Reference of 123986-64-1, 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 123986-64-1 as follows.
General procedure: The solution of (R)-1-(6-(4-(1-(3-hydroxybenzyl)-3-methyl-1H-thieno[2,3-c]pyrazole-5-carbonyl)-2-methylpiperazinmethylpiperazin-1-yl)pyridin-3-yl)ethanone (9b) (0.059 g, 120 mumol) in THF (1.0 mL)was added to tert-butyl(2-hydroxyethyl)carbamate (29.0 mg, 180 mumol), polymer supported PPh3(3 mmol/g, 120 mg) and di-2-methoxyethyl azodicarboxylate (0.051 g, 216 mumol).The mixture was stirred at room temperature for 2 h. Then, polymer supportedPPh3 (3 mmol/g, 60 mg) and the solution of di-2-methoxyethylazodicarboxylate (0.051 g, 216 mumol) in THF (0.10 mL) were added to thereaction mixture. The mixture was stirred at room temperature for 1 h. Thesolvent was evaporated by blowing away with the air at 50 C. The residue waspoured into toluene (3.0 mL) and water (1.0 mL), and stirred for 5 min. Theorganic layer was filtered on Top-Phase Separation Filter Tube, and thefiltrate was evaporated by blowing away with the air at 60 C. The residue waspurified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3aq. 10:90?100:0). Pure fractions were combined and concentrated byblowing away with the air at 50 C. The intermediate was dissolved into EtOAc(0.50 mL) and 4M HCl-EtOAc (1.0 mL) was added to the solution at room temperature.The mixture was shaken at room temperature for 10 min. Then the mixture wasevaporated by blowing away with the air at 50 C. The solution of BODIPY FLpropionic acid 1 (0.020 g, 69 mumol)in DMA (0.50 mL) and the solution of WSC(HCl) (0.016 g, 84 mumol) and HOBt(0.011 g, 84 mumol) in DMA (0.500 mL) and iPr2NEt(84 mL, 480 umol) were added to the mixture. The mixturewas stirred at room temperature for 2 h. The reaction mixture was diluted withEtOAc (3.0 mL) and quenched with water (1.0 mL), and stirred for 2 min. Theorganic layer was separated and then the aqueous layer was extracted with EtOAc(2.0 mL). The combined organic layer was evaporated by blowing away with theair at 50 C. The residue was purified by preparative HPLC (Actus Triart C18,eluted with MeCN/10 mM NH4HCO3 aq. 5:95?100:0). Purefractions were combined and concentrated by blowing away with the air at 50 Cto give the product 10 (8 mg, 9.9 mmol, 1 %).
According to the analysis of related databases, 123986-64-1, the application of this compound in the production field has become more and more popular.
Reference:
Article; Katoh, Taisuke; Yoshikawa, Masato; Yamamoto, Takeshi; Arai, Ryosuke; Nii, Noriyuki; Tomata, Yoshihide; Suzuki, Shinkichi; Koyama, Ryoukichi; Negoro, Nobuyuki; Yogo, Takatoshi; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1145 – 1148;,
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