反应详情

Biphenyl acid 10 (40 mg, 0.064 mmol, 1 eq) and HBTU (49 mg, 0.13 mmol, 2 eq) were dissolved in DMF (1 mL) followed by the addition of N,N-dimethyl-1-((2S,5R)-5-phenylpyrrolidin-2-yl)methanamine 250 (23 mg, 0.13 mmol, 2 eq). The reaction mixture was stirred for 2 h, diluted with EtOAc and quenched with a saturated aqueous NaHCO3 solution. The reaction mixture was extracted with EtOAc (3×100 mL) and the combined organics were dried over MgSO4, filtered and concentrated in vacuo to afford an oil. The crude oil was purified by silica gel chromatography (2-5% MeOH/DCM, 0.1% Et3N) to afford 23 mg of biphenyl amide 247. Yield 45%.

1. customquenched with a saturated aqueous NaHCO3 solution
2. extractionThe reaction mixture was extracted with EtOAc (3×100 mL)
3. dry with materialthe combined organics were dried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customto afford an oil
7. customThe crude oil was purified by silica gel chromatography (2-5% MeOH/DCM, 0.1% Et3N)