2-(4-(4-Methoxybenzoyl)piperidin-1-YL)acetic acid → N-(Cyclopropylmethyl)-2-(4-(4-methoxybenzoyl)piperidin-1-yl)-N-((4-oxo-4,5,6,7,8,9-hexahydro-3H-cyclohepta[d]pyrimidin-2-yl)methyl)acetamide

Participants

Reaction Steps

The title compound (18 mg, 8% yield) was prepared following the general procedures of Example 1 from 2-(4-(4-methoxybenzoyl)piperidin-1-yl)acetic acid (124 mg, 0.45 mmol) and 2-((cyclopropylmethylamino)methyl)-6,7,8,9-tetrahydro-3H-cyclohepta[d]pyrimidin-4(5H)-one (104 mg, 0.45 mmol). 1H NMR (400 MHz, CDC3) δ 7.85 (d, J=8.5 Hz, 2H), 6.70-6.97 (m, 2H), 4.41 (s, 1H), 4.34 (s, 1H), 3.68-3.91 (m, 3H), 3.41 (s, 3H), 3.33 (d, J=7.0 Hz, 1H), 3.07-3.29 (m, 4H), 2.91 (d, J=10.5 Hz, 2H), 2.57-2.79 (m, 4H), 2.50 (br. s., 1H), 2.12-2.37 (m, 1H), 2.04 (d, J=14.1 Hz, 2H), 1.76 (d, J=5.0 Hz, 4H), 1.36-1.65 (m, 1H), 0.75-1.04 (m, 1H), 0.46 (d, J=7.5 Hz, 1H), 0.26-0.41 (m, 1H), 0.15-0.26 (m, 1H), 0.12 (d, J=4.5 Hz, 1H). HRMS calculated for C23H38N4O4 507.2971. found (ESI, [M+H]+), 507.2975. Retention time=3.54.

Provenance & Evidence