3,5-dichloro-1-(1-cyclobutylpropyl)-2(1H)-pyrazinone → 5-chloro-1-(1-cyclobutylpropyl)-3-(7-methoxy-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-2(1H)-pyrazinone

Participants

Reaction Steps

Prepared in a similar fashion as described for Example aaa using 3,5-dichloro-1-(1-cyclobutylpropyl)-2(1H)-pyrazinone and 7-methoxy-3,4-dihydro-2H-1,4-benzoxazine as the starting materials to give an oil. 1H NMR (300 MHz, CDCl3) δ 6.91 (d, J=9.5 Hz, 1H), 6.69 (s, 1H), 6.46–6.41 (m, 2H), 4.92–4.82 (m, 1H), 4.34–4.31 (m, 2H), 4.20–4.16 (m, 2H), 3.76 (s, 3H), 2.64–2.50 (m, 1H), 2.24–2.12 (m, 1H), 1.96–1.40 (m, 7H), 0.84 (t, J=7.5 Hz, 3H); HRMS (ESI) m/z 390.1595 [(M+H)+, calcd for C20H25N3O3Cl 390.1584].

Provenance & Evidence