Réaction #607402

ord-436704df4dfa47b6af24f57fdeeeae50

Équation de réaction

N[C@@H](CO)c1ccccc1
(R)-2-amino-2-phenylethanol
FC(F)(F)Oc1ccc(-n2cnc(-c3ccc(N=C=S)cc3)n2)cc1
3-(4-isothiocyanato-phenyl)-1-(4-trifluoromethoxy-phenyl)-1H-1,2,4-triazole
OC[C@H](NC(=S)Nc1ccc(-c2ncn(-c3ccc(OC(F)(F)F)cc3)n2)cc1)c1ccccc1
title compound
OC[C@H](NC(=S)Nc1ccc(-c2ncn(-c3ccc(OC(F)(F)F)cc3)n2)cc1)c1ccccc1
(R)-1-(2-Hydroxy-1-phenylethyl)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)thiourea

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

The title compound was prepared with (R)-2-amino-2-phenylethanol and 3-(4-isothiocyanato-phenyl)-1-(4-trifluoromethoxy-phenyl)-1H-1,2,4-triazole (Lambert, W.; et al., WO 2011017513) and isolated as an off-white solid (0.285 g, 69%): mp 98-101° C.; 1H NMR (400 MHz, DMSO-d6) δ 9.99 (s, 1H), 9.37 (s, 1H), 8.40 (d, J=7.9 Hz, 1H), 8.07-8.01 (m, 4H), 7.73 (d, J=7.7 Hz, 2H), 7.61 (d, J=8.5 Hz, 2H), 7.38-7.24 (m, 5H), 5.42 (s, 1H), 5.12 (s, 1H), 3.73 (s, 2H); ESIMS m/z 500 ([M+H]+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09326516B2uspto-grants-2016_05