1-Hydroxybenzotriazole → HCID 59367593, compound

Participants

Reaction Steps

To a solution of 2-{[3-(2-naphthylsulfonyl)-3-azabicyclo[3.1.0]hex-6-yl]amino}pyrimidine-5-carboxylic acid (105 mg, 0.26 mmol) in DCM (5 ml) and THF (5 ml) was added EDCl (59 mg, 0.3 mmol). Et3N (0.08 ml, 0.8 mmol) was added followed by HOBt (42 mg, 0.3 mmol) and O-(tetrahydro-pyran-2-yl)-hydroxylamine (36 mg, 0.3 mmol). The suspension was stirred at r.t. for 3 days. Further EDCl (14 mg), Et3N (0.02 ml), HOBt (11 mg), and O-(tetrahydro-pyran-2-yl)-hydroxylamine (9 mg) were added and stirring at r.t. continued for a further 3 days. The reaction mixture was evaporated to dryness, re-dissolved in EtOAc (20 ml) and washed with sat. aq. NaHCO3 (10 ml) and water (10 ml). The EtOAc layer was dried (Na2SO4), filtered and concentrated to dryness to afford the title compound as a white solid (110 mg, 83%). LCMS purity 90%, m/z 511 [M+H]+.

Provenance & Evidence