2-Chlorobenzenesulfonyl chloride → 2-Chloro-N-[(6R,7aS)-3-oxo-2-(4-trifluoromethoxy-phenyl)-hexahydro-pyrrolo[1,2-c]imidazol-6-yl]-benzenesulfonamide

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Reaction Steps

In analogy to the procedure described for the synthesis of 2-Chloro-N-[(6R,7aS)-3-oxo-2-(4-trifluoromethoxy-phenyl)-hexahydro-pyrrolo[1,2-c]imidazol-6-yl]-benzamide (example 1, step i) the title compound was prepared from (6R,7aS)-6-Amino-2-(4-trifluoromethoxy-phenyl)-hexahydro-pyrrolo[1,2-c]imidazol-3-one (example 1, step h) and 2-chlorobenzene-1-sulfonyl chloride to yield 27% the title compound. 1H NMR (300 MHz, CDCl3): δ 8.13 (d, 1H, J=7.2 Hz), 7.58-7.45 (m, 6H), 7.19 (d, 2H, J=9.0 Hz), 5.33 (d, 1H, J=6.3 Hz), 4.06-3.98 (m, 3H), 3.94-3.85 (m, 1H), 3.66 (d, 1H, J=6.9 Hz), 2.94 (dd, 1H, J1=12.9 Hz, J2=3.6 Hz), 2.19-2.12 (m, 1H), 1.74-1.64 (m, 1H); LC-MS: 476.0 [M+1]+.

Provenance & Evidence