Benzyl Bromide → (3S)-1-benzyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one

Participants

Reaction Steps

4-{[(2S)-2-ethyl-7-fluoro-3-oxo-3,4-dihydroquinoxalin-1(2H)-yl]sulfonyl}phenyl carbonate (see Example 20) was treated with benzyl bromide according to the procedure for the preparation of (3S)-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-propyl-3,4-dihydroquinoxalin-2(1H)-one (see Example 20) to yield (3S)-1-benzyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one. [α]D25=−30° (c=0.0058 G/ML, DMSO); MS (ESI) m/z 441 ([M+H]+); MS (ESI) m/z 439 ([M−H]−); Anal. Calcd for C23H21FN2O4S: C, 62.71; H, 4.81; N, 6.36. Found: C, 62.23; H, 4.49; N, 6.23.

Provenance & Evidence