反应详情

4-(3-Formyl-1-phenyl-1H-indole-2-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (1.06 g, 2.53 mmol) and trifluoroacetic acid (10 mL) in dichloromethane (4 mL) is stirred overnight at room temperature. The solvent is evaporated off and the residue dissolved in dichloromethane (10 mL), washed with 5% aq sodium carbonate, with water, with brine, dried, filtered and concentrated. The residue is purified by chromatography eluting with dichloromethane-5 to 10% methanol. Product containing fraction are combined and concentrated to afford 2-[1,4]diazepan-1-yl-1-phenyl-1H-indole-3-carboxaldehyde (86% yield) as a white solid. LC/MS: MS 320 (M+H); 2.5 min; NMR (CDCl3) 10.30 (1H, s), 8.25 (1H, d), 7.03-7.70 (7H, m), 6.97 (1H, d), 3.20-3.46 (4H, m), 2.84 (4H, m) 1.62(2H, m).

1. customThe solvent is evaporated off
2. dissolutionthe residue dissolved in dichloromethane (10 mL)
3. washwashed with 5% aq sodium carbonate, with water, with brine
4. customdried
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue is purified by chromatography
8. washeluting with dichloromethane-5 to 10% methanol
9. additionProduct containing fraction
10. concentrationconcentrated