Ethyl Acetate → HCID 59367625, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylate (1.11 g, 5.23 mmol) in dioxane were added ethyl 6-chloronicotinate (1.28 g, 6.9 mmol) and DIPEA (2 ml, 11.6 mmol). The mixture was heated at 75° C. for 3 days. The mixture was then poured into EtOAc (100 ml) and washed with saturated ammonium chloride (50 ml), water (50 ml) and brine (50 ml). The organic fraction was dried (MgSO4), concentrated and purified by flash column chromatography (5% MeOH-DCM) to yield the title compound (1.429 g, 75%). m/z 362.25 [M+H]+; 1H NMR (300 MHz, CDCl3) δ: 8.32 (1H, dd, J=0.6, 2.1 Hz), 8.03 (1H, dd, J=2.4, 9.0 Hz), 6.32 (1H, d, J=8.7 Hz), 4.34 (2H, q, J=6.9 Hz), 3.24-3.85 (8H, m), 3.03 (2H, m), 1.47 (9H, s), 1.38 (3H, t, J=7.2 Hz).

Provenance & Evidence