HCID 57791776, compound → HCID 57791838, compound

Participants

Reaction Conditions

Reaction Steps

Tert-butyl 4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)piperidine-1-carboxylate (105)(3.5 g, 11.20 mmol) was dissolved in dry THF (50 mL), to this was added borane-methyl sulfide complex (8.40 mL, 16.81 mmol) and the reaction was stirred at 40° C. for 3 hours then at ambient temperature overnight. The gummy mixture was evaporated and was quenched with 2.0 N sodium carbonate (50 mL), extracted with EtOAc (3×75 mL), the organic layer was dried over MgSO4, filtered and evaporated to afford the desired material as a colourless liquid, which was taken through directly to the next stage; 1H NMR (400.132 MHz, CDCl3) δ 1.38-1.58 (m, 9H), 1.73-1.86 (m, 4H), 1.86-1.97 (m, 2H), 2.09-2.21 (m, 2H), 2.79-2.91 (m, 2H), 2.96 (t, 2H), 3.06-3.17 (m, 2H), 3.18-3.27 (m, 2H), 3.49 (septet, 2H), 3.65-3.76 (m, 2H), 3.92 (t, 1H).

Provenance & Evidence