4-[(4-methylpiperazin-1-yl)methyl]phenol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound 89 was prepared as a TFA salt in a similar manner to the synthesis of compound 51 by substituting compound 51A with compound 89A: 1H NMR (DMSO-d6): δ 8.03 (d, J=7.67 Hz, 1H), 7.79 (d, J=7.98 Hz, 1H), 7.67 (d, J=7.06 Hz, 1H), 7.34-7.50 (m, 4H), 7.28 (d, J=8.59 Hz, 2H), 6.93 (d, J=8.59 Hz, 2H), 4.83 (s, 2H), 3.98 (d, J=6.29 Hz, 2H), 3.16-3.19 (m, 4H), 3.03 (t, J=5.83 Hz, 2H), 2.76 (s, 3H), 1.97-2.03 (m, 2H). ESI (+)/MS: 683 (M+H)+.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Compound 89A was prepared in a similar manner to the synthesis of compound 62A by substituting compound 45C and phenylpiperazine with 4-hydroxybenzaldehyde and 1-methylpiperazine, respectively: ESI (+)/MS: 207 (M+H)+.