L-Alaninol → N-((S)-1-(3-Chloro-4-fluorophenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide

Participants

Reaction Steps

N—((S)-1-(3-Chloro-4-fluorophenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide (II-38) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 3-amino-tetrahydrofuran and in step 5, 50c was replaced with (S)-2-amino-2-(3-chloro-4-fluoro-phenyl)ethanol hydrochloride 62f. 1H NMR (500 MHz, DMSO-d6) δ 8.93 (s, 1H), 8.87 (d, J=8.5 Hz, 1H), 8.12 (s, 1H), 7.87 (d, J=8.5 Hz, 1H), 7.64 (dd, J=7.0, 2.0 Hz, 1H), 7.55 (d, J=8.5 Hz, 1H), 7.44-7.36 (m, 2H), 6.84 (d, J=6.5 Hz, 1H), 6.71 (s, 1H), 5.10-5.03 (m, 2H), 4.31 (m, 1H), 3.95 (m, 1H), 3.86 (m, 1H), 3.77-3.75 (m, 2H), 3.73 (m, 1H), 3.61 (m, 1H), 2.23 (m, 1H), 1.87 (m, 1H).

Provenance & Evidence