Toluene → (4,5,6,7-Tetrahydro-1H-indazol-4-yl)-carbamic acid benzyl ester

Participants

Reaction Steps

Stir a mixture of (3-Oxo-cyclohexyl)-carbamic acid benzyl ester (12.3 g, 49.8 mmol), toluene (60 mL) and tert-butoxybis(dimethylamino)methane (9.53 g, 54.77 mmol) at 90° C. for 1.5 hour. Cool the reaction and remove the solvent in vacuo. To the residue, add methanol (60 mL) and hydrazine hydrate (2.74 g, 54.77 mmol). Stir the reaction at room temperature for 3 hours. Remove the solvent in vacuo. To the residue, add ethyl acetate and wash with water. After drying the organic layer over sodium sulfate, filter and concentrate to afford 9.8 g of the title compound with 80% purity.

Provenance & Evidence