4-Fluoropropiophenone → Methyl {4-(2-chlorophenyl)-2-[4-(4-propionylphenoxy)phenyl]thien-3-yl}acetate

Participants

Reaction Steps

Methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate was reacted as in Example 9, Step 2 with p-fluoropropiophenone (0.213 g, 1.40 mmol) to yield methyl {4-(2-chlorophenyl)-2-[4-(4-propionylphenoxy)phenyl]thien-3-yl}acetate (0.398 g). This material was reacted as in Example1, Steps 7 and 8 to yield N″-({4-(2-chlorophenyl)-2-[4-(4-propionylphenoxy)phenyl]thien-3-yl}acetyl)guanidine (0.151 g) as a white solid. mp 123-124° C.; 1H NMR (500 MHz, DMSO-d6) δ: 1.04 (t, 3H, J=7.2 Hz), 2.98 (q, 2H, J=7.2 Hz), 3.23 (s, 2H), 7.08 (d, 2H, J=8.9 Hz), 7.14 (d, 2H, J=8.7 Hz), 7.31 (m, 4H), 7.47 (d, 1H, J=8.1 Hz), 7.59 (d, 2H, J=8.7 Hz), 7.96 (d, 2H, J=8.9 Hz). MS (ES) m/z 518.10 ([M+H]+).

Provenance & Evidence