Category: 191980-54-8

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. 191980-54-8, name is 4-Iodo-1-trityl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 4-Iodo-1-trityl-1H-pyrazole

Compound 36b (79 mg, 0.181 mmol),Compound 36c (50 mg, 0.151 mmol),K2CO3 (52mg, 0.378mmol),(1R,2R)-(-)-N,N’-Dimethyl-1,2-cyclohexanediamine (17mg, 0.121mmol)And CuI (6mg, 0.03mmol) was dissolved in 5mL dioxane,Protected with nitrogen, stirred at 90 C overnight, filtered,The filtrate was concentrated and purified by silica gel column chromatography to give compound 36d.

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; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Zhu Jiawang; Cai Jiaqiang; Li Guiying; You Zejin; Wu Yongyong; Han Runfeng; Ge Yong; Wang Lichun; Wang Jingyi; (49 pag.)CN109928979; (2019); A;,
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. 191980-54-8, name is 4-Iodo-1-trityl-1H-pyrazole, A new synthetic method of this compound is introduced below., COA of Formula: C22H17IN2

Example 95: Methyl (S)-{2,3,9-trimethyl-4-[4-(1H-pyrazol-4-yl)phenyl]-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl}acetate To a mixture of the compound described in Starting Material Synthetic Example 1 (420 mg), tetrakistriphenylphosphine palladium”(58 mg) and 4-iodo-1-trityl-1H-pyrazole (654 mg) were added tetrahydrofuran (1.5 mL) and 2 M aqueous sodium carbonate solution (1.5 mL), and the mixture was stirred at 100C for 4 hr. After cooling, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol=100:1) to give compound (729 mg). The obtained compound (729 mg) was dissolved in methanol (3 mL). Trifluoroacetic acid (154 muL) was added, and the mixture was stirred at room temperature for 2 days. After completion of the reaction, the mixture was neutralized with aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol=100:1) to give the title compound (162 mg) . 1H-NMR (400 MHz, DMSO-d6) delta: 2.67 (3H, s), 2.43 (3H, s), 2.62 (3H, s), 3.39-3.52 (2H, m), 3.68 (3H, s), 4.49 (1H, t, J = 7.2 Hz), 7.39 (2H, d, J = 8.2 Hz), 7.65 (2H, d, J = 8.2 Hz), 8.11 (2H, brs) MS (ESI) m/z: 447 (M+H)+.

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; Mitsubishi Tanabe Pharma Corporation; EP1887008; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 191980-54-8,Some common heterocyclic compound, 191980-54-8, name is 4-Iodo-1-trityl-1H-pyrazole, molecular formula is C22H17IN2, 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 solution of 4-iodo-l-trityl- lH-pyrazole (4.60 g, 10.5 mmol) in THF (50.0 mL) was purged with nitrogen 3 times. This was followed by dropwise addition of isopropylmagnesium bromide (2.9 M in THF, 4.18 mL, 12.1 mmol) at 0 C. The reaction mixture was stirred under a nitrogen atmosphere at 0 C for 1 h. To the reaction mixture was added a solution of 3-(benzyloxy)propanal (2.08 g, 12.7 mmol) in THF (3.0 mL) at 0 C. The resulting mixture was stirred at RT for 30 minutes. The reaction mixture was quenched with saturated NH4CI solution (2.0 mL), diluted with brine (30 mL) and extracted with ethyl acetate (3×10 mL). The combined organic extracts were dried over anhydrous Na2SC>4 and filtered. The filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography (0 – 40% ethyl acetate in petroleum ether) to afford the title compound. MS = 497.1 (M+l).

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; YANG, Meng; CRESPO, Alexander; WILSON, Jonathan, E.; MCCRACKEN, Troy; WANG, Deping; PARKER, Dann; GUO, Zack Zhiqiang; (135 pag.)WO2016/154081; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics