Cyclopentylamine → HCID 178430680, compound

Participants

Reaction Steps

To a sealed tube, the 7-methyl-3-(methylsulfonyl)-1-(1H-pyrazol-3-yl)-6,7-dihydrothieno[3,4-c]pyridin-4(5H)-one from Step 6 (30 mg, 0.096 mmol) was added and dissolved in DMA (193 μl), treated with cyclopentylamine (189 μl, 1.927 mmol) and subjected to microwave conditions: 160° C., 8 hrs, normal absorption. The reaction mixture was diluted with CH2Cl2 and washed with water, dried by filtering through a hydrophobic frit and evaporated to give solid residue. This was purified via reverse phase HPLC (5-95% CH3CN/H2O/0.025% TFA) to give afford the title compound: 1H NMR (400 MHz, CDCl3) δ 8.16 (m, 2H), 7.66 (d, J=2.4 Hz, 1H), 6.43 (d/=2.3 Hz, 1H), 3.75 (m, 1H), 3.63 (dd, J=12.5, 4.4 Hz, 1H), 3.35 (m, 1H), 3.27 (d, J=12.4 Hz, 1H), 2.18 (s, 1H), 2.10 (m, 2H), 1.78 (m, 2H), 1.65 (m, 3H), 1.31 (d, J=7.1 Hz, 3H). LRMS (M+H)+=317.2.

Provenance & Evidence