Diisopropylethylamine → HCID 118252521, compound

Participants

Reaction Steps

To a solution of (S)-2-((S)-2-amino-2-cyclohexyl-acetyl)-2,3-dihydro-1H-isoindole-1-carboxylic acid (2,6-difluoro-phenyl)-amide trifluoroacetate (179 mg, 339 μmol, Eq: 1.00), (S)-2-(tert-butoxycarbonyl-methyl-amino)-propionic acid (64.2 mg, 339 μmol, Eq: 1.00), HATU (142 mg, 373 μmol, Eq: 1.1) in DMF (1 mL) at 0° C. was added DIEA (132 mg, 178 μL, 1.02 mmol, Eq: 3). The reaction was stirred at RT for 1 h, diluted with water and extracted with EtOAc. The combined organics were washed with water, brine, dried with MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography to give ((S)-1-{(S)-1-cyclohexyl-2-[(S)-1-(2,6-difluoro-phenylcarbamoyl)-1,3-dihydro-isoindol-2-yl]-2-oxo-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (174 mg) as a white foam.

Provenance & Evidence