Diisopropylethylamine → 8-(2-(4-Methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)-2-oxoethyl)-2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

Participants

Reaction Steps

2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one (I-17) (2 g, 7.99 mmol), 5-(2-Bromo-acetyl)-4-methyl-3H-isobenzofuran-1-one (I-4B, method 2, step F) (2.150 g, 7.99 mmol) and N-ethyl-N-isopropylpropan-2-amine (3.48 mL, 19.98 mmol) in DCM (50 mL) were stirred overnight at rt. The mixture was washed with saturated ammonium chloride aqueous and brine, dried over MgSO4, and concentrated under reduced pressure. The crude material was used in the next step without further purification. 1H-NMR (500 MHz, CDCl3): δ ppm 7.83 (1H, d, J=7.8 Hz), 7.79 (1 H. , d, J=7.8 Hz), 5.34 (2 H, s), 5.32 (2 H, s), 5.26 (2 H, s), 4.03 (2 H, t, J=7.0 Hz), 3.71 (1 H, m), 3.15 (1 H, m), 2.94 (2 H, m), 2.47 (2 H, t, J=7.0 Hz), 2.42 (3 H, s), 2.17 (2 H, m), 2.07 (3 H, s), 2.02 (2 H, m), 1.58 (2 H, m). LCMS 438.9 (M+1).

Provenance & Evidence