Reaction #1904069

ord-5f2891c3001649d49047af9ee839052a

Reaction equation

CC(O)(c1ccccc1)c1cc(Br)ccc1N
1-(2-amino-5-bromophenyl)-1-phenylethanol
O=C(Cl)CCl
chloroacetyl chloride
CC(O)(c1ccccc1)c1cc(Br)ccc1NC(=O)CCl
N-[4-Bromo-2-(1-hydroxy-1-phenylethyl)phenyl]-2-chloroacetamide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared from 1-(2-amino-5-bromophenyl)-1-phenylethanol and chloroacetyl chloride according to the acylation procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.42 (s, 1H), 7.93 (d, J=8.71 Hz, 1H), 7.64 (d, J=1.86 Hz, 1H), 7.52 (dd, J=1.77, 8.71 Hz, 1H), 7.33-7.18 (m, 5H), 6.99 (s, 1H), 4.17 (d, J=14.92 Hz, 1H), 3.99 (d, J=14.98 Hz, 1H), 1.84 (s, 3H); MS (ES) m/z 366/368/370 ([M−H]−, 100%); Anal. Calc. For C16H15BrClNO2: C, 52.13; H, 4.10; N, 3.80. Found: C, 52.18; H, 4.05; N, 3.77.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07598237B2uspto-grants-2009_10