反应详情

温度

100 °C

The product of Step 2 (366 mg, 0.710 mmol) was taken up in MeOH (8.0 ml) in a microwave vial, and sodium hydroxide (1.0 M in H2O, 1.42 ml, 1.42 mmol) was added. The reaction was heated to 100° C. for 10 min in the microwave. The colorless solution was adjusted to a pH of 3-4 with 1 N HCl, diluted with water, and extracted with 15% IPA/CHCl3 (2×). The combined organic layers were dried (MgSO4), filtered and evaporated to a yellow solid that was triturated with CH2Cl2/hexanes, filtered, and dried to provide the title compound (334 mg, 0.666 mmol, 94% yield) as a pale yellow powder. MS ESI: [M+H]+ m/z 502.1. 1H NMR (500 MHz, DMSO-d6) δ 13.53-13.21 (s, 1H), δ 10.24 (s, 1H), 8.99 (d, J=2.0, 1H), 8.82 (d, J=4.9, 1H), 8.29 (dd, J=2.2, 8.3, 1H), 7.98-7.90 (m, 2H), 7.85 (d, J=8.3, 1H), 7.45 (s, 1H), 7.27 (d, J=4.9, 1H), 7.13 (s, 1H), 6.95 (s, 1H), 2.29 (s, 3H), 1.98 (s, 3H). rhSYK activity=+++

1. additionwas added
2. extractionextracted with 15% IPA/CHCl3 (2×)
3. dry with materialThe combined organic layers were dried (MgSO4)
4. filtrationfiltered
5. customevaporated to a yellow solid
6. customthat was triturated with CH2Cl2/hexanes
7. filtrationfiltered
8. customdried