Sodium Hydroxide → HCID 59367693, compound

Participants

Reaction Steps

Aqueous 1M NaOH (500 ml) was added to a solution of ethyl 2-{6-[(2-napthylsulphonyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxylate (25.40 g, 58.00 mmol) in THF (500 ml) and MeOH (100 ml) at r.t. The reaction mixture was stirred for 18 h. The organic solvents were removed in vacuo and the resultant aqueous solution was acidified to pH˜5 with 1M aq. HCl. A heavy white precipitate was formed which was isolated by filtration, washed with H2O and dried by azeotroping with toluene, giving the product as a white solid (22.19 g, 93%). LCMS purity 100%, m/z 411 [M+H]+, 1H NMR (400 MHz, d6-DMSO) δ: 1.97 (2H, s), 2.05 (1H, s), 3.64-3.67 (2H, m), 3.82-3.89 (2H, m), 7.84-7.88 (2H, m), 8.01 (1H, m), 8.21 (1H, d), 8.31-8.36 (3H, m), 8.66 (1H, s), 8.83 (2H, s).

Provenance & Evidence