反応式
[CH3:1][N:2]([CH3:31])[S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([C:18]([N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])=[O:19])[CH:15]=[C:14]([C:27]([O:29]C)=[O:28])[CH:13]=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4].[CH3:32]O>[OH-].[Na+].O>[CH3:32][C:13]1[C:14]([C:27]([OH:29])=[O:28])=[CH:15][C:16]([C:18]([N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])=[O:19])=[CH:17][C:12]=1[C:9]1[CH:8]=[CH:7][C:6]([S:3]([N:2]([CH3:31])[CH3:1])(=[O:4])=[O:5])=[CH:11][CH:10]=1参加物
5
反応条件
- 温度
- 22.5 °C
実験手順
A mixture of methyl 4′-[(dimethylamino)sulfonyl]-5-[(dipropylamino)carbonyl][1,1′-biphenyl]-3-carboxylate (XXXVIII, step 2, 555 mg, 1.24 mmol) in methanol (6 mL) and sodium hydroxide (2 mL of a 6.0 M mixture in water, 12 mmol) is stirred at 20-25 degrees C. for 4 hours. The reaction mixture is partitioned between ethyl acetate (40 mL) and water (40 mL). The aqueous phase is acidified to pH=4 with hydrochloric acid (1N), extracted with ether (3×100 mL), and the combined organic phases are concentrated under reduced pressure to give methyl 4′-[(dimethylamino)sulfonyl]-5-[(dipropylamino)carbonyl][1,1′-biphenyl]-3-carboxylic acid (IX-XXXIX), NMR (300 MHz, CDCl3) □ 8.37, 8.12, 7.89, 7.80, 3.51, 3.22, 2.76, 1.74, 1.59, 1.02 and 0.79.
後処理
- customThe reaction mixture is partitioned between ethyl acetate (40 mL) and water (40 mL)
- extractionextracted with ether (3×100 mL)
- concentrationthe combined organic phases are concentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-50c88d8ff7af471884f42a673ba80eb4
- 出典データセット
- uspto-grants-2009_03
- 特許番号
- US07498436B2
関連ノート
読み込み中…