1,2-Dichloroethane → HCID 18783797, compound

Participants

Reaction Steps

EDC (316.3 mg, 1.65 mmol) was added to a solution 4-(4-pyridinyl)aniline hydrochloride 34 (342 mg, 1.65 mmol), t-butoxycarbonyl-4-carboxypiperidine acetate 12 (365 mg, 1.5 mmol), HOBt.H2O (223 mg, 1.65 mmol) and DIEA (634 μmL, 3.64 mmol) in anhydrous DMF (10 mL) at RT. After stirring for 20 h, the reaction was concentrated on rotavap (high vacuum). The resulting residue was taken into EtOAc and washed successively with H2O (3×20 mL), 10% NaHCO3 (2×20 ml) and saturated NaCl. The organic extract was dried (anhydrous Na2SO4), filtered and concentrated to yield the title compound (500 mg, 84%) as a yellow solid. HPLC k' 6.35 (Ultrasphere® ODS, gradient, A:acetonitrile B:water-0.1% trifluoroacetic acid, 5-60% acetonitrile during 20 min; UV detection at 220 nm). MS (ESI) m/e 396.2[M+H]+.

Provenance & Evidence