Category: 107862-65-7

Reference of 107862-65-7,Some common heterocyclic compound, 107862-65-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, molecular formula is C6H8N2, 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 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (150 mg, 1.39 mmol) and sodium acetate (114 mg, 1.39 mmol) in acetic acid (1.5 mL) at 0 C. was added bromine (197.5 mg, 1.25 mmol). After 10 minutes, the reaction mixture was neutralized with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (3×20 mL). The organic layers were combined, washed with 5% Na2S2O4, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (PE: EtOAc=6:1 to 4:1) to give the title compound (120 mg, yield 46.4%) as white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 107862-65-7, The chemical industry reduces the impact on the environment during synthesis 107862-65-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, I believe this compound will play a more active role in future production and life.

Step 8: Bromine (22.4 mL, 435 mmol) was added to a solution of 5,6-dihydro-4H- pyrrolo[l,2-b]pyrazole 8 (47.2 g, 437 mmol) and NaOAc (36.2 g, 440 mmol) in AcOH (750 mL) o drop wise at 0 C. The mixture was stirred at the same temperature for 10 minutes then neutralized by the addition of aqueous sodium bicarbonate. The aqueous layer was extracted with EtOAc (5 x 200 mL) and the organic extracts were dried over magnesium sulfate and concentrated under reduced pressure to afford 3-bromo-5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole (73.5 g).

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, 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michele, R.; ALTMAN, Michael, D.; ROMEO, Eric, T.; VITHARANA, Dilrukshi; CASH, Brandon; SIU, Tony; ZHOU, Hua; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; HAIDLE, Andrew, M.; CHILDERS, Kaleen Konrad; MADDESS, Matthew, L.; REUTERSHAN, Michael, H.; DUCHARME, Yves; GUERIN, David. J.; SPENCER, Kerrie; BEAULIEU, Christian; TRUONG, Vouy Linh; GUAY, Daniel; NORTHRUP, Alan, B.; TAOKA, Brandon, M.; LIM, Jongwon; FISCHER, Christian; BUTCHER, John, W.; OTTE, Ryan, D.; SUN, Binyuan; WO2013/192125; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 107862-65-7, 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 107862-65-7 as follows.

The bicyclic compound 16 (9mmol, 973mg) was dissolved in dry CHCl3 (40mL) and NBS (10mmol, 1.73g) was added. The bright red reaction mixture was stirred for 5min at room temperature. The mixture was diluted in CHCl3 (20mL), washed with water (3×50mL), dried over MgSO4, and concentrated in vacuo. The crude brown solid was dissolved in Et2O and filtered through a thin layer of silica gel. Evaporation of the solvent afforded a light yellow crystalline product (1.43g) in 77% yield (MP 82.6-84.0C) from 14. It became dark after standing at room temperature and at a lower temperature. Mp: 82.6-84.0C; 1H NMR: delta=7.43 (s, 1H, CH), 4.16 (t, 3J=7.3, 2H, NCH2), 2.82-2.87 (m, 2H, =C-CH2), 2.58-2.66 (m, 2H, NCH2CH2); 13C NMR: delta=144.8 (C), 143.9 (CH), 86.7 (C-Br), 49.0 (CH2), 26.2 (CH2), 22.6 (CH2); GC-MS m/z (%): 188 (M++1, 64), 186 (63), 107 (93), 80 (49), 51 (100); FTIR (KCl): 2962, 2922, 2854, 1706, 1641, 1452, 1318, 1226, 1156, 1013, 986. HRMS m/z calcdfor C6H8N2Br: 186.9871. Found: 186.9873.

According to the analysis of related databases, 107862-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Galeta, Juraj; Tenora, Luka?; Man, Stanislav; Pota?ek, Milan; Tetrahedron; vol. 69; 34; (2013); p. 7139 – 7146;,
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. 107862-65-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, A new synthetic method of this compound is introduced below., Safety of 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole

To a solution of 5,6-dihydro-4H-pyrrolo[l ,2-Z?]pyrazole (47.2 g, 437 mmol) and sodium acetate (36.2 g, 440 mmol) in acetic acid (750 mL) at 0C was added bromine (22.4 mL, 435 mmol). After 10 minutes, the reaction mixture was neutralized with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (5 x 200 mL). The organic layers were combined, dried over magnesium sulfate, and concentrated under reduced pressure to afford 3-bromo-5,6-dihydro-4H-pyrrolo[l,2-6]pyrazole.

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:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank; WO2013/52394; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics