Acetyl chloride → HCID 86727563, compound

Participants

Reaction Steps

(R)-7-(2-fluoro-phenyl)-4-methyl-6-[methyl-(3-methyl-azetidin-3-yl)-amino]-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one hydrochloride acid (0.125 g, 0.30 mmol) was dissolved in DCM (1 mL) and DIPEA (98 μl, 0.561 mmol) was added. The reaction mixture was stirred at room temperature for 6 min then acetyl chloride (59.8 μl, 0.841 mmol) was added. The reaction mixture was stirred at rt for 10 min and concentrated in vacuo. The residue was purified by basic prep-HPLC (Table 3, Method 32) to give (R)-6-[(1-acetyl-3-methyl-azetidin-3-yl)-methyl-amino]-7-(2-fluoro-phenyl)-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (0.024 g, 18%). 1H NMR (CD3OD, 400 MHz) δ 7.36-7.33 (m, 2H), 7.25-7.22 (m, 1H), 7.17-7.14 (m, 1H), 6.95-6.92 (m, 2H), 4.80 (m, 1H), 4.68-4.62 (m, 2H), 4.09-4.05 (m, 1H), 3.85-3.73 (m, 2H), 3.55-3.50 (m, 1H), 2.58 (m, 3H), 1.79 (s, 3H), 1.50 (m, 3H), 1.44 (m, 3H). LC/MS (Table 1, Method 4), Rt=2.300 min., MS m/z: 452 [M+H]+.

Provenance & Evidence