(4,4-Dimethyl-azepan-1-yl)-[5-(1H-pyrazol-4-yl)-thiophen-3-yl]-methanone (0.052 g, 0.14 mmol) was dissolved in THF (1 mL) and DIPEA (32 μL, 0.19 mmol) and methylamine (2 M in THF, 94 μL, 0.19 mmol) were added followed by HATU (0.066 g, 0.17 mmol). The reaction mixture was stirred at room temperature for 2 hours and then diluted with water and extracted with DCM (×3). The organic solution was dried over sodium sulfate, filtered and the solvent evaporated. The residue was purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid) over 20 minutes. The fractions containing the desired product were freeze-dried to give the title compound as a white solid (0.029 g). LCMS m/z 375.29 [M+H]+ R.T.=8.49 min (Analytical Method 2).
