Reaction #1904084

ord-057dc32cbab34009a4f4d811378462b3

Reaction equation

CCC(O)(c1cccs1)c1cc(Br)ccc1N
1-(2-amino-5-bromophenyl)-1-thiophen-2-yl-propan-1-ol
O=C(Cl)CCl
chloroacetyl chloride
CCC(O)(c1cccs1)c1cc(Br)ccc1NC(=O)CCl
title compound
CCC(O)(c1cccs1)c1cc(Br)ccc1NC(=O)CCl
N-[4-Bromo-2-(1-hydroxy-1-thien-2-ylpropyl)phenyl]-2-chloroacetamide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared from 1-(2-amino-5-bromophenyl)-1-thiophen-2-yl-propan-1-ol and chloroacetyl chloride using the procedure described in example 1. 1H-NMR (CDCl3) δ 10.23 (s, 1H), 8.11 (d, J=8.7 Hz, 1H), 7.46 (dd, J=8.7, 2.3 Hz, 1H), 7.37 (d, J=2.3 Hz, 1H), 7.29 (dd, J=5.1, 1.0 Hz, 1H), 6.97 (m, 1H), 6.90 (dd, J=3.5, 1.0 Hz, 1H), 4.09 (m, 2H), 2.80 (s, 1H), 2.43 (m, 2H), 1.03 (t, J=7.3 Hz, 3H); MS (ES) m/z 386 (M−H)−; Anal Calc. For C15H15BrClNO2S: C, 46.35, H, 3.89; N, 3.60. Found: C, 46.67, H, 3.80; N, 3.52.

Source

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