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With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 45℃;
4.1.2. General synthetic methods for compounds 2-39
General procedure: To a stirred solution of 1 (50.0mg, 0.18mmol), DMAP (21.8mg, 0.18mmol) and EDCl (110.7mg, 0.71mmol) in 15 mL dry DCM were added the corresponding cinnamic acid reagent (1-2 equiv). The reaction mixture was stirred at 45°C and the progress of the reaction was monitored by silica gel TLC and UPLC-MS. After 1-2h, the reaction mixture was quenched with water and diluted with ethyl acetate. The organic layer was separated and evaporated under a vacuum. The residue was purified by repeated silica gel CC followed by semi-preparative HPLC to yield compounds 2-39.
28%
With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 45℃;
4.1.2. General synthetic methods for compounds 2-39
General procedure: To a stirred solution of 1 (50.0mg, 0.18mmol), DMAP (21.8mg, 0.18mmol) and EDCl (110.7mg, 0.71mmol) in 15 mL dry DCM were added the corresponding cinnamic acid reagent (1-2 equiv). The reaction mixture was stirred at 45°C and the progress of the reaction was monitored by silica gel TLC and UPLC-MS. After 1-2h, the reaction mixture was quenched with water and diluted with ethyl acetate. The organic layer was separated and evaporated under a vacuum. The residue was purified by repeated silica gel CC followed by semi-preparative HPLC to yield compounds 2-39.
With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 45℃;
4.1.2. General synthetic methods for compounds 2-39
General procedure: To a stirred solution of 1 (50.0mg, 0.18mmol), DMAP (21.8mg, 0.18mmol) and EDCl (110.7mg, 0.71mmol) in 15 mL dry DCM were added the corresponding cinnamic acid reagent (1-2 equiv). The reaction mixture was stirred at 45°C and the progress of the reaction was monitored by silica gel TLC and UPLC-MS. After 1-2h, the reaction mixture was quenched with water and diluted with ethyl acetate. The organic layer was separated and evaporated under a vacuum. The residue was purified by repeated silica gel CC followed by semi-preparative HPLC to yield compounds 2-39.
38%
With N,N-dimethyl-4-aminopyridine; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dichloromethane at 45℃;
4.1.2. General synthetic methods for compounds 2-39
General procedure: To a stirred solution of 1 (50.0mg, 0.18mmol), DMAP (21.8mg, 0.18mmol) and EDCl (110.7mg, 0.71mmol) in 15 mL dry DCM were added the corresponding cinnamic acid reagent (1-2 equiv). The reaction mixture was stirred at 45°C and the progress of the reaction was monitored by silica gel TLC and UPLC-MS. After 1-2h, the reaction mixture was quenched with water and diluted with ethyl acetate. The organic layer was separated and evaporated under a vacuum. The residue was purified by repeated silica gel CC followed by semi-preparative HPLC to yield compounds 2-39.
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