Sodium Hydroxide → HCID 86700166, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)pyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (7.0 mg, 0.011 mmol) in THF (0.5 mL) and methanol (0.5 mL) was added 1N NaOH solution (0.5 mL, excess). The reaction mixture was stirred at 50° C. for 2 h and then purified by reverse phase HPLC, eluting by 0-100% acetonitrile in H2O with 0.1% TFA to give the desired product. LCMS-ESI+ (m/z): [M+H]+ calcd for C34H32ClN4O4S: 627.2; found: 627.3. 1H NMR (400 MHz, CD3OD) δ 8.68 (d, J=6.0 Hz, 1H), 8.47 (s, 1H), 7.98 (dd, J=5.6, 1.6 Hz, 1H), 7.93 (s, 1H), 7.80 (d, J=1.6 Hz, 1H), 7.78 (s, 1H), 7.71-7.68 (m, 1H), 7.62-7.58 (m, 3H), 7.24 (d, J=8.4 Hz, 1H), 5.28 (s, 1H), 3.47 (s, 3H), 3.42 (s, 3H), 2.63 (s, 3H), 0.98 (s, 9H).

Provenance & Evidence