With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.406233-26-9,4-(4,4-Dimethylpiperidin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.
3.1 Acylsulfonamide (SZ7TA2)[ 0363] Sodium boron hydride (60 mg, 1.5 mmol) was added slowly to the solution of (SZ7) (450 mg, 1 mmol) in Methanol. The system was stirred for 30 min and removed all the solvent. Intermediate 24 was obtained by flash chromatography and used for next step directly. The solution of 24, 25 (1 mmol), EDCI (2 mmol) and DMAP (0.2 mmol) in DCM was stirred for 12 hours at room temperature, and the system was extracted by ethyl acetate (20 mL x3). The combined organic phase was dried by anhydrous sodium sulfate and concentrated. And product (SZ7TA2) (102 mg, 16percent) was obtained by flash chromatography (hexane: EtOAc = 1 :1; Rf = 0.2 in hexane: EtOAc = 1 : 1). 1H-NMR (400 MHz, CDC13) delta: 8.74 (s, 1H), 8.43 (s, 1H), 8.24 (d, J = 8.8 Hz, 1H), 7.95-7.89 (m, 3H), 7.67 (d, J = 8.4 Hz, 2H), 7.14 (d, J = 6.4 Hz, 2H), 7.07 (d, J = 6.8 Hz, 2H), 6.72 (d, J = 8.8 Hz, 2H), 5.46 (d, J = 65.2 Hz, 1H), 3.26-3.25 (m, 4H), 3.13 (d, J = 6.0 Hz, 2H), 2.96 (d, J = 6.4 Hz, 2H), 1.40-1.39 (m, 4H), 0.93(s, 6H) ppm. 13C-NMR (100 MHz, CDC13) delta: 164.1, 154.4, 138.4, 137.9, 136.5, 133.6, 131.2, 130.9, 130.2, 130.0, 129.5, 129.4, 129.0, 126.9, 126.2, 125.4, 117.9, 113.0, 43.7, 41.7, 37.8, 33.9, 28.6, 27.7 ppm. HRMS (ESI+) for [M+H]+; calculated: 638.18116, found: 638.18097 (error m/z = -0.29 ppm).
406233-26-9, The synthetic route of 406233-26-9 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; MANETSCH, Roman; KULKARNI, Sameer Shamrao; IYAMU, Iredia David; WANG, Hong-Gang; DOI, Kenichiro; GUIDA, Wayne C.; SANTIAGO, Daniel N.; DUBOULAY, Courtney J.; WO2012/21486; (2012); A2;,
Piperidine – Wikipedia
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