Sodium Carbonate → HCID 67515763, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-{[7-(methoxycarbonyl)-1-benzofuran-3-yl]methyl}piperazine-1-carboxylate (600 mg, 1.6 mmol) in 100 mL of HOAc was added 300 mg of Pd/C and the mixture was stirred at 65° C. under H2 atmosphere (50 psi) overnight. The reaction mixture was added Na2CO3 (aq.) to pH=8 in ice bath. The mixture was filtrated and extracted with EtOAc. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified with silica gel chromatography to give tert-butyl 4-{[7-(methoxycarbonyl)-2,3-dihydro-1-benzofuran-3-yl]methyl}piperazine-1-carboxylate. 1H-NMR (400 MHz, CDCL3) δ ppm 7.75 (d, J=8.0, 1 H), 7.38 (d, J=7.6, 1 H), 6.88 (t, J=8.0 Hz, 1H), 4.74 (t, J=9.0 Hz, 1H), 4.57 (dd, J=9.2, 6.2 Hz, 1H), 3.90 (s, 3H), 3.58-3.67 (m, 1H), 3.38-3.50 (m, 4H), 2.36-2.61 (m, 6H), 1.46 (s, 9H); MS m/z 377 (M+1)+.

Provenance & Evidence