1-CYCLOPROPYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA synthesis

Yield:-

Reaction Conditions:

in dichloromethane at 20;

Steps:

2. 1. the procedure for the preparation of intermediate product (1)

General procedure: To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) aniline (1.1 g, 0.5 mmol, 1.0 eq.) and isocyanate (2-isocyanatopropane,isocyanatocyclopropane,isocyanatocyclopentane,isocyanatocyclohexane,1-isocyanato-4-methylbenzene,1-isocyanato-4-methoxybenzene,1-isocyanato-4-(trifluoromethoxy)benzene,1-chloro-4-isocyanatobenzene,1-fluoro-4-isocyanatobenzene,1-isocyanato-4-(trifluoromethyl)benzene) (0.5 mmol, 1.0 eq.) in DCM (10 mL) were stirred at room temperature for 8~72 h. Upon completion of the reaction, The residue was filtered and concentrated under vacuum to afforded solid. yield: 90%~97%.

References:

Wu, Xiuli;Liu, Zhihao;Gan, Cailin;Wei, Wei;Zhang, Qianyu;Liu, Hongyao;Que, Hanyun;Su, Xingping;Yue, Lin;He, Hualong;Ouyang, Liang;Ye, Tinghong [Bioorganic Chemistry,2022,vol. 127,art. no. 105965] Location in patent:supporting information