Diisopropylethylamine → HCID 68759365, compound

Participants

Reaction Conditions

Reaction Steps

To a 500 ml flask was added methyl 6-(pyridin-4-yl)indoline-4-carboxylate 54.1.C (2.0 g, 7.9 mmole), of HBTU (4.5 g, 12.0 mmole), (S)-2-(tert-butoxycarbonyl)-3-phenylpropanoic acid (2.5 g, 9.4 mmole) 50 ml of DMF and DIEA (2.7 ml, 16.0 mmole). The reaction was stirred at 60° C. for 22 hours, at which time the crude reaction was partitioned between 700 ml of EtAc and 200 ml of water. The solvent was removed and the crude purified using a silica gel column (Elutent; 50/50 EtAc/Hex) to give (S)-methyl 1-(2-(tert-butoxycarbonyl)-3-phenylpropanoyl)-6-(pyridin-4-yl)indoline-4-carboxylate 54.8.A as a yellow solid (2.9 g, 74% yield).

Provenance & Evidence