General procedure for the preparation of benzamides 2, 4, and 21–2step three: To a mixture of the appropriate acid (1 equiv) and 20 (1 equiv) in CH2Cl2 (5 mL mmol ?1 ) was added HATU (1.2 equiv) and DIPEA (3 equiv) at 0 °C and after which it was stirred at 29 °C for 8 h. The combined organic layers were dried over anhydrous Na2SO4 and filtered. The EtOAc was evaporated under reduced pressure and the resulting crude product was purified by column chromatography over SiO2 (hexane/EtOAc as eluent) to afford the desired amides 2, 4, 21–23.
The new solvent is evaporated lower than reduced tension additionally the ensuing rough tool filtered by the line chromatography towards the SiO
Ethyl 3-(3,4-dimethoxy-benzamido)benzoate (2): Compound 2 was synthesized according to the general procedure by using 19 (0.05 g, 0.twenty eight mmol) and was obtained as a yellow solid (0.63 g, 0.21 mmol, 76 %). 1 H NMR (400 MHz, CDCl3): ?=8.19–8.00 (m, 3H), 7.80 (d, J=7.5 Hz, 1H), 7.49 (s, 1H), 7.47–7.37 (m, 2H), 6.87 (d, J=8.4 Hz, 1H), 4.35 (q, J=7.1 Hz, 2H), 3.92 (s, 6H), 1.37 (t, J=7.0 Hz, 3H). 13 C NMR (101 MHz, CDCl3): ?=, , , , , , , , , , , , , , , , ; HRMS (ESI + ) [M+H] + C18NO5 calculated Da, found: m/z. Fortsett å lese The brand new solvent try got rid of not as much as less pressure, water is actually additional additionally the ensuing mixture was extracted with EtOAc