Sodium Hydroxide → HCID 58292691, compound

Participants

Reaction Steps

To a solution of crude ethyl 2-(6-(4-(aminomethyl)pyridin-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate in MeOH/THF (12 mL, 1:1) was added aqueous NaOH solution (250 mg in 3 mL water). After stirring at room temperature for two hours, the reaction mixture was evaporated, acidified to pH 3 with 1N HCl and then concentrated. HPLC purification gave desired product as a white powder. 1H NMR (400 MHz, DMSO-d6) δ 12.4 (b, 1H), 9.20 (b, 1H), 8.33 (b, 2H), 8.18 (d, J=5.2 Hz, 1H), 7.17 (m, 2H), 7.11 (s, 1H), 7.00 (d, J=1.6 Hz, 1H), 5.50 (dd, J=10, 2.8 Hz, 1H), 4.10 (d, J=5.2 Hz, 2H), 3.07 (dd, J=15.2, 2.4 Hz, 1H), 2.29 (s, 3H), 2.12 (dd, J=15.6, 9.6 Hz, 1H). MS (ESI) m/z=329 [M+H]+.

Provenance & Evidence