Dicyclohexylcarbodiimide → HCID 10124616, compound

Participants

Reaction Steps

More specifically, with reference to the reaction scheme I ,4-(4′-methyl-[2,2′]bipyridinyl-4-yl)-butyric acid succinimidyl ester was obtained according to step (5) as follows. 27 mg of DCC (0.129 mmol) and 14 mg N-hydroxysuccinimide (0.129 mmol) were added to 30 mg (0.117 mmol) of 4-(4′-methyl-[2,2′]bipyridinyl-4-yl)-butyric acid (prepared as schematically illustrated by steps (1)-(4) of the reaction scheme I, according to the published procedure in Della Ciana et al., JOC 1989, 54, 1731-1725) in dichloromethane and stirred at room temperature for 2 hours. After 2 hours, the reaction mixture was filtered and concentrated in vacuo. The pure final 4-(4′-methyl-[2,2′]bipyridinyl-4-yl)-butyric acid succinimidyl ester was obtained as a clear oil after column chromatography (SiO2, EtOAc, Hex). 1H NMR: 8.55 (dd, 4H), 8.26 (d, 2H), 7.21 (d, 2H), 2.86 (m, 6H), 2.68 (t, 2H), 2.46 (s, 3H), 2.171 (t, 2H). ESI-MS: m/z=354.

Provenance & Evidence