Ethylamine → HCID 56847973, compound

Participants

Reaction Steps

A solution of VII (207 mg, 0.606 mmol), ethylamine (2M in THF, 31.5 mg, H2NEt, 350 μL of solution, 1.16×0.606 mmol H2NEt) and triethylamine (122 mg, 169 μL, 2×0.606 mmol) anhydrous THF (3 mL, 5 mL/mmol of 6) was stirred for one hour. The reaction mixture was diluted with CH2Cl2 and extracted with 1N HCl and saturated NaCl. The organic layer was dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by column chromatography on silica gel using CH2Cl2/ethyl acetate (94:6, v/v) to give 114.1 mg (70%) of 18 as an oil: Rf=0.37 (CH2Cl2/EtOAc, 96:4, v/v); 1HNMR (CDCl3) δ 6.98 (d, 3J=8 Hz, 1H), 6.95 (bs, 1H), 6.92 (bd, 3J=8 Hz, 1H), 5.04 (bs, 2H), 4.68 (bs, 1H), 3.82 (s, 3H), 3.22 (m, 2H) and 1.13 (t, 3J=7.25 Hz, 3H). Exact mass (ESI) calculated for C13H18NO5 [M+H]=268.1179. found 268.1189.

Provenance & Evidence