1-Benzyl 3-ethyl 4-fluoroisophthalate → 1-Benzyl 3-ethyl 4-(4-chloro-3-(dipropylamino)-5-methyl-1H-pyrazol-1-yl)isophthalate

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 1E, 4-chloro-5-methyl-N,N-dipropyl-1H-pyrazol-3-amine (290 mg, 1.34 mmol) and 1-benzyl 3-ethyl 4-fluoroisophthalate (Intermediate 91B, 447 mg, 1.48 mmol) were converted to the title compound (315 mg, 47%). 1H NMR (CDCl3) δ 8.55 (d, J=2.0 Hz, 1H), 8.27 (dd, J=8.3, 2.1 Hz, 1H), 7.54-7.32 (m, 6H), 5.43 (s, 2H), 4.20 (q, J=7.0 Hz, 2H), 3.32-3.17 (m, 4H), 2.17 (s, 3H), 1.69-1.54 (m, 6H), 1.21 (t, J=7.2 Hz, 3H), 0.92 (t, J=7.4 Hz, 6H); MS(ESI+) m/z 498.2 (M+H)+.

Provenance & Evidence