2-Bromopropane → 1-Isopropyl-4-methoxy-n-(2-methyl-2-phenylpropyl)-1h-indazol-3-amine

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of Example 42 (16 mg, 0.054 mmol) in DMF (0.5 mL) was added potassium carbonate (8.3 mg, 0.06 mmol) followed by 2-bromopropane (18 uL, 0.12 mmol). Upon completion of addition, the reaction mixture was heated at 100° C. for 6 h. At the conclusion of this period, the reaction mixture was subjected to preparative HPLC (Rt=7.76 minutes using YMC ODS 5u 30×100 mm column with flow rate of 40 mL/min over 10 min period; 20 to 100% Solvent B. Solvent A=10/90/0.1% MeOH/H2O/TFA. Solvent B=90/10/0.1%) to provide Example 43 as a pink film (1.3 mg, 7%). 1H NMR (500 MHz, CDCl3) δ ppm 1.44 (s, 6H), 1.45 (s, 3H), 1.47 (s, 3H), 3.56 (s, 2H), 3.69 (s, 3H), 6.14 (d, J=7.70 Hz, 1H), 6.73 (d, J=8.80 Hz, 1H), 7.09 (t, J=7.97 Hz, 1H), 7.21-7.24 (m, 1H), 7.35 (t, J=7.70 Hz, 2H), 7.47 (d, J=8.25 Hz, 2H).

Provenance & Evidence