2-Morpholinoethylamine → HCID 56847970, compound

Participants

Reaction Steps

Compound VII (219.1 mg, 0.642 mmol) was dissolved in anhydrous THF (3.2 mL, 5 mL/mmol of 6). To the yellow solution was added 4-(2-aminoethyl)morpholine (83.5 mg, 84 μL, 0.642 mmol). The reaction solution was stirred for two hours, after which time the solution was colorless. The solvent was removed under reduced pressure. The crude material was purified by column chromatography on silica gel using CH2Cl2/MeOH (96:4, v/v) to give 161 mg (71%) of 17 as a white solid: mp=82-83° C. (uncorrected); Rf=0.16 (CH2Cl2/MeOH, 96:4, v/v); 1HNMR (CDCl3) δ 6.99 (d, 3J=8 Hz, 1H), 6.96 (d, 4J=1.65 Hz, 1H), 6.94 (dd, 3J=8 Hz, 4J=1.8 Hz, 1H), 5.23 (bs, 1H), 5.05 (s, 2H), 3.82 (s, 3H), 3.67 (m, 4H), 3.29 (m, 2H), 2.46 (t, 3J=5.9 Hz, 2H), 2.42 (bs, 41-1) and 2.29 (s, 3H). Exact mass (ESI) calculated for C17H25N2O6 [M+H]=353.1707. found 353.1705.

Provenance & Evidence