1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71547493, compound

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To a solutions of 4,4,4-trifluorobutanoic acid (99 mg, 0.7 mmol) and hydroxybenzotriazole hydrate (54 mg, 0.35 mmol) in dichloromethane (4 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (163 mg, 1.05 mmol) in dichloromethane (1 mL). After 5 minutes, a solution of Example 20 (200 mg, 0.7 mmol) in dimethylformamide (1.5 mL) was added. The mixture was stirred at room temperature for 3 days and then concentrated. The residue was purified by chromatography on silica gel (ethyl acetate/methanol=10:1) to give the title compound. 1H NMR(400 MHz, DMSO-d6) δ ppm 1.30 (m, 1H), 1.80-2.10 (m, 2H), 2.35-2.70 (m, 6H), 2.80-2.97 (m, 3H), 3.10 (m, 1H), 3.82-4.00 (m, 1H), 4.30 (m, 1H), 4.35-4.50 (m, 1H), 6.60 (d, 1H, J=7 Hz), 7.55 (m, 1H), 7.60 (d, 1H, J=7 Hz), 8.28 (s, 1H); MS (ESI) m/z 411 (M+H)+.

Provenance & Evidence