3,5-Dichlorophenyl isocyanate → HCID 68534877, compound

Participants

Reaction Steps

4-(4-Iodo-phenyl)-4-methylaminomethyl-piperidine-1-carboxylic acid tert-butyl ester (0.15 g, 0.35 mmol) was dissolved in CH2Cl2 (2 mL) and 3,5-dichlorophenylisocyanate (0.066 g, 0.35 mmol, 1 eq.) was added. The reaction was stirred at room temperature for 6 h, diluted with CH2Cl2 (25 mL) and washed with saturated brine (25 mL). The aqueous layer was washed with CH2Cl2 (2×20 mL). The combined organic extracts were washed with saturated brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated by rotary evaporation to give 4-[3-(3,5-dichloro-phenyl)-1-methyl-ureidomethyl]-4-(4-iodo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (0.218 g, 100%). 1H NMR (CDCl3): δ 7.84 (d, 2H), 7.24 (m, 3H), 7.09 (m, 2H), 6.23 (br.s, 1H), 3.96 (d, 2H), 3.54 (s, 2H), 2.99 (dd, 2H), 2.70 (s, 3H), 2.28 (d, 2H), 1.90m (dd, 3H), 1.54 (s, 9H).

Provenance & Evidence