Synthesis
Using p-bromobenzaldehyde and cyclopropylboronic acid as starting materials, 4-cyclopropylbenzaldehyde was prepared by reacting 6-(4-bromophenyl)-3-((2-chlorophenyl)thio)-6-(thiophen-3-yl)piperidin-2,4-dione with 6-(4-bromophenyl)-3-((2-chlorophenyl)thio)-6-(thiophen-3-yl)piperidin-2,4-dione with reference to the method of Example 8 Step A. The method was carried out by substituting cyclopropylboronic acid as cyclohex-1-en-1-ylboronic acid. After completion of the reaction, the target product was obtained after post-treatment in 80% yield.
References
[1] Synthetic Communications, 2006, vol. 36, # 1, p. 121 - 128
[2] Patent: US2016/31892, 2016, A1. Location in patent: Paragraph 0187-0188
[3] Tetrahedron Letters, 2002, vol. 43, # 39, p. 6987 - 6990
[4] Patent: WO2015/140133, 2015, A1. Location in patent: Page/Page column 137
[5] Patent: WO2013/142269, 2013, A1. Location in patent: Paragraph 0721; 0722; 0723