4-(Trifluoromethyl)phenyl isocyanate → HCID 49865951, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of 1-isocyanato-4-(trifluoromethyl)benzene (48.6 mg, 0.26 mmol) in 8 mL of CH2Cl2 at 0° C. was slowly added a solution of the (R)-4-(4-chlorobenzyl)-3-methyl-5-(pyrrolidin-2-yl)-4H-1,2,4-triazole TFA salt (0.1237 g, 0.2 mmol) and N,N-diisopropylethylamine (0.108 mL, 0.620 mmol) in dichloromethane (2 mL). The resulting mixture was stirred 0° C. for 30 minutes, then at room temperature overnight. The reaction mixture was treated with sat. aqueous NaHCO3 (10 mL) and brine, dried over Na2SO4, and concentrated in vacuo. Flash chromatography purification (Hex/EtOAc gradient, 10-100% EtOAc with 10% of MeOH) afforded the desired product (49.2 mg, 53.0%).

Provenance & Evidence