Dimethylformamide → HCID 45376751, compound

Participants

Reaction Steps

6-(5-Carboxy-furan-2-yl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (164 mg, 0.50 mmol) is dissolved in DMF (5 mL) and O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) (955 mg, 2.50 mmol), DIEA (0.55 mL, 3.00 mmol) is added as well as the amino acid (284 mg, 1.00 mmol). The reaction is capped and stirred at room temperature. After 5 hours, the reaction is quenched with water and extracted with EtOAc. The organic layer is washed with brine, dried over MgSO4, and the solvent is evaporated. The crude material is purified on reversed phase (HPLC). The product was obtained as a white solid 16 mg, 8%. LC/MS ESI m/z (M+H)+=381.70.

Provenance & Evidence