Sodium hydride → 1-(1-Amino-4-bromo-isoquinolin-6-yl)-6,6-dimethyl-3-trifluoromethyl-1,5,6,7-tetrahydro-indazol-4-one

Participants

Reaction Steps

To a solution of 1-amino-4-bromo-6-fluoro-isoquinoline (0.0395 g, 0.164 mmol) in DMF (1 mL) are added 6,6-Dimethyl-3-trifluoromethyl-1,5,6,7-tetrahydro-indazol-4-one (0.046 g, 0.2 mmol) and NaH (0.008 g, 0.2 mmol). The reaction mixture is microwaved at 120° C. for 40 min, cooled to RT, and treated with NH4Cl (satd. aq, 2 mL). The aqueous phase is extracted with EtOAc (2×). The combined organic layers are washed with brine, and dried over MgSO4. The solvent is evaporated and the residue is dried under vacuum. Purification of the crude material using a Biotage column (10% MeOH/CH2Cl2) affords 0.039 g (53%) of 1-(1-Amino-4-bromo-isoquinolin-6-yl)-6,6-dimethyl-3-trifluoromethyl-1,5,6,7-tetrahydro-indazol-4-one. LC/MS m/z=454 [M+H]+.

Provenance & Evidence