Methyl morpholine oxide → HCID 58415363, compound

Participants

Reaction Steps

To a mixture of (4-(5-benzyl-2H-indazol-2-yl)-3-fluorophenyl)methanol (100 mg, 0.30 mmol), 4-methylmorpholine N-oxide (43 mg, 0.36 mmol) and activated molecular sieves (200 mg) in dichloromethane (10 mL) was added TPAP (10.6 mg, 0.03 mmol) at room temperature. After stirred overnight, the reaction mixture was filtered, concentrated and purified by silica gel column chromatography (hexane/ethyl acetate) to give 4-(5-benzyl-2H-indazol-2-yl)-3-fluorobenzaldehyde as white solid: 1H NMR (400 MHz, CD3OD) δ 10.0 (d, J=1.6 Hz, 1H), 8.55 (m, 1H), 8.41 (t, J=7.4 Hz, 1H), 7.84 (m, 2H), 7.68 (d, J=9.0 Hz, 1H), 7.46 (s, 1H), 7.34-7.30 (m, 2H), 7.27-7.19 (m, 4H), 4.06 (s, 2H); 19F NMR (376 MHz, CD3OD) δ −122.3. MS (ESI) m/z: Calculated: 330.36; Observed: 331.2 (M++1).

Provenance & Evidence