反応式
[CH3:1][N:2]1[CH2:9][C@@H:8]2[C@@H:4]([N:5]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[C:27](=[O:28])[CH:26]=[CH:25][CH:24]=[N:23]5)=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:6][CH2:7]2)[CH2:3]1.[OH:29]O>C(Cl)Cl.CO>[CH3:1][N@@+:2]1([O-:29])[CH2:9][C@@H:8]2[C@@H:4]([N:5]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[C:27](=[O:28])[CH:26]=[CH:25][CH:24]=[N:23]5)=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:6][CH2:7]2)[CH2:3]1参加物
反応条件
- 温度
- 50 °C
実験手順
A solution of the product from Example 1G (5 g, 13.44 mmol) in DCM (80 mL) and MeOH (40 mL) was treated with hydrogen peroxide (5.2 mL, 30% in H2O, 53.8 mmol). The mixture was heated to 50° C. for 48 hours. The mixture was concentrated under reduced pressure to a smaller volume while still in a solution. The solution was loaded onto an ANALOGIX SuperFlash silica gel column (ANALOGIX is a registered trademark of Analogix Inc. of Burlington, Wis.) and eluted with NH4OH/MeOH/DCM (1/10/90) to obtain the faster moving component (comparing with Example 1I) as the title product. 1H NMR (300 MHz, DMSO) δ ppm 8.06 (m, 1H), 7.69 (d, J=9 Hz, 2 H), 7.57 (d, J=9 Hz, 4 H), 7.50 (d, J=6 Hz, 1 H), 7.08 (dd, dd, J=9, 4.0 Hz, 1 H), 6.70 (d, J=9 Hz, 2 H), 4.72 (d, J=6 Hz, 1 H), 3.75-3.82 (m, 1 H), 3.52-3.59 (m, 2 H), 3.36-3.45 (m, 3 H), 3.15-3.21 (m, 1 H), 3.14 (s, 3 H), 2.05-2.12 (m, 1 H), 1.80-1.86 (m, 1 H); MS (DCI,) M+=388.
後処理
- concentrationThe mixture was concentrated under reduced pressure to a smaller volume while still in a solution
- wash) and eluted with NH4OH/MeOH/DCM (1/10/90)
- customto obtain the
出典と根拠
- ORDレコード
- ord-2f33a2f4ab8841358bdbf344a81c0682
- 出典データセット
- uspto-grants-2011_09
- 特許番号
- US08026240B2
関連ノート
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