yeon; (49 pag.)KR101480674; (2015); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1353100-91-0,Some common heterocyclic compound, 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, molecular formula is C6H7BrN2O2, 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.

To a solution of NaH (275 mg, 6.86 mmol, 60% purity) in THF (5 mL) was added dropwise a solution of ethyl 3-bromo-lH-pyrazole-4-carboxylate (1.0 g, 4.57 mmol) in THF (10 mL) at 0 C. After addition, the mixture was stirred at this temperature for lh, and then Mel (2.93 g, 20.64 mmol, 1.29 mL) was added dropwise at 0 C. The resulting mixture was stirred at 25 C for 19h. The reaction mixture was quenched by addition sat. H4CI (5 mL), and then diluted with H20 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic layers were washed with brine (15 mL x 2), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate = 8/1 to 5: 1) to give the Compound 142A (120 mg, yield: 11.27%) was obtained as a yellow oil and Compound 142B (370.00 mg, yield: 34.74%) was obtained as a white solid. (1387) [0574] 1H NMR (400MHz, CDC13) (142A) delta 7.93 (s, 1H), 4.42 – 4.21 (m, 2H), 3.97 – 3.82 (m, 3H), 1.36 (t, J = 7.2 Hz, 3H) (1388) [0575] 1H NMR (400MHz, CDC13) (142B) delta 7.83 (s, 1H), 4.30 (q, J = 7.0 Hz, 2H), 3.94 – 3.86 (m, 3H), 1.41 – 1.28 (m, 3H).

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

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; MA, Jingyuan; EMAYAN, Kumaraswamy; ADLER, Marc; (327 pag.)WO2018/9417; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1353100-91-0,Some common heterocyclic compound, 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, molecular formula is C6H7BrN2O2, 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.

[0506] to a solution of compound 32b (5.6 g, 25.57 mmol) in DMF(200 ml) was added mel (14.52 g, 102.28 mmol, 6.37 ml) andCs2CO3 (33.32 g, 102.28 mmol). The mixture was stirred at 25 C for 12 hrs. The mixture was diluted with H2O (1000 ml) and extracted with ethyl acetate (500 ml), then the organic layer was washed with brine (500 ml x 3), dried over Na2SO4 and concentrated. The residue (4 g) was purified by preparatory-hplc (basic condition). The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=10/l to 5: 1). Compound 32c (1g, yield: 16.8%) was obtained as a white solid. Compound 32d (2 g, yield: 33.6%) was obtained as a white solid.

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.

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. 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1353100-91-0

Example 102 Synthesis of ethyl 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carboxylate. To a solution of ethyl 3-bromo-1H-pyrazole-4-carboxylate (547 mg, 2.5 mmol) and NaH (150 mg, 3.75 mmol, 60% oil) in THF (5 mL) and under N2 was added SEMCl (458 mg, 2.75 mmol) at 0 C. The reaction mixture was stirred at RT for 2 h. The reaction was quenched with H2O (30 mL) and extracted with EtOAc (30 mL*2). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to afford ethyl 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carboxylate as a yellow oil (873 mg, yield: 99%) and a mixture of N1 and N2 regioisomers. ESI-MS [M+H]+: 350.1.

According to the analysis of related databases, 1353100-91-0, the application of this compound in the production field has become more and more popular.

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. 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., Product Details of 1353100-91-0

To a solution of NaH (275 mg, 6.86 mmol, 60% purity) in THF (5 mL) was added dropwise a solution of ethyl 3-bromo-lH-pyrazole-4-carboxylate (1.0 g, 4.57 mmol) in THF (10 mL) at 0 C. After addition, the mixture was stirred at this temperature for lh, and then Mel (2.93 g, 20.64 mmol, 1.29 mL) was added dropwise at 0 C. The resulting mixture was stirred at 25 C for 19h. The reaction mixture was quenched by addition sat. H4CI (5 mL), and then diluted with H20 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic layers were washed with brine (15 mL x 2), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate = 8/1 to 5: 1) to give the Compound 142A (120 mg, yield: 11.27%) was obtained as a yellow oil and Compound 142B (370.00 mg, yield: 34.74%) was obtained as a white solid. (1387) [0574] 1H NMR (400MHz, CDC13) (142A) delta 7.93 (s, 1H), 4.42 – 4.21 (m, 2H), 3.97 – 3.82 (m, 3H), 1.36 (t, J = 7.2 Hz, 3H) (1388) [0575] 1H NMR (400MHz, CDC13) (142B) delta 7.83 (s, 1H), 4.30 (q, J = 7.0 Hz, 2H), 3.94 – 3.86 (m, 3H), 1.41 – 1.28 (m, 3H).

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.

Related Products of 1353100-91-0,Some common heterocyclic compound, 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, molecular formula is C6H7BrN2O2, 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.

[0500] to a solution of NAH (1.64 g, 41.09 mmol, 60% purity) in THF (80 ml) at 0 C was added a solution of compound 30b (6 g, 27.39 mmol) in THF (20 ml). After addition, the mixture was warmed up to 25 C and stirred for 2 hrs. Then the solution was cooled to 0 C and a solution of sem-c1 (5.34 ml, 30.13 mmol) in THF (100 ml) was added at 0 C. The mixture was then warmed up to 25 C and stirred for 12 hrs. The reaction was quenched with H2O (100 ml) dropwise. The mixture was extracted with EtOAc (100 ml x 2). The organics were collected and concentrated. The residue was purified by column (petroleum ether: ethyl acetate = 10: 1) to afford compound 30c (3 g, yield: 31.14%) as yellow oil.

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.