4-(Trifluoromethyl)benzyl isocyanate → HCID 59216599, compound

Participants

Reaction Conditions

Reaction Steps

5-Amino-1,2,3,4-tetrahydroquinolin-3-ol (36.4 mg, 0.22 mmol) is dissolved in dichloromethane and cooled to −20° C. 4-Trifluoromethylbenzylisocyanate (44.6 mg, 0.22 mmol) is added and the reaction mixture is warmed to room temperature over 4 h. The organic layer is diluted with dichloromethane, washed with aq. NH4Cl and water. The organic phase is dried over magnesium sulfate, filtered and evaporated to dryness. The crude product consists of a mixture of regioisomers and is separated using preparative HPLC with an acetonitrile/water gradient.

Provenance & Evidence