phenyl 3-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate → N-{(1R,2S)-3-[[3-(4-fluorophenyl)propyl](methyl)amino]-2-hydroxy-1-methylpropyl}-N'-[3-(1-methyl-1H-tetrazol-5-yl)phenyl]urea

Participants

Reaction Steps

The product of Step g (186 mg, 7.3 mmol, 1 eq.), phenyl 3-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate (220 mg, 7.3 mmol, 1 eq.) and acetonitrile (10 mL) were mixed at 25° C. under N2 overnight. Worked up by stripping off the solvents then purifying the residue over silica gel in 1:1 Hexanes/EtOAc to 100% EtOAc to 4:1 EtOAc/MeOH. Obtained 123 mg of an amorphous solid. NMR (300 MHz, CDCl3) δ 7.88 (s, 1H); 7.60 (d, 1H, J=7 Hz); 7.42 (t, 1H, J=7 Hz); 7.30 (d, 1H, J=7 Hz); 7.20-7.00 (m, 2H); 6.91 (t, 2H, J=7 hz); 4.17 (s, 3H); 3.97 (m, 1H); 3.80 (m, 1H); 2.70-2.40 (m, 6H); 2.34 (s, 3H); 1.90-1.70 (m, 2H); 1.18 (d, 3H, J=7 Hz).

Provenance & Evidence