Lithium Hydroxide → HCID 66631107, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-methyl 2-tert-butoxy-2-(2-(difluoromethyl)-7-methyl-5-(spiro[2.5]oct-5-en-6-yl)quinolin-6-yl)acetate (44.7 mg, 0.101 mmol) in tetrahydrofuran:methanol:water (2:2:1, 2 mL) was added lithium hydroxide (12 mg, 0.504 mmol) and the reaction was heated to 50° C. overnight. The reaction was diluted with acetonitrile and purified by reverse phase HPLC (Gemini, 15 to 95 ACN/H2O+0.1% TFA) and the desired product was lyophilized to give a white powder (29.2 mg). 1H-NMR: 400 MHz, (CD3CN) δ: 8.49 (d, J=8.8 Hz, 1 H), 7.85 (s, 1 H), 7.69 (d, J=8.4 Hz, 1 H), 6.84 (t, =55.2 Hz, 1 H), 5.93 (s, 1 H), 5.68 (s, 1 H), 2.67 (m, 1 H), 2.62 (s, 3 H), 2.46 (m, 1 H), 2.28-2.24 (m, 2 H), 1.66 (m, 2 H), 1.23 (s, 9 H), 0.54-0.40 (m, 4 H). LCMS-ESI+ (m/z): [M+H]+ calcd for C25H30F2NO3: 430.21. found: 430.32.

Provenance & Evidence