反应详情

Activated 3 Å molecular sieve (50 mg) is added to a solution of 2-(2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)acetamide (54.6 mmol, 0.20 mmol) and (1-Methyl-1H-indol-3-yl)-oxo-acetic acid methyl ester (55.7 mg, 0.26 mmol) in dry THF (2.5 ml) under an atmosphere of argon. A solution of 1.0 M KOtBu in THF (0.59 ml, 0.59 mmol) is then added in one portion at RT. After 30 minutes at RT, TLC analysis indicates complete conversion of starting materials. The reaction mixture is diluted with EtOAc and poured into a saturated aqueous NH4Cl solution. The organic layer is separated, washed with brine, dried over Na2SO4, and the organic solvent is evaporated. The residue is purified by FCC (EtOAc/AcOH/H2O 700:110:90) to afford the title compound. 1H NMR (d6-DMSO, 400 MHz): δ 2.12 (s, 6H), 3.46 (s, 2H), 3.82 (s, 3H), 6.16 (d, J=8.8 Hz, 1H), 6.45-6.51 (m, 1H), 6.96-7.02 (m, 1H), 7.32-7.40 (m, 2H), 7.60-7.68 (m, 2H), 7.88 (s, 1H), 8.06 (d, J=10 Hz, 1H), 8.15 (s, 1H). ES+-MS: 445.5, 446.6 [M+H]+.

1. customThe organic layer is separated
2. washwashed with brine
3. dry with materialdried over Na2SO4
4. customthe organic solvent is evaporated
5. customThe residue is purified by FCC (EtOAc/AcOH/H2O 700:110:90)