Diisopropylethylamine → HCID 11199159, compound

Participants

Reaction Steps

To a solution of 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (Preparation 18, 185 mg, 0.94 mmol) in DMF (7 mL) was added 2-(S)-amino-3-pyridin-4-yl propionic acid methyl ester hydrochloride (Preparation 93, 204 mg, 0.94 mmol) followed by TBTU (333 mg, 1.04 mmol) and DIPEA (740 μL, 4.24 mmol), and the reaction stirred at rt for 16 h. Solvent was removed in vacuo and the residue partitioned between ethyl acetate (30 mL) and water (30 mL). The organic layer was washed with water (2×30 mL), NaHCO3 solution (3×40 mL) then brine (3×50 mL), dried (MgSO4) and the solvent removed in vacuo. Purification by chromatography (SiO2, EtOAc) gave the title compound as a pink powder. m/z (ES+)=359.11 [M+H]+; RT=2.42 min.

Provenance & Evidence