3-Amino-1-propanol → HCID 178483552, compound

Participants

Reaction Steps

Compound 7 (45 mg, 0.089 mmol) was suspended in 3-amino-propanol (0.5 ml) in a microwave reaction vessel. The tube was flushed with nitrogen, sealed and treated at 150° C. for 10 min in the microwave. The mixture was then diluted down with water (25 ml), basified with 2M sodium carbonate and extracted with chloroform (5×5 ml). The organics were treated in the usual manner to afford a blue solid. The crude product was purified by HPLC to obtain 9 as a blue solid. Yield 9 (4.13 mg, 0.0071 mmol, 7.9%): 1H NMR (MeOD) δ: 1.98-2.07(m, 8H), 2.61(s, 12H), 2.84(m, 4H), 3.53(t, 4H, J=6.9 Hz), 3.84(t, 4H, J=6.0 Hz), 4.09(t, 4H, J=7.1 Hz), 7.68(s, 2H); 13C NMR (MeOD) δ: 25.98(2×CH2), 33.15(2×CH2), 39.15(2×CH2), 41.29(2×CH2), 44.71(4×CH3), 57.66(2×CH2), 60.63(2×CH2), 102.06(2×C), 118.41(2×CH), 121.52(2×C), 126.06(2×C), 146.49(2×C), 163.80(2×C═O), 166.72(2×C═O); HRMS (ES+) calcd C30H42N6O6 [M+H]+ 583.3239. Found: 583.3260.

Provenance & Evidence