反应详情

温度

100 °C

To a solution of methyl 7-[4-({[3-{[(2,6-dimethylphenyl)oxy]methyl}-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylate (44 mg, 0.082 mmol) in 2:1 tetrahydrofuran:methanol (3 mL) was added 0.123 mL of 1 N sodium hydroxide. The solution was heated in a microwave reactor at 100° C. for 500 seconds. Then 1N hydrochloric acid (0.123 mL, 0.123 mmol) was added and the solution was concentrated. The residue was taken up with ethyl acetate and water. The aqueous layer was extracted with ethyl acetate and the combine organic layers were washed with brine, dried over magnesium sulfate and concentrated. The resulting solid was dried under vacuum overnight and then suspended in ethyl acetate and washed three times with water. The solvent was evaporated to afford 7-[4-({[3-{[(2,6-dimethylphenyl)oxy]methyl}-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylic acid (32 mg, 75%). 1H-NMR (400 MHz, DMSO-d6) δ 9.41 (s, 1H), 8.61 (s, 1H), 8.50 (s, 1H), 8.24-8.19 (m, 2H), 7.86 (d, J=9 Hz, 2H), 7.19 (d, J=9 Hz, 2H), 7.00-6.91 (m, 3H), 5.09 (s, 2H), 4.90 (s, 2H), 3.41 (septet, J=7 Hz, 1H), 2.14 (s, 6H), 1.27 (d, J=7 Hz, 6H). HRMS (ESI) C32H30N2O5 calculated: 523.2228 (M+H)+, found: 523.2230 (M+H)+.

1. concentrationthe solution was concentrated
2. extractionThe aqueous layer was extracted with ethyl acetate
3. washthe combine organic layers were washed with brine
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated
6. customThe resulting solid was dried under vacuum overnight
7. washwashed three times with water
8. customThe solvent was evaporated