Hydrochloric Acid → HCID 67040352, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the product of Example 173B in tetrahydrofuran and water (1:1) was added 1 M NaOH (5 equiv). The solution was heated at 60° C. for 40 minutes, cooled, adjusted to pH 6 with 1N aqueous hydrochloric acid and extracted with ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated under vacuum. The crude product was purified by silica gel chromatography eluting with 4% methanol in dichloromethane to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.34 (d, J=6.99 Hz, 6 H) 2.27 (s, 3 H) 3.14-3.29 (m, 1 H) 5.62 (s, 2 H) 6.64 (d, J=8.09 Hz, 2 H) 6.82 (d, J=8.46 Hz, 1 H) 7.15 (d, J=8.09 Hz, 2 H) 7.64 (d, J=8.46 Hz, 2 H) 7.87 (dd, J=8.27, 1.29 Hz, 1 H) 7.97-8.11 (m, 2 H) 8.19 (s, 1 H) 8.32 (s, 1 H) 8.50-8.61 (m, 1 H) 8.89 (d, J=8.82 Hz, 1 H) 10.12 (s, 1 H) 10.63 (s, 1 H).

Provenance & Evidence