反应详情

To a solution of 39 (17 mg, 21 umol) in a mixture of MeOH (1.5 mL) and THF (0.5 mL) were added Pd(OH)2/C (15 mg) and 1,2-dichlorobenzene (30 μL). A balloon of hydrogen gas was attached for 0.5 h with vigorous stirring. LC/MS indicated that de-protection was complete. The reaction mixture was filtered through Celite, concentrated to a residue, and purified by preparatory TLC (5% MeOH in DCM) to give 40 (6.2 mg, 64%).1H NMR (300 MHz, CD3OD) δ 7.37 (s, 1H), 7.06 (s, 4H), 6.88 (s, 1H), 4.16-4.34 (m, 1H), 3.98 (AB pattern, J=12.0 Hz, 2H), 3.88 (d, (d, J=9.6 Hz, 1H), 3.74-3.80 (m, 3H), 3.51-3.61 (m, 3H), 3.30-3.35 (m, 1H, under the solvent), 2.57 (q, J=7.5 Hz, 2H), 2.28 (d, J=13.5 Hz, 1H), 2.11 (dd, J=12.3, 15.0 Hz, 1H), 1.19 (t, J=7.5 Hz, 3H). LC/MS m/z 465 (M+H), 487 (M+Na).

1. filtrationThe reaction mixture was filtered through Celite
2. concentrationconcentrated to a residue
3. custompurified by preparatory TLC (5% MeOH in DCM)