1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59753760, compound

Participants

Reaction Steps

To a solution of 6-chloro-1H-pyrrolo[2,3b]pyridine-2-carboxylic acid (Preparation 110, 450 mg, 2.29 mmol) in DMF (20 mL) was added 4-fluoro phenylalanine ethyl ester hydrochloride (624 mg, 2.52 mmol), DIPEA (1.40 mL, 8.01 mmol) and HOBt. (386 mg, 2.52 mmol) and the reaction stirred. After 5 min EDCI (570 mg, 2.98 mmol) was added and stirring continued for 16 hr. Solvent was removed in vacuo then crude material partitioned between ethyl acetate (75 mL) and water (50 mL). Organics were washed with NaHCO3 solution (3×50 mL) then brine (2×50 mL), dried (MgSO4) and THE solvent removed in vacuo to give the title compound. m/z (ES+)=389.90 [M+H]+; RT=3.79 min.

Provenance & Evidence