Trifluoroacetic acid → 8-chloro-2-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-N,N-dimethyl-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide

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Reaction Steps

A solution of 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-N,N-dimethyl-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide (90b, 16 mg, 89% yield) and TFA (1.5 mL) was stirred at room temperature for 24 hours. The volatiles were removed under vacuum and the residue was purified by preparative HPLC to give the title compound (Example 90, 11 mg, 85% yield) as a white solid. 1H NMR (700 MHz, DMSO-d6) δ 7.15 (s, 1H) 5.90 (s, 1H) 4.65-4.71 (m, 1H) 4.56 (br. s., 2H) 2.98 (s, 3H) 2.76 (s, 3H) 2.57 (br. s, 2H) 2.17 (s, 3H) 2.13 (s, 3H) 1.28 (s, 3H) 1.28 (s, 3H); MS: 446.1 [M+1].

Provenance & Evidence