Serinol → HCID 71062198, compound

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Example 124, 3-(N-butyl-4-chloro-5-methyl-1-(4-(naphthalen-2-ylsulfonylcarbamoyl)-2-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)phenyl)-1H-pyrazole-3-carboxamido)propanoic acid (Intermediate 158B, 20 mg, 0.026 mmol) and 2-amino-1,3-propanediol (Aldrich, 8 mg, 0.088 mmol) were converted to the title compound (5 mg, 21%). 1H NMR (CD3OD, 1:1 mixture of amide rotamers) δ 8.72 (br s, 1H), 8.15-7.94 (m, 6.5H), 7.76-7.62 (m, 3.5H), 7.25-7.03 (m, 3.5H), 6.94-6.81 (m, 0.5H), 4.75-4.00 (m, 2H), 3.97-3.70 (m, 2H), 3.65-3.43 (m, 7H), 2.94-2.64 (m, 3H), 2.58-2.12 (m, 5H), 1.58-1.14 (m, 4H), 1.13-0.85 (m, 3H), 0.76 (t, J=7.3 Hz, 1H), 0.68 (t, J=7.5 Hz, 1H); MS(ESI+) m/z 829.4 (M+H)+.

Provenance & Evidence