L-Alaninol → 3-(Tetrahydro-pyran-4-ylamino)-isoquinoline-6-carboxylic acid [(S)-(4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

Participants

Reaction Steps

3-(Tetrahydro-pyran-4-ylamino)-isoquinoline-6-carboxylic acid [(S)-(4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (II-10) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 4-amino-tetrahydropyran and in step 5, 50c was replaced with (S)-(4-methoxy-phenyl)(1-methyl-1H-pyrazol-4-yl)methanamine hydrochloride (50i). 1H NMR (400 MHz, DMSO-d6) δ 9.17 (d, J=8.6 Hz, 1H), 8.90 (s, 1H), 8.08 (s, 1H), 7.83 (d, J=8.6 Hz, 1H), 7.54 (dd, J=8.5, 1.4 Hz, 1H), 7.51 (s, 1H), 7.35 (d, J=8.6 Hz, 2H), 7.32 (s, 1H), 6.91 (d, J=8.6 Hz, 2H), 6.71 (s, 1H), 6.50 (d, J=8.0 Hz, 1H), 6.26 (d, J=8.6 Hz, 1H), 3.93-3.86 (m, 2H), 3.86-3.80 (m, 1H), 3.79 (s, 3H), 3.74 (s, 3H), 3.44 (td, J=11.5, 2.0 Hz, 2H), 1.92 (d, J=10.6 Hz, 2H), 1.49 (ddd, J=15.5, 12.0, 4.3 Hz, 2H).

Provenance & Evidence