Downstream synthetic route of 192189-07-4

The synthetic route of 192189-07-4 has been constantly updated, and we look forward to future research findings.

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,192189-07-4

In a 100 mL round bottom flask, N-Boc-3-iodoindole (0.65 g, 1.45 mmol),Tetrakis (triphenylphosphine) palladium (0.1g, 0.04mmol) was dissolved in 10mL of 1,4-dioxane,Replace gas. Triethylamine (2 mL, 14.5 mmol) and pinacol borane (0.3 mL, 2.2 mmol) were added with a syringe, and the mixture was stirred at 80 C after the dropwise addition. Stop heating after 3h,After cooling to room temperature, Ia-1 (0.58 g, 1.45 mmol) was added to the system under the protection of argon.Cesium carbonate (2.4 g, 7.25 mmol), 12 mL of methanol. After the addition was complete, the system was stirred at 100 C. overnight and monitored by TLC. After the reaction is completed, spin column chromatography is directly performed (V dichloromethane: V methanol = 100: 1 ? V dichloromethane: V methanol = 20: 1),The crude product was directly dissolved in 20 mL of acetonitrile, Boc2O (0.62 mL, 2.7 mmol) was added thereto, DMAP (0.1 g, 0.3 mmol) was stirred at room temperature for 2 h, and TLC was monitored.After the reaction was completed, spin column chromatography was performed directly (V petroleum ether: V ethyl acetate = 100: 1 ? V petroleum ether alkane: V ethyl acetate = 10: 1) to obtain 0.2 g of a white solid with a yield of 30%.

The synthetic route of 192189-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nankai University; Wang Qingmin; Liu Yuxiu; Dong Ji; Wang Ziwen; Song Hongjian; Li Yongqiang; (22 pag.)CN110759893; (2020); A;,
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